diff --git a/.dockerignore b/.dockerignore
new file mode 100644
index 00000000..f90134b3
--- /dev/null
+++ b/.dockerignore
@@ -0,0 +1,17 @@
+// integration tests are not needed in docker
+// ignoring it let us speed up the integration test
+// development
+integration_test.go
+integration_test/
+
+Dockerfile*
+docker-compose*
+.dockerignore
+.goreleaser.yml
+.git
+.github
+.gitignore
+README.md
+LICENSE
+.vscode
+
diff --git a/.github/workflows/lint.yml b/.github/workflows/lint.yml
new file mode 100644
index 00000000..c0286571
--- /dev/null
+++ b/.github/workflows/lint.yml
@@ -0,0 +1,39 @@
+name: CI
+
+on: [push, pull_request]
+
+jobs:
+  # The "build" workflow
+  lint:
+    # The type of runner that the job will run on
+    runs-on: ubuntu-latest
+
+    # Steps represent a sequence of tasks that will be executed as part of the job
+    steps:
+      # Checks-out your repository under $GITHUB_WORKSPACE, so your job can access it
+      - uses: actions/checkout@v2
+
+      # Install and run golangci-lint as a separate step, it's much faster this
+      # way because this action has caching. It'll get run again in `make lint`
+      # below, but it's still much faster in the end than installing
+      # golangci-lint manually in the `Run lint` step.
+      - uses: golangci/golangci-lint-action@v2
+        with:
+          args: --timeout 5m
+
+      # Setup Go
+      - name: Setup Go
+        uses: actions/setup-go@v2
+        with:
+          go-version: "1.16.3" # The Go version to download (if necessary) and use.
+
+      # Install all the dependencies
+      - name: Install dependencies
+        run: |
+          go version
+          go install golang.org/x/lint/golint@latest
+          sudo apt update
+          sudo apt install -y make
+
+      - name: Run lint
+        run: make lint
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index b191a12c..7f715ca7 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -1,9 +1,11 @@
-name: goreleaser
+---
+name: release
 
 on:
   push:
     tags:
-      - "*" # triggers only if push new tag version
+      - "*"  # triggers only if push new tag version
+  workflow_dispatch:
 
 jobs:
   goreleaser:
@@ -27,4 +29,48 @@ jobs:
           version: latest
           args: release --rm-dist
         env:
-          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
\ No newline at end of file
+          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
+
+  docker-release:
+    runs-on: ubuntu-latest
+    steps:
+      -
+        name: Checkout
+        uses: actions/checkout@v2
+        with:
+          fetch-depth: 0
+      -
+        name: Docker meta
+        id: meta
+        uses: docker/metadata-action@v3
+        with:
+          # list of Docker images to use as base name for tags
+          images: |
+            ${{ secrets.DOCKERHUB_USERNAME }}/headscale
+            ghcr.io/${{ github.repository_owner }}/headscale
+          tags: |
+            type=semver,pattern={{major}}.{{minor}}
+            type=semver,pattern={{major}}
+            type=sha
+      -
+        name: Login to DockerHub
+        uses: docker/login-action@v1
+        with:
+          username: ${{ secrets.DOCKERHUB_USERNAME }}
+          password: ${{ secrets.DOCKERHUB_TOKEN }}
+      -
+        name: Login to GHCR
+        uses: docker/login-action@v1
+        with:
+          registry: ghcr.io
+          username: ${{ github.repository_owner }}
+          password: ${{ secrets.GITHUB_TOKEN }}
+      -
+        name: Build and push
+        id: docker_build
+        uses: docker/build-push-action@v2
+        with:
+          push: true
+          context: .
+          tags: ${{ steps.meta.outputs.tags }}
+          labels: ${{ steps.meta.outputs.labels }}
diff --git a/.github/workflows/test-integration.yml b/.github/workflows/test-integration.yml
new file mode 100644
index 00000000..e939df22
--- /dev/null
+++ b/.github/workflows/test-integration.yml
@@ -0,0 +1,23 @@
+name: CI
+
+on: [pull_request]
+
+jobs:
+  # The "build" workflow
+  integration-test:
+    # The type of runner that the job will run on
+    runs-on: ubuntu-latest
+
+    # Steps represent a sequence of tasks that will be executed as part of the job
+    steps:
+      # Checks-out your repository under $GITHUB_WORKSPACE, so your job can access it
+      - uses: actions/checkout@v2
+
+      # Setup Go
+      - name: Setup Go
+        uses: actions/setup-go@v2
+        with:
+          go-version: "1.16.3"
+
+      - name: Run Integration tests
+        run: go test -tags integration -timeout 30m
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index a96971a7..3d254fa6 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -10,36 +10,24 @@ jobs:
 
     # Steps represent a sequence of tasks that will be executed as part of the job
     steps:
-    # Checks-out your repository under $GITHUB_WORKSPACE, so your job can access it
-    - uses: actions/checkout@v2
+      # Checks-out your repository under $GITHUB_WORKSPACE, so your job can access it
+      - uses: actions/checkout@v2
 
-    # Install and run golangci-lint as a separate step, it's much faster this
-    # way because this action has caching. It'll get run again in `make lint`
-    # below, but it's still much faster in the end than installing
-    # golangci-lint manually in the `Run lint` step.
-    - uses: golangci/golangci-lint-action@v2
-      with:
-        args: --timeout 2m
-    
-    # Setup Go
-    - name: Setup Go
-      uses: actions/setup-go@v2
-      with:
-        go-version: '1.16.3' # The Go version to download (if necessary) and use.
+      # Setup Go
+      - name: Setup Go
+        uses: actions/setup-go@v2
+        with:
+          go-version: "1.16.3" # The Go version to download (if necessary) and use.
 
-    # Install all the dependencies
-    - name: Install dependencies
-      run: |
-        go version
-        go install golang.org/x/lint/golint@latest
-        sudo apt update
-        sudo apt install -y make
-        
-    - name: Run tests
-      run: make test
+      # Install all the dependencies
+      - name: Install dependencies
+        run: |
+          go version
+          sudo apt update
+          sudo apt install -y make
 
-    - name: Run lint
-      run: make lint
+      - name: Run tests
+        run: make test
 
-    - name: Run build
-      run: make
\ No newline at end of file
+      - name: Run build
+        run: make
diff --git a/.gitignore b/.gitignore
index ff4f6664..95d758a7 100644
--- a/.gitignore
+++ b/.gitignore
@@ -18,3 +18,9 @@
 config.json
 *.key
 /db.sqlite
+*.sqlite3
+
+# Exclude Jetbrains Editors
+.idea
+
+test_output/ 
diff --git a/Dockerfile b/Dockerfile
index e3fd8efc..9499af22 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,12 +1,19 @@
 FROM golang:latest AS build
 ENV GOPATH /go
-COPY . /go/src/headscale
+
+COPY go.mod go.sum /go/src/headscale/
 WORKDIR /go/src/headscale
+RUN go mod download
+
+COPY . /go/src/headscale
+
 RUN go install -a -ldflags="-extldflags=-static" -tags netgo,sqlite_omit_load_extension ./cmd/headscale
 RUN test -e /go/bin/headscale
 
-FROM scratch
-COPY --from=build /go/bin/headscale /go/bin/headscale
+FROM ubuntu:20.04
+
+COPY --from=build /go/bin/headscale /usr/local/bin/headscale
 ENV TZ UTC
+
 EXPOSE 8080/tcp
-ENTRYPOINT ["/go/bin/headscale"]
+CMD ["headscale"]
diff --git a/Dockerfile.tailscale b/Dockerfile.tailscale
new file mode 100644
index 00000000..c6830f8a
--- /dev/null
+++ b/Dockerfile.tailscale
@@ -0,0 +1,9 @@
+FROM ubuntu:latest
+
+RUN apt-get update \
+    && apt-get install -y gnupg curl \
+    && curl -fsSL https://pkgs.tailscale.com/stable/ubuntu/focal.gpg | apt-key add - \
+    && curl -fsSL https://pkgs.tailscale.com/stable/ubuntu/focal.list | tee /etc/apt/sources.list.d/tailscale.list \
+    && apt-get update \
+    && apt-get install -y tailscale \
+    && rm -rf /var/lib/apt/lists/*
diff --git a/Makefile b/Makefile
index 18498462..482ae868 100644
--- a/Makefile
+++ b/Makefile
@@ -2,13 +2,16 @@
 version = $(shell ./scripts/version-at-commit.sh)
 
 build:
-	go build -ldflags "-s -w -X main.version=$(version)" cmd/headscale/headscale.go
+	go build -ldflags "-s -w -X github.com/juanfont/headscale/cmd/headscale/cli.version=$(version)" cmd/headscale/headscale.go
 
 dev: lint test build
 
 test:
 	@go test -coverprofile=coverage.out ./...
 
+test_integration:
+	go test -tags integration -timeout 30m ./...
+
 coverprofile_func:
 	go tool cover -func=coverage.out
 
@@ -17,7 +20,7 @@ coverprofile_html:
 
 lint:
 	golint
-	golangci-lint run
+	golangci-lint run --timeout 5m
 
 compress: build
 	upx --brute headscale
diff --git a/README.md b/README.md
index 5f90c831..1a60db18 100644
--- a/README.md
+++ b/README.md
@@ -18,28 +18,36 @@ Headscale implements this coordination server.
 
 - [x] Base functionality (nodes can communicate with each other)
 - [x] Node registration through the web flow
-- [x] Network changes are relied to the nodes
+- [x] Network changes are relayed to the nodes
 - [x] Namespace support (~equivalent to multi-user in Tailscale.com)
 - [x] Routing (advertise & accept, including exit nodes)
 - [x] Node registration via pre-auth keys (including reusable keys, and ephemeral node support)
 - [X] JSON-formatted output
 - [X] ACLs
-- [ ] Share nodes between ~~users~~ namespaces 
-- [ ] DNS
+- [X] Support for alternative IP ranges in the tailnets (default Tailscale's 100.64.0.0/10)
+- [X] DNS (passing DNS servers to nodes)
+- [X] Share nodes between ~~users~~ namespaces 
+- [ ] MagicDNS / Smart DNS
 
 
 ## Roadmap 🤷
 
-We are now focusing on adding integration tests with the official clients. 
-
 Suggestions/PRs welcomed!
 
 
 
 ## Running it
 
-1. Download the Headscale binary https://github.com/juanfont/headscale/releases, and place it somewhere in your PATH
- 
+1. Download the Headscale binary https://github.com/juanfont/headscale/releases, and place it somewhere in your PATH or use the docker container
+
+  ```shell
+  docker pull headscale/headscale:x.x.x
+  ```
+<!-- 
+  or
+  ```shell
+  docker pull ghrc.io/juanfont/headscale:x.x.x
+  ``` -->
 
 2. (Optional, you can also use SQLite) Get yourself a PostgreSQL DB running
 
@@ -64,11 +72,19 @@ Suggestions/PRs welcomed!
   ```shell
   headscale namespaces create myfirstnamespace
   ```
+  or docker:
+  ```shell
+  docker run -v ./private.key:/private.key -v ./config.json:/config.json headscale/headscale:x.x.x headscale namespace create myfirstnamespace
+  ```
 
 5. Run the server
   ```shell
   headscale serve
   ```
+  or docker:
+  ```shell
+  docker run -v $(pwd)/private.key:/private.key -v $(pwd)/config.json:/config.json -v $(pwd)/derb.yaml:/derb.yaml -p 127.0.0.1:8080:8080 headscale/headscale:x.x.x headscale serve
+  ```
 
 6. If you used tailscale.com before in your nodes, make sure you clear the tailscaled data folder
  ```shell
@@ -88,6 +104,10 @@ Suggestions/PRs welcomed!
   ```shell
   headscale -n myfirstnamespace node register YOURMACHINEKEY
   ```
+  or docker:
+  ```shell
+  docker run -v ./private.key:/private.key -v ./config.json:/config.json headscale/headscale:x.x.x headscale -n myfirstnamespace node register YOURMACHINEKEY
+  ```
 
 Alternatively, you can use Auth Keys to register your machines:
 
@@ -95,6 +115,10 @@ Alternatively, you can use Auth Keys to register your machines:
     ```shell
     headscale -n myfirstnamespace preauthkeys create --reusable --expiration 24h
     ```
+  or docker:
+  ```shell
+  docker run -v ./private.key:/private.key -v ./config.json:/config.json headscale/headscale:x.x.x headscale -n myfirstnamespace preauthkeys create --reusable --expiration 24h
+  ```
 
 2. Use the authkey from your machine to register it
    ```shell
@@ -113,9 +137,15 @@ Headscale's configuration file is named `config.json` or `config.yaml`. Headscal
 ```
     "server_url": "http://192.168.1.12:8080",
     "listen_addr": "0.0.0.0:8080",
+    "ip_prefix": "100.64.0.0/10"
 ```
 
-`server_url` is the external URL via which Headscale is reachable. `listen_addr` is the IP address and port the Headscale program should listen on.
+`server_url` is the external URL via which Headscale is reachable. `listen_addr` is the IP address and port the Headscale program should listen on. `ip_prefix` is the IP prefix (range) in which IP addresses for nodes will be allocated (default 100.64.0.0/10, e.g., 192.168.4.0/24, 10.0.0.0/8)
+
+```
+    "log_level": "debug"
+```
+`log_level` can be used to set the Log level for Headscale, it defaults to `debug`, and the available levels are: `trace`, `debug`, `info`, `warn` and `error`.
 
 ```
     "private_key_path": "private.key",
diff --git a/acls.go b/acls.go
index f4ed4c0e..fea72a7f 100644
--- a/acls.go
+++ b/acls.go
@@ -4,11 +4,12 @@ import (
 	"encoding/json"
 	"fmt"
 	"io"
-	"log"
 	"os"
 	"strconv"
 	"strings"
 
+	"github.com/rs/zerolog/log"
+
 	"github.com/tailscale/hujson"
 	"inet.af/netaddr"
 	"tailscale.com/tailcfg"
@@ -66,7 +67,8 @@ func (h *Headscale) generateACLRules() (*[]tailcfg.FilterRule, error) {
 		for j, u := range a.Users {
 			srcs, err := h.generateACLPolicySrcIP(u)
 			if err != nil {
-				log.Printf("Error parsing ACL %d, User %d", i, j)
+				log.Error().
+					Msgf("Error parsing ACL %d, User %d", i, j)
 				return nil, err
 			}
 			srcIPs = append(srcIPs, *srcs...)
@@ -77,7 +79,8 @@ func (h *Headscale) generateACLRules() (*[]tailcfg.FilterRule, error) {
 		for j, d := range a.Ports {
 			dests, err := h.generateACLPolicyDestPorts(d)
 			if err != nil {
-				log.Printf("Error parsing ACL %d, Port %d", i, j)
+				log.Error().
+					Msgf("Error parsing ACL %d, Port %d", i, j)
 				return nil, err
 			}
 			destPorts = append(destPorts, *dests...)
diff --git a/api.go b/api.go
index 088c337f..e2a56185 100644
--- a/api.go
+++ b/api.go
@@ -6,15 +6,14 @@ import (
 	"errors"
 	"fmt"
 	"io"
-	"log"
 	"net/http"
 	"time"
 
+	"github.com/rs/zerolog/log"
+
 	"github.com/gin-gonic/gin"
 	"github.com/klauspost/compress/zstd"
-	"gorm.io/datatypes"
 	"gorm.io/gorm"
-	"inet.af/netaddr"
 	"tailscale.com/tailcfg"
 	"tailscale.com/types/wgkey"
 )
@@ -34,8 +33,6 @@ func (h *Headscale) RegisterWebAPI(c *gin.Context) {
 		return
 	}
 
-	// spew.Dump(c.Params)
-
 	c.Data(http.StatusOK, "text/html; charset=utf-8", []byte(fmt.Sprintf(`
 	<html>
 	<body>
@@ -63,29 +60,40 @@ func (h *Headscale) RegistrationHandler(c *gin.Context) {
 	mKeyStr := c.Param("id")
 	mKey, err := wgkey.ParseHex(mKeyStr)
 	if err != nil {
-		log.Printf("Cannot parse machine key: %s", err)
+		log.Error().
+			Str("handler", "Registration").
+			Err(err).
+			Msg("Cannot parse machine key")
 		c.String(http.StatusInternalServerError, "Sad!")
 		return
 	}
 	req := tailcfg.RegisterRequest{}
 	err = decode(body, &req, &mKey, h.privateKey)
 	if err != nil {
-		log.Printf("Cannot decode message: %s", err)
+		log.Error().
+			Str("handler", "Registration").
+			Err(err).
+			Msg("Cannot decode message")
 		c.String(http.StatusInternalServerError, "Very sad!")
 		return
 	}
 
+	now := time.Now().UTC()
 	var m Machine
 	if result := h.db.Preload("Namespace").First(&m, "machine_key = ?", mKey.HexString()); errors.Is(result.Error, gorm.ErrRecordNotFound) {
-		log.Println("New Machine!")
+		log.Info().Str("machine", req.Hostinfo.Hostname).Msg("New machine")
 		m = Machine{
-			Expiry:     &req.Expiry,
-			MachineKey: mKey.HexString(),
-			Name:       req.Hostinfo.Hostname,
-			NodeKey:    wgkey.Key(req.NodeKey).HexString(),
+			Expiry:               &req.Expiry,
+			MachineKey:           mKey.HexString(),
+			Name:                 req.Hostinfo.Hostname,
+			NodeKey:              wgkey.Key(req.NodeKey).HexString(),
+			LastSuccessfulUpdate: &now,
 		}
 		if err := h.db.Create(&m).Error; err != nil {
-			log.Printf("Could not create row: %s", err)
+			log.Error().
+				Str("handler", "Registration").
+				Err(err).
+				Msg("Could not create row")
 			return
 		}
 	}
@@ -100,13 +108,20 @@ func (h *Headscale) RegistrationHandler(c *gin.Context) {
 	// We have the updated key!
 	if m.NodeKey == wgkey.Key(req.NodeKey).HexString() {
 		if m.Registered {
-			log.Printf("[%s] Client is registered and we have the current NodeKey. All clear to /map", m.Name)
+			log.Debug().
+				Str("handler", "Registration").
+				Str("machine", m.Name).
+				Msg("Client is registered and we have the current NodeKey. All clear to /map")
+
 			resp.AuthURL = ""
 			resp.MachineAuthorized = true
 			resp.User = *m.Namespace.toUser()
 			respBody, err := encode(resp, &mKey, h.privateKey)
 			if err != nil {
-				log.Printf("Cannot encode message: %s", err)
+				log.Error().
+					Str("handler", "Registration").
+					Err(err).
+					Msg("Cannot encode message")
 				c.String(http.StatusInternalServerError, "")
 				return
 			}
@@ -114,12 +129,18 @@ func (h *Headscale) RegistrationHandler(c *gin.Context) {
 			return
 		}
 
-		log.Printf("[%s] Not registered and not NodeKey rotation. Sending a authurl to register", m.Name)
+		log.Debug().
+			Str("handler", "Registration").
+			Str("machine", m.Name).
+			Msg("Not registered and not NodeKey rotation. Sending a authurl to register")
 		resp.AuthURL = fmt.Sprintf("%s/register?key=%s",
 			h.cfg.ServerURL, mKey.HexString())
 		respBody, err := encode(resp, &mKey, h.privateKey)
 		if err != nil {
-			log.Printf("Cannot encode message: %s", err)
+			log.Error().
+				Str("handler", "Registration").
+				Err(err).
+				Msg("Cannot encode message")
 			c.String(http.StatusInternalServerError, "")
 			return
 		}
@@ -129,7 +150,10 @@ func (h *Headscale) RegistrationHandler(c *gin.Context) {
 
 	// The NodeKey we have matches OldNodeKey, which means this is a refresh after an key expiration
 	if m.NodeKey == wgkey.Key(req.OldNodeKey).HexString() {
-		log.Printf("[%s] We have the OldNodeKey in the database. This is a key refresh", m.Name)
+		log.Debug().
+			Str("handler", "Registration").
+			Str("machine", m.Name).
+			Msg("We have the OldNodeKey in the database. This is a key refresh")
 		m.NodeKey = wgkey.Key(req.NodeKey).HexString()
 		h.db.Save(&m)
 
@@ -137,7 +161,10 @@ func (h *Headscale) RegistrationHandler(c *gin.Context) {
 		resp.User = *m.Namespace.toUser()
 		respBody, err := encode(resp, &mKey, h.privateKey)
 		if err != nil {
-			log.Printf("Cannot encode message: %s", err)
+			log.Error().
+				Str("handler", "Registration").
+				Err(err).
+				Msg("Cannot encode message")
 			c.String(http.StatusInternalServerError, "Extremely sad!")
 			return
 		}
@@ -148,213 +175,63 @@ func (h *Headscale) RegistrationHandler(c *gin.Context) {
 	// We arrive here after a client is restarted without finalizing the authentication flow or
 	// when headscale is stopped in the middle of the auth process.
 	if m.Registered {
-		log.Printf("[%s] The node is sending us a new NodeKey, but machine is registered. All clear for /map", m.Name)
+		log.Debug().
+			Str("handler", "Registration").
+			Str("machine", m.Name).
+			Msg("The node is sending us a new NodeKey, but machine is registered. All clear for /map")
 		resp.AuthURL = ""
 		resp.MachineAuthorized = true
 		resp.User = *m.Namespace.toUser()
 		respBody, err := encode(resp, &mKey, h.privateKey)
 		if err != nil {
-			log.Printf("Cannot encode message: %s", err)
+			log.Error().
+				Str("handler", "Registration").
+				Err(err).
+				Msg("Cannot encode message")
 			c.String(http.StatusInternalServerError, "")
 			return
 		}
 		c.Data(200, "application/json; charset=utf-8", respBody)
 		return
 	}
-	log.Printf("[%s] The node is sending us a new NodeKey, sending auth url", m.Name)
+
+	log.Debug().
+		Str("handler", "Registration").
+		Str("machine", m.Name).
+		Msg("The node is sending us a new NodeKey, sending auth url")
 	resp.AuthURL = fmt.Sprintf("%s/register?key=%s",
 		h.cfg.ServerURL, mKey.HexString())
 	respBody, err := encode(resp, &mKey, h.privateKey)
 	if err != nil {
-		log.Printf("Cannot encode message: %s", err)
+		log.Error().
+			Str("handler", "Registration").
+			Err(err).
+			Msg("Cannot encode message")
 		c.String(http.StatusInternalServerError, "")
 		return
 	}
 	c.Data(200, "application/json; charset=utf-8", respBody)
 }
 
-// PollNetMapHandler takes care of /machine/:id/map
-//
-// This is the busiest endpoint, as it keeps the HTTP long poll that updates
-// the clients when something in the network changes.
-//
-// The clients POST stuff like HostInfo and their Endpoints here, but
-// only after their first request (marked with the ReadOnly field).
-//
-// At this moment the updates are sent in a quite horrendous way, but they kinda work.
-func (h *Headscale) PollNetMapHandler(c *gin.Context) {
-	body, _ := io.ReadAll(c.Request.Body)
-	mKeyStr := c.Param("id")
-	mKey, err := wgkey.ParseHex(mKeyStr)
-	if err != nil {
-		log.Printf("Cannot parse client key: %s", err)
-		c.String(http.StatusBadRequest, "")
-		return
-	}
-	req := tailcfg.MapRequest{}
-	err = decode(body, &req, &mKey, h.privateKey)
-	if err != nil {
-		log.Printf("Cannot decode message: %s", err)
-		c.String(http.StatusBadRequest, "")
-		return
-	}
-
-	var m Machine
-	if result := h.db.Preload("Namespace").First(&m, "machine_key = ?", mKey.HexString()); errors.Is(result.Error, gorm.ErrRecordNotFound) {
-		log.Printf("Ignoring request, cannot find machine with key %s", mKey.HexString())
-		c.String(http.StatusUnauthorized, "")
-		return
-	}
-
-	hostinfo, _ := json.Marshal(req.Hostinfo)
-	m.Name = req.Hostinfo.Hostname
-	m.HostInfo = datatypes.JSON(hostinfo)
-	m.DiscoKey = wgkey.Key(req.DiscoKey).HexString()
-	now := time.Now().UTC()
-
-	// From Tailscale client:
-	//
-	// ReadOnly is whether the client just wants to fetch the MapResponse,
-	// without updating their Endpoints. The Endpoints field will be ignored and
-	// LastSeen will not be updated and peers will not be notified of changes.
-	//
-	// The intended use is for clients to discover the DERP map at start-up
-	// before their first real endpoint update.
-	if !req.ReadOnly {
-		endpoints, _ := json.Marshal(req.Endpoints)
-		m.Endpoints = datatypes.JSON(endpoints)
-		m.LastSeen = &now
-	}
-	h.db.Save(&m)
-
-	pollData := make(chan []byte, 1)
-	update := make(chan []byte, 1)
-	cancelKeepAlive := make(chan []byte, 1)
-	defer close(pollData)
-	defer close(cancelKeepAlive)
-	h.pollMu.Lock()
-	h.clientsPolling[m.ID] = update
-	h.pollMu.Unlock()
-
-	data, err := h.getMapResponse(mKey, req, m)
-	if err != nil {
-		c.String(http.StatusInternalServerError, ":(")
-		return
-	}
-
-	// We update our peers if the client is not sending ReadOnly in the MapRequest
-	// so we don't distribute its initial request (it comes with
-	// empty endpoints to peers)
-
-	// Details on the protocol can be found in https://github.com/tailscale/tailscale/blob/main/tailcfg/tailcfg.go#L696
-	log.Printf("[%s] ReadOnly=%t   OmitPeers=%t    Stream=%t", m.Name, req.ReadOnly, req.OmitPeers, req.Stream)
-
-	if req.ReadOnly {
-		log.Printf("[%s] Client is starting up. Asking for DERP map", m.Name)
-		c.Data(200, "application/json; charset=utf-8", *data)
-		return
-	}
-	if req.OmitPeers && !req.Stream {
-		log.Printf("[%s] Client sent endpoint update and is ok with a response without peer list", m.Name)
-		c.Data(200, "application/json; charset=utf-8", *data)
-		return
-	} else if req.OmitPeers && req.Stream {
-		log.Printf("[%s] Warning, ignoring request, don't know how to handle it", m.Name)
-		c.String(http.StatusBadRequest, "")
-		return
-	}
-
-	log.Printf("[%s] Client is ready to access the tailnet", m.Name)
-	log.Printf("[%s] Sending initial map", m.Name)
-	pollData <- *data
-
-	log.Printf("[%s] Notifying peers", m.Name)
-	peers, _ := h.getPeers(m)
-	h.pollMu.Lock()
-	for _, p := range *peers {
-		pUp, ok := h.clientsPolling[uint64(p.ID)]
-		if ok {
-			log.Printf("[%s] Notifying peer %s (%s)", m.Name, p.Name, p.Addresses[0])
-			pUp <- []byte{}
-		} else {
-			log.Printf("[%s] Peer %s does not appear to be polling", m.Name, p.Name)
-		}
-	}
-	h.pollMu.Unlock()
-
-	go h.keepAlive(cancelKeepAlive, pollData, mKey, req, m)
-
-	c.Stream(func(w io.Writer) bool {
-		select {
-		case data := <-pollData:
-			log.Printf("[%s] Sending data (%d bytes)", m.Name, len(data))
-			_, err := w.Write(data)
-			if err != nil {
-				log.Printf("[%s] Cannot write data: %s", m.Name, err)
-			}
-			now := time.Now().UTC()
-			m.LastSeen = &now
-			h.db.Save(&m)
-			return true
-
-		case <-update:
-			log.Printf("[%s] Received a request for update", m.Name)
-			data, err := h.getMapResponse(mKey, req, m)
-			if err != nil {
-				log.Printf("[%s] Could not get the map update: %s", m.Name, err)
-			}
-			_, err = w.Write(*data)
-			if err != nil {
-				log.Printf("[%s] Could not write the map response: %s", m.Name, err)
-			}
-			return true
-
-		case <-c.Request.Context().Done():
-			log.Printf("[%s] The client has closed the connection", m.Name)
-			now := time.Now().UTC()
-			m.LastSeen = &now
-			h.db.Save(&m)
-			h.pollMu.Lock()
-			cancelKeepAlive <- []byte{}
-			delete(h.clientsPolling, m.ID)
-			close(update)
-			h.pollMu.Unlock()
-			return false
-
-		}
-	})
-}
-
-func (h *Headscale) keepAlive(cancel chan []byte, pollData chan []byte, mKey wgkey.Key, req tailcfg.MapRequest, m Machine) {
-	for {
-		select {
-		case <-cancel:
-			return
-
-		default:
-			h.pollMu.Lock()
-			data, err := h.getMapKeepAliveResponse(mKey, req, m)
-			if err != nil {
-				log.Printf("Error generating the keep alive msg: %s", err)
-				return
-			}
-			log.Printf("[%s] Sending keepalive", m.Name)
-			pollData <- *data
-			h.pollMu.Unlock()
-			time.Sleep(60 * time.Second)
-		}
-	}
-}
-
 func (h *Headscale) getMapResponse(mKey wgkey.Key, req tailcfg.MapRequest, m Machine) (*[]byte, error) {
-	node, err := m.toNode()
+	log.Trace().
+		Str("func", "getMapResponse").
+		Str("machine", req.Hostinfo.Hostname).
+		Msg("Creating Map response")
+	node, err := m.toNode(true)
 	if err != nil {
-		log.Printf("Cannot convert to node: %s", err)
+		log.Error().
+			Str("func", "getMapResponse").
+			Err(err).
+			Msg("Cannot convert to node")
 		return nil, err
 	}
 	peers, err := h.getPeers(m)
 	if err != nil {
-		log.Printf("Cannot fetch peers: %s", err)
+		log.Error().
+			Str("func", "getMapResponse").
+			Err(err).
+			Msg("Cannot fetch peers")
 		return nil, err
 	}
 
@@ -365,20 +242,30 @@ func (h *Headscale) getMapResponse(mKey wgkey.Key, req tailcfg.MapRequest, m Mac
 	}
 
 	resp := tailcfg.MapResponse{
-		KeepAlive:    false,
-		Node:         node,
-		Peers:        *peers,
-		DNS:          []netaddr.IP{},
+		KeepAlive: false,
+		Node:      node,
+		Peers:     *peers,
+		//TODO(kradalby): As per tailscale docs, if DNSConfig is nil,
+		// it means its not updated, maybe we can have some logic
+		// to check and only pass updates when its updates.
+		// This is probably more relevant if we try to implement
+		// "MagicDNS"
+		DNSConfig:    h.cfg.DNSConfig,
 		SearchPaths:  []string{},
 		Domain:       "headscale.net",
 		PacketFilter: *h.aclRules,
 		DERPMap:      h.cfg.DerpMap,
 		UserProfiles: []tailcfg.UserProfile{profile},
 	}
+	log.Trace().
+		Str("func", "getMapResponse").
+		Str("machine", req.Hostinfo.Hostname).
+		Msgf("Generated map response: %s", tailMapResponseToString(resp))
 
 	var respBody []byte
 	if req.Compress == "zstd" {
 		src, _ := json.Marshal(resp)
+
 		encoder, _ := zstd.NewWriter(nil)
 		srcCompressed := encoder.EncodeAll(src, nil)
 		respBody, err = encodeMsg(srcCompressed, &mKey, h.privateKey)
@@ -391,7 +278,6 @@ func (h *Headscale) getMapResponse(mKey wgkey.Key, req tailcfg.MapRequest, m Mac
 			return nil, err
 		}
 	}
-	// spew.Dump(resp)
 	// declare the incoming size on the first 4 bytes
 	data := make([]byte, 4)
 	binary.LittleEndian.PutUint32(data, uint32(len(respBody)))
@@ -426,25 +312,49 @@ func (h *Headscale) getMapKeepAliveResponse(mKey wgkey.Key, req tailcfg.MapReque
 }
 
 func (h *Headscale) handleAuthKey(c *gin.Context, db *gorm.DB, idKey wgkey.Key, req tailcfg.RegisterRequest, m Machine) {
+	log.Debug().
+		Str("func", "handleAuthKey").
+		Str("machine", req.Hostinfo.Hostname).
+		Msgf("Processing auth key for %s", req.Hostinfo.Hostname)
 	resp := tailcfg.RegisterResponse{}
 	pak, err := h.checkKeyValidity(req.Auth.AuthKey)
 	if err != nil {
 		resp.MachineAuthorized = false
 		respBody, err := encode(resp, &idKey, h.privateKey)
 		if err != nil {
-			log.Printf("Cannot encode message: %s", err)
+			log.Error().
+				Str("func", "handleAuthKey").
+				Str("machine", m.Name).
+				Err(err).
+				Msg("Cannot encode message")
 			c.String(http.StatusInternalServerError, "")
 			return
 		}
 		c.Data(200, "application/json; charset=utf-8", respBody)
-		log.Printf("[%s] Failed authentication via AuthKey", m.Name)
+		log.Error().
+			Str("func", "handleAuthKey").
+			Str("machine", m.Name).
+			Msg("Failed authentication via AuthKey")
 		return
 	}
+
+	log.Debug().
+		Str("func", "handleAuthKey").
+		Str("machine", m.Name).
+		Msg("Authentication key was valid, proceeding to acquire an IP address")
 	ip, err := h.getAvailableIP()
 	if err != nil {
-		log.Println(err)
+		log.Error().
+			Str("func", "handleAuthKey").
+			Str("machine", m.Name).
+			Msg("Failed to find an available IP")
 		return
 	}
+	log.Info().
+		Str("func", "handleAuthKey").
+		Str("machine", m.Name).
+		Str("ip", ip.String()).
+		Msgf("Assigning %s to %s", ip, m.Name)
 
 	m.AuthKeyID = uint(pak.ID)
 	m.IPAddress = ip.String()
@@ -458,10 +368,18 @@ func (h *Headscale) handleAuthKey(c *gin.Context, db *gorm.DB, idKey wgkey.Key,
 	resp.User = *pak.Namespace.toUser()
 	respBody, err := encode(resp, &idKey, h.privateKey)
 	if err != nil {
-		log.Printf("Cannot encode message: %s", err)
+		log.Error().
+			Str("func", "handleAuthKey").
+			Str("machine", m.Name).
+			Err(err).
+			Msg("Cannot encode message")
 		c.String(http.StatusInternalServerError, "Extremely sad!")
 		return
 	}
 	c.Data(200, "application/json; charset=utf-8", respBody)
-	log.Printf("[%s] Successfully authenticated via AuthKey", m.Name)
+	log.Info().
+		Str("func", "handleAuthKey").
+		Str("machine", m.Name).
+		Str("ip", ip.String()).
+		Msg("Successfully authenticated via AuthKey")
 }
diff --git a/app.go b/app.go
index c4411a68..dc398eb7 100644
--- a/app.go
+++ b/app.go
@@ -3,16 +3,18 @@ package headscale
 import (
 	"errors"
 	"fmt"
-	"log"
 	"net/http"
 	"os"
 	"strings"
 	"sync"
 	"time"
 
+	"github.com/rs/zerolog/log"
+
 	"github.com/gin-gonic/gin"
 	"golang.org/x/crypto/acme/autocert"
 	"gorm.io/gorm"
+	"inet.af/netaddr"
 	"tailscale.com/tailcfg"
 	"tailscale.com/types/wgkey"
 )
@@ -24,6 +26,7 @@ type Config struct {
 	PrivateKeyPath                 string
 	DerpMap                        *tailcfg.DERPMap
 	EphemeralNodeInactivityTimeout time.Duration
+	IPPrefix                       netaddr.IPPrefix
 
 	DBtype string
 	DBpath string
@@ -40,6 +43,8 @@ type Config struct {
 
 	TLSCertPath string
 	TLSKeyPath  string
+
+	DNSConfig *tailcfg.DNSConfig
 }
 
 // Headscale represents the base app of the service
@@ -55,8 +60,10 @@ type Headscale struct {
 	aclPolicy *ACLPolicy
 	aclRules  *[]tailcfg.FilterRule
 
-	pollMu         sync.Mutex
-	clientsPolling map[uint64]chan []byte // this is by all means a hackity hack
+	clientsUpdateChannels     sync.Map
+	clientsUpdateChannelMutex sync.Mutex
+
+	lastStateChange sync.Map
 }
 
 // NewHeadscale returns the Headscale app
@@ -96,7 +103,6 @@ func NewHeadscale(cfg Config) (*Headscale, error) {
 		return nil, err
 	}
 
-	h.clientsPolling = make(map[uint64]chan []byte)
 	return &h, nil
 }
 
@@ -106,9 +112,9 @@ func (h *Headscale) redirect(w http.ResponseWriter, req *http.Request) {
 	http.Redirect(w, req, target, http.StatusFound)
 }
 
-// ExpireEphemeralNodes deletes ephemeral machine records that have not been
+// expireEphemeralNodes deletes ephemeral machine records that have not been
 // seen for longer than h.cfg.EphemeralNodeInactivityTimeout
-func (h *Headscale) ExpireEphemeralNodes(milliSeconds int64) {
+func (h *Headscale) expireEphemeralNodes(milliSeconds int64) {
 	ticker := time.NewTicker(time.Duration(milliSeconds) * time.Millisecond)
 	for range ticker.C {
 		h.expireEphemeralNodesWorker()
@@ -118,30 +124,46 @@ func (h *Headscale) ExpireEphemeralNodes(milliSeconds int64) {
 func (h *Headscale) expireEphemeralNodesWorker() {
 	namespaces, err := h.ListNamespaces()
 	if err != nil {
-		log.Printf("Error listing namespaces: %s", err)
+		log.Error().Err(err).Msg("Error listing namespaces")
 		return
 	}
 	for _, ns := range *namespaces {
 		machines, err := h.ListMachinesInNamespace(ns.Name)
 		if err != nil {
-			log.Printf("Error listing machines in namespace %s: %s", ns.Name, err)
+			log.Error().Err(err).Str("namespace", ns.Name).Msg("Error listing machines in namespace")
 			return
 		}
 		for _, m := range *machines {
 			if m.AuthKey != nil && m.LastSeen != nil && m.AuthKey.Ephemeral && time.Now().After(m.LastSeen.Add(h.cfg.EphemeralNodeInactivityTimeout)) {
-				log.Printf("[%s] Ephemeral client removed from database\n", m.Name)
+				log.Info().Str("machine", m.Name).Msg("Ephemeral client removed from database")
 				err = h.db.Unscoped().Delete(m).Error
 				if err != nil {
-					log.Printf("[%s] 🤮 Cannot delete ephemeral machine from the database: %s", m.Name, err)
+					log.Error().Err(err).Str("machine", m.Name).Msg("🤮 Cannot delete ephemeral machine from the database")
 				}
+				h.notifyChangesToPeers(&m)
 			}
 		}
 	}
 }
 
+// WatchForKVUpdates checks the KV DB table for requests to perform tailnet upgrades
+// This is a way to communitate the CLI with the headscale server
+func (h *Headscale) watchForKVUpdates(milliSeconds int64) {
+	ticker := time.NewTicker(time.Duration(milliSeconds) * time.Millisecond)
+	for range ticker.C {
+		h.watchForKVUpdatesWorker()
+	}
+}
+
+func (h *Headscale) watchForKVUpdatesWorker() {
+	h.checkForNamespacesPendingUpdates()
+	// more functions will come here in the future
+}
+
 // Serve launches a GIN server with the Headscale API
 func (h *Headscale) Serve() error {
 	r := gin.Default()
+	r.GET("/health", func(c *gin.Context) { c.JSON(200, gin.H{"healthy": "ok"}) })
 	r.GET("/key", h.KeyHandler)
 	r.GET("/register", h.RegisterWebAPI)
 	r.POST("/machine/:id/map", h.PollNetMapHandler)
@@ -149,9 +171,22 @@ func (h *Headscale) Serve() error {
 	r.GET("/apple", h.AppleMobileConfig)
 	r.GET("/apple/:platform", h.ApplePlatformConfig)
 	var err error
+
+	timeout := 30 * time.Second
+
+	go h.watchForKVUpdates(5000)
+	go h.expireEphemeralNodes(5000)
+
+	s := &http.Server{
+		Addr:         h.cfg.Addr,
+		Handler:      r,
+		ReadTimeout:  timeout,
+		WriteTimeout: timeout,
+	}
+
 	if h.cfg.TLSLetsEncryptHostname != "" {
 		if !strings.HasPrefix(h.cfg.ServerURL, "https://") {
-			log.Println("WARNING: listening with TLS but ServerURL does not start with https://")
+			log.Warn().Msg("Listening with TLS but ServerURL does not start with https://")
 		}
 
 		m := autocert.Manager{
@@ -160,9 +195,11 @@ func (h *Headscale) Serve() error {
 			Cache:      autocert.DirCache(h.cfg.TLSLetsEncryptCacheDir),
 		}
 		s := &http.Server{
-			Addr:      h.cfg.Addr,
-			TLSConfig: m.TLSConfig(),
-			Handler:   r,
+			Addr:         h.cfg.Addr,
+			TLSConfig:    m.TLSConfig(),
+			Handler:      r,
+			ReadTimeout:  timeout,
+			WriteTimeout: timeout,
 		}
 		if h.cfg.TLSLetsEncryptChallengeType == "TLS-ALPN-01" {
 			// Configuration via autocert with TLS-ALPN-01 (https://tools.ietf.org/html/rfc8737)
@@ -174,7 +211,10 @@ func (h *Headscale) Serve() error {
 			// port 80 for the certificate validation in addition to the headscale
 			// service, which can be configured to run on any other port.
 			go func() {
-				log.Fatal(http.ListenAndServe(h.cfg.TLSLetsEncryptListen, m.HTTPHandler(http.HandlerFunc(h.redirect))))
+
+				log.Fatal().
+					Err(http.ListenAndServe(h.cfg.TLSLetsEncryptListen, m.HTTPHandler(http.HandlerFunc(h.redirect)))).
+					Msg("failed to set up a HTTP server")
 			}()
 			err = s.ListenAndServeTLS("", "")
 		} else {
@@ -182,14 +222,31 @@ func (h *Headscale) Serve() error {
 		}
 	} else if h.cfg.TLSCertPath == "" {
 		if !strings.HasPrefix(h.cfg.ServerURL, "http://") {
-			log.Println("WARNING: listening without TLS but ServerURL does not start with http://")
+			log.Warn().Msg("Listening without TLS but ServerURL does not start with http://")
 		}
-		err = r.Run(h.cfg.Addr)
+		err = s.ListenAndServe()
 	} else {
 		if !strings.HasPrefix(h.cfg.ServerURL, "https://") {
-			log.Println("WARNING: listening with TLS but ServerURL does not start with https://")
+			log.Warn().Msg("Listening with TLS but ServerURL does not start with https://")
 		}
-		err = r.RunTLS(h.cfg.Addr, h.cfg.TLSCertPath, h.cfg.TLSKeyPath)
+		err = s.ListenAndServeTLS(h.cfg.TLSCertPath, h.cfg.TLSKeyPath)
 	}
 	return err
 }
+
+func (h *Headscale) setLastStateChangeToNow(namespace string) {
+	now := time.Now().UTC()
+	h.lastStateChange.Store(namespace, now)
+}
+
+func (h *Headscale) getLastStateChange(namespace string) time.Time {
+	if wrapped, ok := h.lastStateChange.Load(namespace); ok {
+		lastChange, _ := wrapped.(time.Time)
+		return lastChange
+
+	}
+
+	now := time.Now().UTC()
+	h.lastStateChange.Store(namespace, now)
+	return now
+}
diff --git a/app_test.go b/app_test.go
index ad633334..5e53f1cc 100644
--- a/app_test.go
+++ b/app_test.go
@@ -6,6 +6,7 @@ import (
 	"testing"
 
 	"gopkg.in/check.v1"
+	"inet.af/netaddr"
 )
 
 func Test(t *testing.T) {
@@ -36,7 +37,9 @@ func (s *Suite) ResetDB(c *check.C) {
 	if err != nil {
 		c.Fatal(err)
 	}
-	cfg := Config{}
+	cfg := Config{
+		IPPrefix: netaddr.MustParseIPPrefix("10.27.0.0/23"),
+	}
 
 	h = Headscale{
 		cfg:      cfg,
diff --git a/cli_test.go b/cli_test.go
index 9616b4a2..528a115e 100644
--- a/cli_test.go
+++ b/cli_test.go
@@ -15,6 +15,7 @@ func (s *Suite) TestRegisterMachine(c *check.C) {
 		DiscoKey:    "faa",
 		Name:        "testmachine",
 		NamespaceID: n.ID,
+		IPAddress:   "10.0.0.1",
 	}
 	h.db.Save(&m)
 
diff --git a/cmd/headscale/cli/namespaces.go b/cmd/headscale/cli/namespaces.go
index 7d3977f9..c35c02cc 100644
--- a/cmd/headscale/cli/namespaces.go
+++ b/cmd/headscale/cli/namespaces.go
@@ -3,8 +3,10 @@ package cli
 import (
 	"fmt"
 	"log"
+	"strconv"
 	"strings"
 
+	"github.com/pterm/pterm"
 	"github.com/spf13/cobra"
 )
 
@@ -94,9 +96,14 @@ var listNamespacesCmd = &cobra.Command{
 			fmt.Println(err)
 			return
 		}
-		fmt.Printf("ID\tName\n")
+
+		d := pterm.TableData{{"ID", "Name", "Created"}}
 		for _, n := range *namespaces {
-			fmt.Printf("%d\t%s\n", n.ID, n.Name)
+			d = append(d, []string{strconv.FormatUint(uint64(n.ID), 10), n.Name, n.CreatedAt.Format("2006-01-02 15:04:05")})
+		}
+		err = pterm.DefaultTable.WithHasHeader().WithData(d).Render()
+		if err != nil {
+			log.Fatal(err)
 		}
 	},
 }
diff --git a/cmd/headscale/cli/nodes.go b/cmd/headscale/cli/nodes.go
index 75000434..5f30dc1b 100644
--- a/cmd/headscale/cli/nodes.go
+++ b/cmd/headscale/cli/nodes.go
@@ -8,7 +8,11 @@ import (
 	"time"
 
 	survey "github.com/AlecAivazis/survey/v2"
+	"github.com/juanfont/headscale"
+	"github.com/pterm/pterm"
 	"github.com/spf13/cobra"
+	"tailscale.com/tailcfg"
+	"tailscale.com/types/wgkey"
 )
 
 func init() {
@@ -21,6 +25,7 @@ func init() {
 	nodeCmd.AddCommand(listNodesCmd)
 	nodeCmd.AddCommand(registerNodeCmd)
 	nodeCmd.AddCommand(deleteNodeCmd)
+	nodeCmd.AddCommand(shareMachineCmd)
 }
 
 var nodeCmd = &cobra.Command{
@@ -33,7 +38,7 @@ var registerNodeCmd = &cobra.Command{
 	Short: "Registers a machine to your network",
 	Args: func(cmd *cobra.Command, args []string) error {
 		if len(args) < 1 {
-			return fmt.Errorf("Missing parameters")
+			return fmt.Errorf("missing parameters")
 		}
 		return nil
 	},
@@ -75,9 +80,26 @@ var listNodesCmd = &cobra.Command{
 		if err != nil {
 			log.Fatalf("Error initializing: %s", err)
 		}
+
+		namespace, err := h.GetNamespace(n)
+		if err != nil {
+			log.Fatalf("Error fetching namespace: %s", err)
+		}
+
 		machines, err := h.ListMachinesInNamespace(n)
+		if err != nil {
+			log.Fatalf("Error fetching machines: %s", err)
+		}
+
+		sharedMachines, err := h.ListSharedMachinesInNamespace(n)
+		if err != nil {
+			log.Fatalf("Error fetching shared machines: %s", err)
+		}
+
+		allMachines := append(*machines, *sharedMachines...)
+
 		if strings.HasPrefix(o, "json") {
-			JsonOutput(machines, err, o)
+			JsonOutput(allMachines, err, o)
 			return
 		}
 
@@ -85,19 +107,15 @@ var listNodesCmd = &cobra.Command{
 			log.Fatalf("Error getting nodes: %s", err)
 		}
 
-		fmt.Printf("ID\tname\t\tlast seen\t\tephemeral\n")
-		for _, m := range *machines {
-			var ephemeral bool
-			if m.AuthKey != nil && m.AuthKey.Ephemeral {
-				ephemeral = true
-			}
-			var lastSeen time.Time
-			if m.LastSeen != nil {
-				lastSeen = *m.LastSeen
-			}
-			fmt.Printf("%d\t%s\t%s\t%t\n", m.ID, m.Name, lastSeen.Format("2006-01-02 15:04:05"), ephemeral)
+		d, err := nodesToPtables(*namespace, allMachines)
+		if err != nil {
+			log.Fatalf("Error converting to table: %s", err)
 		}
 
+		err = pterm.DefaultTable.WithHasHeader().WithData(d).Render()
+		if err != nil {
+			log.Fatal(err)
+		}
 	},
 }
 
@@ -106,7 +124,7 @@ var deleteNodeCmd = &cobra.Command{
 	Short: "Delete a node",
 	Args: func(cmd *cobra.Command, args []string) error {
 		if len(args) < 1 {
-			return fmt.Errorf("Missing parameters")
+			return fmt.Errorf("missing parameters")
 		}
 		return nil
 	},
@@ -144,3 +162,95 @@ var deleteNodeCmd = &cobra.Command{
 		}
 	},
 }
+
+var shareMachineCmd = &cobra.Command{
+	Use:   "share ID namespace",
+	Short: "Shares a node from the current namespace to the specified one",
+	Args: func(cmd *cobra.Command, args []string) error {
+		if len(args) < 2 {
+			return fmt.Errorf("missing parameters")
+		}
+		return nil
+	},
+	Run: func(cmd *cobra.Command, args []string) {
+		namespace, err := cmd.Flags().GetString("namespace")
+		if err != nil {
+			log.Fatalf("Error getting namespace: %s", err)
+		}
+		output, _ := cmd.Flags().GetString("output")
+
+		h, err := getHeadscaleApp()
+		if err != nil {
+			log.Fatalf("Error initializing: %s", err)
+		}
+
+		_, err = h.GetNamespace(namespace)
+		if err != nil {
+			log.Fatalf("Error fetching origin namespace: %s", err)
+		}
+
+		destinationNamespace, err := h.GetNamespace(args[1])
+		if err != nil {
+			log.Fatalf("Error fetching destination namespace: %s", err)
+		}
+
+		id, err := strconv.Atoi(args[0])
+		if err != nil {
+			log.Fatalf("Error converting ID to integer: %s", err)
+		}
+		machine, err := h.GetMachineByID(uint64(id))
+		if err != nil {
+			log.Fatalf("Error getting node: %s", err)
+		}
+
+		err = h.AddSharedMachineToNamespace(machine, destinationNamespace)
+		if strings.HasPrefix(output, "json") {
+			JsonOutput(map[string]string{"Result": "Node shared"}, err, output)
+			return
+		}
+		if err != nil {
+			fmt.Printf("Error sharing node: %s\n", err)
+			return
+		}
+
+		fmt.Println("Node shared!")
+	},
+}
+
+func nodesToPtables(currentNamespace headscale.Namespace, machines []headscale.Machine) (pterm.TableData, error) {
+	d := pterm.TableData{{"ID", "Name", "NodeKey", "Namespace", "IP address", "Ephemeral", "Last seen", "Online"}}
+
+	for _, machine := range machines {
+		var ephemeral bool
+		if machine.AuthKey != nil && machine.AuthKey.Ephemeral {
+			ephemeral = true
+		}
+		var lastSeen time.Time
+		var lastSeenTime string
+		if machine.LastSeen != nil {
+			lastSeen = *machine.LastSeen
+			lastSeenTime = lastSeen.Format("2006-01-02 15:04:05")
+		}
+		nKey, err := wgkey.ParseHex(machine.NodeKey)
+		if err != nil {
+			return nil, err
+		}
+		nodeKey := tailcfg.NodeKey(nKey)
+
+		var online string
+		if lastSeen.After(time.Now().Add(-5 * time.Minute)) { // TODO: Find a better way to reliably show if online
+			online = pterm.LightGreen("true")
+		} else {
+			online = pterm.LightRed("false")
+		}
+
+		var namespace string
+		if currentNamespace.ID == machine.NamespaceID {
+			namespace = pterm.LightMagenta(machine.Namespace.Name)
+		} else {
+			namespace = pterm.LightYellow(machine.Namespace.Name)
+		}
+		d = append(d, []string{strconv.FormatUint(machine.ID, 10), machine.Name, nodeKey.ShortString(), namespace, machine.IPAddress, strconv.FormatBool(ephemeral), lastSeenTime, online})
+	}
+	return d, nil
+}
diff --git a/cmd/headscale/cli/preauthkeys.go b/cmd/headscale/cli/preauthkeys.go
index eb9d182c..1340267e 100644
--- a/cmd/headscale/cli/preauthkeys.go
+++ b/cmd/headscale/cli/preauthkeys.go
@@ -3,10 +3,12 @@ package cli
 import (
 	"fmt"
 	"log"
+	"strconv"
 	"strings"
 	"time"
 
 	"github.com/hako/durafmt"
+	"github.com/pterm/pterm"
 	"github.com/spf13/cobra"
 )
 
@@ -19,6 +21,7 @@ func init() {
 	}
 	preauthkeysCmd.AddCommand(listPreAuthKeys)
 	preauthkeysCmd.AddCommand(createPreAuthKeyCmd)
+	preauthkeysCmd.AddCommand(expirePreAuthKeyCmd)
 	createPreAuthKeyCmd.PersistentFlags().Bool("reusable", false, "Make the preauthkey reusable")
 	createPreAuthKeyCmd.PersistentFlags().Bool("ephemeral", false, "Preauthkey for ephemeral nodes")
 	createPreAuthKeyCmd.Flags().StringP("expiration", "e", "", "Human-readable expiration of the key (30m, 24h, 365d...)")
@@ -53,6 +56,8 @@ var listPreAuthKeys = &cobra.Command{
 			fmt.Printf("Error getting the list of keys: %s\n", err)
 			return
 		}
+
+		d := pterm.TableData{{"ID", "Key", "Reusable", "Ephemeral", "Expiration", "Created"}}
 		for _, k := range *keys {
 			expiration := "-"
 			if k.Expiration != nil {
@@ -66,15 +71,19 @@ var listPreAuthKeys = &cobra.Command{
 				reusable = fmt.Sprintf("%v", k.Reusable)
 			}
 
-			fmt.Printf(
-				"key: %s, namespace: %s, reusable: %s, ephemeral: %v, expiration: %s, created_at: %s\n",
+			d = append(d, []string{
+				strconv.FormatUint(k.ID, 10),
 				k.Key,
-				k.Namespace.Name,
 				reusable,
-				k.Ephemeral,
+				strconv.FormatBool(k.Ephemeral),
 				expiration,
 				k.CreatedAt.Format("2006-01-02 15:04:05"),
-			)
+			})
+
+		}
+		err = pterm.DefaultTable.WithHasHeader().WithData(d).Render()
+		if err != nil {
+			log.Fatal(err)
 		}
 	},
 }
@@ -116,6 +125,45 @@ var createPreAuthKeyCmd = &cobra.Command{
 			fmt.Println(err)
 			return
 		}
-		fmt.Printf("Key: %s\n", k.Key)
+		fmt.Printf("%s\n", k.Key)
+	},
+}
+
+var expirePreAuthKeyCmd = &cobra.Command{
+	Use:   "expire",
+	Short: "Expire a preauthkey",
+	Args: func(cmd *cobra.Command, args []string) error {
+		if len(args) < 1 {
+			return fmt.Errorf("missing parameters")
+		}
+		return nil
+	},
+	Run: func(cmd *cobra.Command, args []string) {
+		n, err := cmd.Flags().GetString("namespace")
+		if err != nil {
+			log.Fatalf("Error getting namespace: %s", err)
+		}
+		o, _ := cmd.Flags().GetString("output")
+
+		h, err := getHeadscaleApp()
+		if err != nil {
+			log.Fatalf("Error initializing: %s", err)
+		}
+
+		k, err := h.GetPreAuthKey(n, args[0])
+		if err != nil {
+			log.Fatalf("Error getting the key: %s", err)
+		}
+
+		err = h.MarkExpirePreAuthKey(k)
+		if strings.HasPrefix(o, "json") {
+			JsonOutput(k, err, o)
+			return
+		}
+		if err != nil {
+			fmt.Println(err)
+			return
+		}
+		fmt.Println("Expired")
 	},
 }
diff --git a/cmd/headscale/cli/root.go b/cmd/headscale/cli/root.go
index 0dd68064..21857d85 100644
--- a/cmd/headscale/cli/root.go
+++ b/cmd/headscale/cli/root.go
@@ -2,8 +2,9 @@ package cli
 
 import (
 	"fmt"
-	"github.com/spf13/cobra"
 	"os"
+
+	"github.com/spf13/cobra"
 )
 
 func init() {
@@ -16,8 +17,7 @@ var rootCmd = &cobra.Command{
 	Long: `
 headscale is an open source implementation of the Tailscale control server
 
-Juan Font Alonso <juanfontalonso@gmail.com> - 2021
-https://gitlab.com/juanfont/headscale`,
+https://github.com/juanfont/headscale`,
 }
 
 func Execute() {
diff --git a/cmd/headscale/cli/routes.go b/cmd/headscale/cli/routes.go
index 98b653f9..72010864 100644
--- a/cmd/headscale/cli/routes.go
+++ b/cmd/headscale/cli/routes.go
@@ -5,6 +5,7 @@ import (
 	"log"
 	"strings"
 
+	"github.com/pterm/pterm"
 	"github.com/spf13/cobra"
 )
 
@@ -15,6 +16,9 @@ func init() {
 	if err != nil {
 		log.Fatalf(err.Error())
 	}
+
+	enableRouteCmd.Flags().BoolP("all", "a", false, "Enable all routes advertised by the node")
+
 	routesCmd.AddCommand(listRoutesCmd)
 	routesCmd.AddCommand(enableRouteCmd)
 }
@@ -44,19 +48,25 @@ var listRoutesCmd = &cobra.Command{
 		if err != nil {
 			log.Fatalf("Error initializing: %s", err)
 		}
-		routes, err := h.GetNodeRoutes(n, args[0])
-
-		if strings.HasPrefix(o, "json") {
-			JsonOutput(routes, err, o)
-			return
-		}
 
+		availableRoutes, err := h.GetAdvertisedNodeRoutes(n, args[0])
 		if err != nil {
 			fmt.Println(err)
 			return
 		}
 
-		fmt.Println(routes)
+		if strings.HasPrefix(o, "json") {
+			// TODO: Add enable/disabled information to this interface
+			JsonOutput(availableRoutes, err, o)
+			return
+		}
+
+		d := h.RoutesToPtables(n, args[0], *availableRoutes)
+
+		err = pterm.DefaultTable.WithHasHeader().WithData(d).Render()
+		if err != nil {
+			log.Fatal(err)
+		}
 	},
 }
 
@@ -64,32 +74,74 @@ var enableRouteCmd = &cobra.Command{
 	Use:   "enable node-name route",
 	Short: "Allows exposing a route declared by this node to the rest of the nodes",
 	Args: func(cmd *cobra.Command, args []string) error {
-		if len(args) < 2 {
-			return fmt.Errorf("Missing parameters")
+		all, err := cmd.Flags().GetBool("all")
+		if err != nil {
+			log.Fatalf("Error getting namespace: %s", err)
+		}
+
+		if all {
+			if len(args) < 1 {
+				return fmt.Errorf("Missing parameters")
+			}
+			return nil
+		} else {
+			if len(args) < 2 {
+				return fmt.Errorf("Missing parameters")
+			}
+			return nil
 		}
-		return nil
 	},
 	Run: func(cmd *cobra.Command, args []string) {
 		n, err := cmd.Flags().GetString("namespace")
 		if err != nil {
 			log.Fatalf("Error getting namespace: %s", err)
 		}
+
 		o, _ := cmd.Flags().GetString("output")
 
+		all, err := cmd.Flags().GetBool("all")
+		if err != nil {
+			log.Fatalf("Error getting namespace: %s", err)
+		}
+
 		h, err := getHeadscaleApp()
 		if err != nil {
 			log.Fatalf("Error initializing: %s", err)
 		}
-		route, err := h.EnableNodeRoute(n, args[0], args[1])
-		if strings.HasPrefix(o, "json") {
-			JsonOutput(route, err, o)
-			return
-		}
 
-		if err != nil {
-			fmt.Println(err)
-			return
+		if all {
+			availableRoutes, err := h.GetAdvertisedNodeRoutes(n, args[0])
+			if err != nil {
+				fmt.Println(err)
+				return
+			}
+
+			for _, availableRoute := range *availableRoutes {
+				err = h.EnableNodeRoute(n, args[0], availableRoute.String())
+				if err != nil {
+					fmt.Println(err)
+					return
+				}
+
+				if strings.HasPrefix(o, "json") {
+					JsonOutput(availableRoute, err, o)
+				} else {
+					fmt.Printf("Enabled route %s\n", availableRoute)
+				}
+			}
+		} else {
+			err = h.EnableNodeRoute(n, args[0], args[1])
+
+			if strings.HasPrefix(o, "json") {
+				JsonOutput(args[1], err, o)
+				return
+			}
+
+			if err != nil {
+				fmt.Println(err)
+				return
+			}
+			fmt.Printf("Enabled route %s\n", args[1])
 		}
-		fmt.Printf("Enabled route %s\n", route)
 	},
 }
diff --git a/cmd/headscale/cli/server.go b/cmd/headscale/cli/server.go
index 1f8db6a2..6d9ad194 100644
--- a/cmd/headscale/cli/server.go
+++ b/cmd/headscale/cli/server.go
@@ -21,7 +21,7 @@ var serveCmd = &cobra.Command{
 		if err != nil {
 			log.Fatalf("Error initializing: %s", err)
 		}
-		go h.ExpireEphemeralNodes(5000)
+
 		err = h.Serve()
 		if err != nil {
 			log.Fatalf("Error initializing: %s", err)
diff --git a/cmd/headscale/cli/utils.go b/cmd/headscale/cli/utils.go
index 5e47d157..aaf994d0 100644
--- a/cmd/headscale/cli/utils.go
+++ b/cmd/headscale/cli/utils.go
@@ -5,15 +5,16 @@ import (
 	"errors"
 	"fmt"
 	"io"
-	"log"
 	"os"
 	"path/filepath"
 	"strings"
 	"time"
 
 	"github.com/juanfont/headscale"
+	"github.com/rs/zerolog/log"
 	"github.com/spf13/viper"
 	"gopkg.in/yaml.v2"
+	"inet.af/netaddr"
 	"tailscale.com/tailcfg"
 )
 
@@ -36,6 +37,12 @@ func LoadConfig(path string) error {
 	viper.SetDefault("tls_letsencrypt_cache_dir", "/var/www/.cache")
 	viper.SetDefault("tls_letsencrypt_challenge_type", "HTTP-01")
 
+	viper.SetDefault("ip_prefix", "100.64.0.0/10")
+
+	viper.SetDefault("log_level", "info")
+
+	viper.SetDefault("dns_config", nil)
+
 	err := viper.ReadInConfig()
 	if err != nil {
 		return fmt.Errorf("Fatal error reading config file: %s \n", err)
@@ -49,7 +56,8 @@ func LoadConfig(path string) error {
 
 	if (viper.GetString("tls_letsencrypt_hostname") != "") && (viper.GetString("tls_letsencrypt_challenge_type") == "TLS-ALPN-01") && (!strings.HasSuffix(viper.GetString("listen_addr"), ":443")) {
 		// this is only a warning because there could be something sitting in front of headscale that redirects the traffic (e.g. an iptables rule)
-		log.Println("Warning: when using tls_letsencrypt_hostname with TLS-ALPN-01 as challenge type, headscale must be reachable on port 443, i.e. listen_addr should probably end in :443")
+		log.Warn().
+			Msg("Warning: when using tls_letsencrypt_hostname with TLS-ALPN-01 as challenge type, headscale must be reachable on port 443, i.e. listen_addr should probably end in :443")
 	}
 
 	if (viper.GetString("tls_letsencrypt_challenge_type") != "HTTP-01") && (viper.GetString("tls_letsencrypt_challenge_type") != "TLS-ALPN-01") {
@@ -64,6 +72,45 @@ func LoadConfig(path string) error {
 	} else {
 		return nil
 	}
+
+}
+
+func GetDNSConfig() *tailcfg.DNSConfig {
+	if viper.IsSet("dns_config") {
+		dnsConfig := &tailcfg.DNSConfig{}
+
+		if viper.IsSet("dns_config.nameservers") {
+			nameserversStr := viper.GetStringSlice("dns_config.nameservers")
+
+			nameservers := make([]netaddr.IP, len(nameserversStr))
+			resolvers := make([]tailcfg.DNSResolver, len(nameserversStr))
+
+			for index, nameserverStr := range nameserversStr {
+				nameserver, err := netaddr.ParseIP(nameserverStr)
+				if err != nil {
+					log.Error().
+						Str("func", "getDNSConfig").
+						Err(err).
+						Msgf("Could not parse nameserver IP: %s", nameserverStr)
+				}
+
+				nameservers[index] = nameserver
+				resolvers[index] = tailcfg.DNSResolver{
+					Addr: nameserver.String(),
+				}
+			}
+
+			dnsConfig.Nameservers = nameservers
+			dnsConfig.Resolvers = resolvers
+		}
+		if viper.IsSet("dns_config.domains") {
+			dnsConfig.Domains = viper.GetStringSlice("dns_config.domains")
+		}
+
+		return dnsConfig
+	}
+
+	return nil
 }
 
 func absPath(path string) string {
@@ -79,9 +126,13 @@ func absPath(path string) string {
 }
 
 func getHeadscaleApp() (*headscale.Headscale, error) {
-	derpMap, err := loadDerpMap(absPath(viper.GetString("derp_map_path")))
+	derpPath := absPath(viper.GetString("derp_map_path"))
+	derpMap, err := loadDerpMap(derpPath)
 	if err != nil {
-		log.Printf("Could not load DERP servers map file: %s", err)
+		log.Error().
+			Str("path", derpPath).
+			Err(err).
+			Msg("Could not load DERP servers map file")
 	}
 
 	// Minimum inactivity time out is keepalive timeout (60s) plus a few seconds
@@ -97,6 +148,7 @@ func getHeadscaleApp() (*headscale.Headscale, error) {
 		Addr:           viper.GetString("listen_addr"),
 		PrivateKeyPath: absPath(viper.GetString("private_key_path")),
 		DerpMap:        derpMap,
+		IPPrefix:       netaddr.MustParseIPPrefix(viper.GetString("ip_prefix")),
 
 		EphemeralNodeInactivityTimeout: viper.GetDuration("ephemeral_node_inactivity_timeout"),
 
@@ -115,6 +167,8 @@ func getHeadscaleApp() (*headscale.Headscale, error) {
 
 		TLSCertPath: absPath(viper.GetString("tls_cert_path")),
 		TLSKeyPath:  absPath(viper.GetString("tls_key_path")),
+
+		DNSConfig: GetDNSConfig(),
 	}
 
 	h, err := headscale.NewHeadscale(cfg)
@@ -125,9 +179,13 @@ func getHeadscaleApp() (*headscale.Headscale, error) {
 	// We are doing this here, as in the future could be cool to have it also hot-reload
 
 	if viper.GetString("acl_policy_path") != "" {
-		err = h.LoadACLPolicy(absPath(viper.GetString("acl_policy_path")))
+		aclPath := absPath(viper.GetString("acl_policy_path"))
+		err = h.LoadACLPolicy(aclPath)
 		if err != nil {
-			log.Printf("Could not load the ACL policy: %s", err)
+			log.Error().
+				Str("path", aclPath).
+				Err(err).
+				Msg("Could not load the ACL policy")
 		}
 	}
 
@@ -157,24 +215,24 @@ func JsonOutput(result interface{}, errResult error, outputFormat string) {
 		if errResult != nil {
 			j, err = json.MarshalIndent(ErrorOutput{errResult.Error()}, "", "\t")
 			if err != nil {
-				log.Fatalln(err)
+				log.Fatal().Err(err)
 			}
 		} else {
 			j, err = json.MarshalIndent(result, "", "\t")
 			if err != nil {
-				log.Fatalln(err)
+				log.Fatal().Err(err)
 			}
 		}
 	case "json-line":
 		if errResult != nil {
 			j, err = json.Marshal(ErrorOutput{errResult.Error()})
 			if err != nil {
-				log.Fatalln(err)
+				log.Fatal().Err(err)
 			}
 		} else {
 			j, err = json.Marshal(result)
 			if err != nil {
-				log.Fatalln(err)
+				log.Fatal().Err(err)
 			}
 		}
 	}
diff --git a/cmd/headscale/headscale.go b/cmd/headscale/headscale.go
index c7b834c2..e4334e4f 100644
--- a/cmd/headscale/headscale.go
+++ b/cmd/headscale/headscale.go
@@ -1,15 +1,62 @@
 package main
 
 import (
-	"log"
+	"os"
+	"time"
 
+	"github.com/efekarakus/termcolor"
 	"github.com/juanfont/headscale/cmd/headscale/cli"
+	"github.com/rs/zerolog"
+	"github.com/rs/zerolog/log"
+	"github.com/spf13/viper"
 )
 
 func main() {
+	var colors bool
+	switch l := termcolor.SupportLevel(os.Stderr); l {
+	case termcolor.Level16M:
+		colors = true
+	case termcolor.Level256:
+		colors = true
+	case termcolor.LevelBasic:
+		colors = true
+	default:
+		// no color, return text as is.
+		colors = false
+	}
+
+	// Adhere to no-color.org manifesto of allowing users to
+	// turn off color in cli/services
+	if _, noColorIsSet := os.LookupEnv("NO_COLOR"); noColorIsSet {
+		colors = false
+	}
+
+	zerolog.TimeFieldFormat = zerolog.TimeFormatUnix
+	log.Logger = log.Output(zerolog.ConsoleWriter{
+		Out:        os.Stdout,
+		TimeFormat: time.RFC3339,
+		NoColor:    !colors,
+	})
+
 	err := cli.LoadConfig("")
 	if err != nil {
-		log.Fatalf(err.Error())
+		log.Fatal().Err(err)
+	}
+
+	logLevel := viper.GetString("log_level")
+	switch logLevel {
+	case "trace":
+		zerolog.SetGlobalLevel(zerolog.TraceLevel)
+	case "debug":
+		zerolog.SetGlobalLevel(zerolog.DebugLevel)
+	case "info":
+		zerolog.SetGlobalLevel(zerolog.InfoLevel)
+	case "warn":
+		zerolog.SetGlobalLevel(zerolog.WarnLevel)
+	case "error":
+		zerolog.SetGlobalLevel(zerolog.ErrorLevel)
+	default:
+		zerolog.SetGlobalLevel(zerolog.DebugLevel)
 	}
 
 	cli.Execute()
diff --git a/cmd/headscale/headscale_test.go b/cmd/headscale/headscale_test.go
index 8fcf8a54..58bf5899 100644
--- a/cmd/headscale/headscale_test.go
+++ b/cmd/headscale/headscale_test.go
@@ -58,7 +58,7 @@ func (*Suite) TestPostgresConfigLoading(c *check.C) {
 	c.Assert(viper.GetString("db_port"), check.Equals, "5432")
 	c.Assert(viper.GetString("tls_letsencrypt_hostname"), check.Equals, "")
 	c.Assert(viper.GetString("tls_letsencrypt_listen"), check.Equals, ":http")
-	c.Assert(viper.GetString("tls_letsencrypt_challenge_type"), check.Equals, "HTTP-01")
+	c.Assert(viper.GetStringSlice("dns_config.nameservers")[0], check.Equals, "1.1.1.1")
 }
 
 func (*Suite) TestSqliteConfigLoading(c *check.C) {
@@ -92,6 +92,37 @@ func (*Suite) TestSqliteConfigLoading(c *check.C) {
 	c.Assert(viper.GetString("tls_letsencrypt_hostname"), check.Equals, "")
 	c.Assert(viper.GetString("tls_letsencrypt_listen"), check.Equals, ":http")
 	c.Assert(viper.GetString("tls_letsencrypt_challenge_type"), check.Equals, "HTTP-01")
+	c.Assert(viper.GetStringSlice("dns_config.nameservers")[0], check.Equals, "1.1.1.1")
+}
+
+func (*Suite) TestDNSConfigLoading(c *check.C) {
+	tmpDir, err := ioutil.TempDir("", "headscale")
+	if err != nil {
+		c.Fatal(err)
+	}
+	defer os.RemoveAll(tmpDir)
+
+	path, err := os.Getwd()
+	if err != nil {
+		c.Fatal(err)
+	}
+
+	// Symlink the example config file
+	err = os.Symlink(filepath.Clean(path+"/../../config.json.sqlite.example"), filepath.Join(tmpDir, "config.json"))
+	if err != nil {
+		c.Fatal(err)
+	}
+
+	// Load example config, it should load without validation errors
+	err = cli.LoadConfig(tmpDir)
+	c.Assert(err, check.IsNil)
+
+	dnsConfig := cli.GetDNSConfig()
+	fmt.Println(dnsConfig)
+
+	c.Assert(dnsConfig.Nameservers[0].String(), check.Equals, "1.1.1.1")
+
+	c.Assert(dnsConfig.Resolvers[0].Addr, check.Equals, "1.1.1.1")
 }
 
 func writeConfig(c *check.C, tmpDir string, configYaml []byte) {
diff --git a/config.json.postgres.example b/config.json.postgres.example
index fe772d73..aba72063 100644
--- a/config.json.postgres.example
+++ b/config.json.postgres.example
@@ -16,5 +16,10 @@
     "tls_letsencrypt_challenge_type": "HTTP-01",
     "tls_cert_path": "",
     "tls_key_path": "",
-    "acl_policy_path": ""
+    "acl_policy_path": "",
+    "dns_config": {
+        "nameservers": [
+            "1.1.1.1"
+        ]
+    }
 }
diff --git a/config.json.sqlite.example b/config.json.sqlite.example
index e965059a..b22e5ace 100644
--- a/config.json.sqlite.example
+++ b/config.json.sqlite.example
@@ -12,5 +12,10 @@
     "tls_letsencrypt_challenge_type": "HTTP-01",
     "tls_cert_path": "",
     "tls_key_path": "",
-    "acl_policy_path": ""
+    "acl_policy_path": "",
+    "dns_config": {
+        "nameservers": [
+            "1.1.1.1"
+        ]
+    }
 }
diff --git a/db.go b/db.go
index 6a057e16..42c5eee9 100644
--- a/db.go
+++ b/db.go
@@ -44,6 +44,11 @@ func (h *Headscale) initDB() error {
 		return err
 	}
 
+	err = db.AutoMigrate(&SharedMachine{})
+	if err != nil {
+		return err
+	}
+
 	err = h.setValue("db_version", dbVersion)
 	return err
 }
@@ -79,6 +84,7 @@ func (h *Headscale) openDB() (*gorm.DB, error) {
 	return db, nil
 }
 
+// getValue returns the value for the given key in KV
 func (h *Headscale) getValue(key string) (string, error) {
 	var row KV
 	if result := h.db.First(&row, "key = ?", key); errors.Is(result.Error, gorm.ErrRecordNotFound) {
@@ -87,6 +93,7 @@ func (h *Headscale) getValue(key string) (string, error) {
 	return row.Value, nil
 }
 
+// setValue sets value for the given key in KV
 func (h *Headscale) setValue(key string, value string) error {
 	kv := KV{
 		Key:   key,
diff --git a/derp.yaml b/derp.yaml
index 17bfc186..9434e712 100644
--- a/derp.yaml
+++ b/derp.yaml
@@ -1,7 +1,7 @@
 # This file contains some of the official Tailscale DERP servers, 
 # shamelessly taken from https://github.com/tailscale/tailscale/blob/main/net/dnsfallback/dns-fallback-servers.json
 #
-# If you plan to somehow use headscale, please deploy your own DERP infra
+# If you plan to somehow use headscale, please deploy your own DERP infra: https://tailscale.com/kb/1118/custom-derp-servers/
 regions: 
   1:
     regionid: 1
diff --git a/go.mod b/go.mod
index 88c314f6..5e125009 100644
--- a/go.mod
+++ b/go.mod
@@ -4,16 +4,31 @@ go 1.16
 
 require (
 	github.com/AlecAivazis/survey/v2 v2.0.5
+	github.com/Microsoft/go-winio v0.5.0 // indirect
+	github.com/cenkalti/backoff/v4 v4.1.1 // indirect
+	github.com/containerd/continuity v0.1.0 // indirect
+	github.com/docker/cli v20.10.8+incompatible // indirect
+	github.com/docker/docker v20.10.8+incompatible // indirect
+	github.com/efekarakus/termcolor v1.0.1
 	github.com/gin-gonic/gin v1.7.2
 	github.com/gofrs/uuid v4.0.0+incompatible // indirect
 	github.com/hako/durafmt v0.0.0-20210608085754-5c1018a4e16b
 	github.com/klauspost/compress v1.13.1
 	github.com/lib/pq v1.10.2 // indirect
 	github.com/mattn/go-sqlite3 v1.14.7 // indirect
+	github.com/moby/term v0.0.0-20210619224110-3f7ff695adc6 // indirect
+	github.com/opencontainers/runc v1.0.1 // indirect
+	github.com/ory/dockertest/v3 v3.7.0
+	github.com/pterm/pterm v0.12.29
+	github.com/rs/zerolog v1.23.0
 	github.com/spf13/cobra v1.1.3
 	github.com/spf13/viper v1.8.1
+	github.com/stretchr/testify v1.7.0 // indirect
 	github.com/tailscale/hujson v0.0.0-20200924210142-dde312d0d6a2
+	github.com/xeipuuv/gojsonpointer v0.0.0-20190905194746-02993c407bfb // indirect
 	golang.org/x/crypto v0.0.0-20210616213533-5ff15b29337e
+	golang.org/x/net v0.0.0-20210805182204-aaa1db679c0d // indirect
+	golang.org/x/sys v0.0.0-20210809222454-d867a43fc93e // indirect
 	gopkg.in/check.v1 v1.0.0-20201130134442-10cb98267c6c
 	gopkg.in/yaml.v2 v2.4.0
 	gorm.io/datatypes v1.0.1
diff --git a/go.sum b/go.sum
index 88cb0773..6d581ae7 100644
--- a/go.sum
+++ b/go.sum
@@ -1,4 +1,5 @@
 4d63.com/gochecknoglobals v0.0.0-20201008074935-acfc0b28355a/go.mod h1:wfdC5ZjKSPr7CybKEcgJhUOgeAQW1+7WcyK8OvUilfo=
+bazil.org/fuse v0.0.0-20160811212531-371fbbdaa898/go.mod h1:Xbm+BRKSBEpa4q4hTSxohYNQpsxXPbPry4JJWOB3LB8=
 cloud.google.com/go v0.26.0/go.mod h1:aQUYkXzVsufM+DwF1aE+0xfcU+56JwCaLick0ClmMTw=
 cloud.google.com/go v0.34.0/go.mod h1:aQUYkXzVsufM+DwF1aE+0xfcU+56JwCaLick0ClmMTw=
 cloud.google.com/go v0.38.0/go.mod h1:990N+gfupTy94rShfmMCWGDn0LpTmnzTp2qbd1dvSRU=
@@ -40,11 +41,16 @@ cloud.google.com/go/storage v1.10.0/go.mod h1:FLPqc6j+Ki4BU591ie1oL6qBQGu2Bl/tZ9
 dmitri.shuralyov.com/gpu/mtl v0.0.0-20190408044501-666a987793e9/go.mod h1:H6x//7gZCb22OMCxBHrMx7a5I7Hp++hsVxbQ4BYO7hU=
 github.com/AlecAivazis/survey/v2 v2.0.5 h1:xpZp+Q55wi5C7Iaze+40onHnEkex1jSc34CltJjOoPM=
 github.com/AlecAivazis/survey/v2 v2.0.5/go.mod h1:WYBhg6f0y/fNYUuesWQc0PKbJcEliGcYHB9sNT3Bg74=
+github.com/Azure/go-ansiterm v0.0.0-20170929234023-d6e3b3328b78/go.mod h1:LmzpDX56iTiv29bbRTIsUNlaFfuhWRQBWjQdVyAevI8=
+github.com/Azure/go-ansiterm v0.0.0-20210617225240-d185dfc1b5a1 h1:UQHMgLO+TxOElx5B5HZ4hJQsoJ/PvUvKRhJHDQXO8P8=
+github.com/Azure/go-ansiterm v0.0.0-20210617225240-d185dfc1b5a1/go.mod h1:xomTg63KZ2rFqZQzSB4Vz2SUXa1BpHTVz9L5PTmPC4E=
 github.com/BurntSushi/toml v0.3.1/go.mod h1:xHWCNGjB5oqiDr8zfno3MHue2Ht5sIBksp03qcyfWMU=
 github.com/BurntSushi/xgb v0.0.0-20160522181843-27f122750802/go.mod h1:IVnqGOEym/WlBOVXweHU+Q+/VP0lqqI8lqeDx9IjBqo=
 github.com/Djarvur/go-err113 v0.0.0-20200511133814-5174e21577d5/go.mod h1:4UJr5HIiMZrwgkSPdsjy2uOQExX/WEILpIrO9UPGuXs=
 github.com/Djarvur/go-err113 v0.1.0/go.mod h1:4UJr5HIiMZrwgkSPdsjy2uOQExX/WEILpIrO9UPGuXs=
 github.com/Knetic/govaluate v3.0.1-0.20171022003610-9aa49832a739+incompatible/go.mod h1:r7JcOSlj0wfOMncg0iLm8Leh48TZaKVeNIfJntJ2wa0=
+github.com/MarvinJWendt/testza v0.1.0 h1:4m+JkB/4e0nUlXdIa10Mg0poUz9CanQKjB3L+xecjAo=
+github.com/MarvinJWendt/testza v0.1.0/go.mod h1:7AxNvlfeHP7Z/hDQ5JtE3OKYT3XFUeLCDE2DQninSqs=
 github.com/Masterminds/goutils v1.1.0/go.mod h1:8cTjp+g8YejhMuvIA5y2vz3BpJxksy863GQaJW2MFNU=
 github.com/Masterminds/semver v1.5.0 h1:H65muMkzWKEuNDnfl9d70GUjFniHKHRbFPGBuZ3QEww=
 github.com/Masterminds/semver v1.5.0/go.mod h1:MB6lktGJrhw8PrUyiEoblNEGEQ+RzHPF078ddwwvV3Y=
@@ -55,8 +61,12 @@ github.com/Masterminds/sprig v2.22.0+incompatible/go.mod h1:y6hNFY5UBTIWBxnzTeuN
 github.com/Microsoft/go-winio v0.4.14/go.mod h1:qXqCSQ3Xa7+6tgxaGTIe4Kpcdsi+P8jBhyzoq1bpyYA=
 github.com/Microsoft/go-winio v0.4.15/go.mod h1:tTuCMEN+UleMWgg9dVx4Hu52b1bJo+59jBh3ajtinzw=
 github.com/Microsoft/go-winio v0.4.16/go.mod h1:XB6nPKklQyQ7GC9LdcBEcBl8PF76WugXOPRXwdLnMv0=
+github.com/Microsoft/go-winio v0.5.0 h1:Elr9Wn+sGKPlkaBvwu4mTrxtmOp3F3yV9qhaHbXGjwU=
+github.com/Microsoft/go-winio v0.5.0/go.mod h1:JPGBdM1cNvN/6ISo+n8V5iA4v8pBzdOpzfwIujj1a84=
 github.com/Netflix/go-expect v0.0.0-20180615182759-c93bf25de8e8 h1:xzYJEypr/85nBpB11F9br+3HUrpgb+fcm5iADzXXYEw=
 github.com/Netflix/go-expect v0.0.0-20180615182759-c93bf25de8e8/go.mod h1:oX5x61PbNXchhh0oikYAH+4Pcfw5LKv21+Jnpr6r6Pc=
+github.com/Nvveen/Gotty v0.0.0-20120604004816-cd527374f1e5 h1:TngWCqHvy9oXAN6lEVMRuU21PR1EtLVZJmdB18Gu3Rw=
+github.com/Nvveen/Gotty v0.0.0-20120604004816-cd527374f1e5/go.mod h1:lmUJ/7eu/Q8D7ML55dXQrVaamCz2vxCfdQBasLZfHKk=
 github.com/OneOfOne/xxhash v1.2.2/go.mod h1:HSdplMjZKSmBqAxg5vPj2TmRDmfkzw+cTzAElWljhcU=
 github.com/OpenPeeDeeP/depguard v1.0.1/go.mod h1:xsIw86fROiiwelg+jB2uM9PiKihMMmUx/1V+TNhjQvM=
 github.com/Shopify/sarama v1.19.0/go.mod h1:FVkBWblsNy7DGZRfXLU0O9RCGt5g3g3yEuWXgklEdEo=
@@ -79,10 +89,13 @@ github.com/antihax/optional v1.0.0/go.mod h1:uupD/76wgC+ih3iEmQUL+0Ugr19nfwCT1kd
 github.com/apache/thrift v0.12.0/go.mod h1:cp2SuWMxlEZw2r+iP2GNCdIi4C1qmUzdZFSVb+bacwQ=
 github.com/apache/thrift v0.13.0/go.mod h1:cp2SuWMxlEZw2r+iP2GNCdIi4C1qmUzdZFSVb+bacwQ=
 github.com/armon/circbuf v0.0.0-20150827004946-bbbad097214e/go.mod h1:3U/XgcO3hCbHZ8TKRvWD2dDTCfh9M9ya+I9JpbB7O8o=
+github.com/armon/consul-api v0.0.0-20180202201655-eb2c6b5be1b6/go.mod h1:grANhF5doyWs3UAsr3K4I6qtAmlQcZDesFNEHPZAzj8=
 github.com/armon/go-metrics v0.0.0-20180917152333-f0300d1749da/go.mod h1:Q73ZrmVTwzkszR9V5SSuryQ31EELlFMUz1kKyl939pY=
 github.com/armon/go-radix v0.0.0-20180808171621-7fddfc383310/go.mod h1:ufUuZ+zHj4x4TnLV4JWEpy2hxWSpsRywHrMgIH9cCH8=
 github.com/armon/go-socks5 v0.0.0-20160902184237-e75332964ef5/go.mod h1:wHh0iHkYZB8zMSxRWpUBQtwG5a7fFgvEO+odwuTv2gs=
 github.com/aryann/difflib v0.0.0-20170710044230-e206f873d14a/go.mod h1:DAHtR1m6lCRdSC2Tm3DSWRPvIPr6xNKyeHdqDQSQT+A=
+github.com/atomicgo/cursor v0.0.1 h1:xdogsqa6YYlLfM+GyClC/Lchf7aiMerFiZQn7soTOoU=
+github.com/atomicgo/cursor v0.0.1/go.mod h1:cBON2QmmrysudxNBFthvMtN32r3jxVRIvzkUiF/RuIk=
 github.com/aws/aws-lambda-go v1.13.3/go.mod h1:4UKl9IzQMoD+QF79YdCuzCwp8VbmG4VAQwij/eHl5CU=
 github.com/aws/aws-sdk-go v1.27.0/go.mod h1:KmX6BPdI08NWTb3/sm4ZGu5ShLoqVDhKgpiN924inxo=
 github.com/aws/aws-sdk-go v1.38.52/go.mod h1:hcU610XS61/+aQV88ixoOzUoG7v3b31pl2zKMmprdro=
@@ -91,20 +104,27 @@ github.com/beorn7/perks v0.0.0-20180321164747-3a771d992973/go.mod h1:Dwedo/Wpr24
 github.com/beorn7/perks v1.0.0/go.mod h1:KWe93zE9D1o94FZ5RNwFwVgaQK1VOXiVxmqh+CedLV8=
 github.com/beorn7/perks v1.0.1/go.mod h1:G2ZrVWU2WbWT9wwq4/hrbKbnv/1ERSJQ0ibhJ6rlkpw=
 github.com/bgentry/speakeasy v0.1.0/go.mod h1:+zsyZBPWlz7T6j88CTgSN5bM796AkVf0kBD4zp0CCIs=
+github.com/bits-and-blooms/bitset v1.2.0/go.mod h1:gIdJ4wp64HaoK2YrL1Q5/N7Y16edYb8uY+O0FJTyyDA=
 github.com/bketelsen/crypt v0.0.3-0.20200106085610-5cbc8cc4026c/go.mod h1:MKsuJmJgSg28kpZDP6UIiPt0e0Oz0kqKNGyRaWEPv84=
 github.com/bketelsen/crypt v0.0.4/go.mod h1:aI6NrJ0pMGgvZKL1iVgXLnfIFJtfV+bKCoqOes/6LfM=
 github.com/blakesmith/ar v0.0.0-20190502131153-809d4375e1fb/go.mod h1:PkYb9DJNAwrSvRx5DYA+gUcOIgTGVMNkfSCbZM8cWpI=
 github.com/bombsimon/wsl/v3 v3.1.0/go.mod h1:st10JtZYLE4D5sC7b8xV4zTKZwAQjCH/Hy2Pm1FNZIc=
 github.com/casbin/casbin/v2 v2.1.2/go.mod h1:YcPU1XXisHhLzuxH9coDNf2FbKpjGlbCg3n9yuLkIJQ=
 github.com/cavaliercoder/go-cpio v0.0.0-20180626203310-925f9528c45e/go.mod h1:oDpT4efm8tSYHXV5tHSdRvBet/b/QzxZ+XyyPehvm3A=
+github.com/cenkalti/backoff v2.2.1+incompatible h1:tNowT99t7UNflLxfYYSlKYsBpXdEet03Pg2g16Swow4=
 github.com/cenkalti/backoff v2.2.1+incompatible/go.mod h1:90ReRw6GdpyfrHakVjL/QHaoyV4aDUVVkXQJJJ3NXXM=
+github.com/cenkalti/backoff/v4 v4.1.0/go.mod h1:scbssz8iZGpm3xbr14ovlUdkxfGXNInqkPWOWmG2CLw=
+github.com/cenkalti/backoff/v4 v4.1.1 h1:G2HAfAmvm/GcKan2oOQpBXOd2tT2G57ZnZGWa1PxPBQ=
+github.com/cenkalti/backoff/v4 v4.1.1/go.mod h1:scbssz8iZGpm3xbr14ovlUdkxfGXNInqkPWOWmG2CLw=
 github.com/census-instrumentation/opencensus-proto v0.2.1/go.mod h1:f6KPmirojxKA12rnyqOA5BBL4O983OfeGPqjHWSTneU=
 github.com/cespare/xxhash v1.1.0/go.mod h1:XrSqR1VqqWfGrhpAt58auRo0WTKS1nRRg3ghfAqPWnc=
 github.com/cespare/xxhash/v2 v2.1.1/go.mod h1:VGX0DQ3Q6kWi7AoAeZDth3/j3BFtOZR5XLFGgcrjCOs=
+github.com/checkpoint-restore/go-criu/v5 v5.0.0/go.mod h1:cfwC0EG7HMUenopBsUf9d89JlCLQIfgVcNsNN0t6T2M=
 github.com/chzyer/logex v1.1.10/go.mod h1:+Ywpsq7O8HXn0nuIou7OrIPyXbp3wmkHB+jjWRnGsAI=
 github.com/chzyer/readline v0.0.0-20180603132655-2972be24d48e/go.mod h1:nSuG5e5PlCu98SY8svDHJxuZscDgtXS6KTTbou5AhLI=
 github.com/chzyer/test v0.0.0-20180213035817-a1ea475d72b1/go.mod h1:Q3SI9o4m/ZMnBNeIyt5eFwwo7qiLfzFZmjNmxjkiQlU=
 github.com/cilium/ebpf v0.5.0/go.mod h1:4tRaxcgiL706VnOzHOdBlY8IEAIdxINsQBcU4xJJXRs=
+github.com/cilium/ebpf v0.6.2/go.mod h1:4tRaxcgiL706VnOzHOdBlY8IEAIdxINsQBcU4xJJXRs=
 github.com/clbanning/x2j v0.0.0-20191024224557-825249438eec/go.mod h1:jMjuTZXRI4dUb/I5gc9Hdhagfvm9+RyrPryS/auMzxE=
 github.com/client9/misspell v0.3.4/go.mod h1:qj6jICC3Q7zFZvVWo7KLAzC3yx5G7kyvSDkc90ppPyw=
 github.com/cncf/udpa/go v0.0.0-20191209042840-269d4d468f6f/go.mod h1:M8M6+tZqaGXZJjfX53e64911xZQV5JYwmTeXPW+k8Sc=
@@ -114,7 +134,12 @@ github.com/cockroachdb/apd v1.1.0 h1:3LFP3629v+1aKXU5Q37mxmRxX/pIu1nijXydLShEq5I
 github.com/cockroachdb/apd v1.1.0/go.mod h1:8Sl8LxpKi29FqWXR16WEFZRNSz3SoPzUzeMeY4+DwBQ=
 github.com/cockroachdb/datadriven v0.0.0-20190809214429-80d97fb3cbaa/go.mod h1:zn76sxSg3SzpJ0PPJaLDCu+Bu0Lg3sKTORVIj19EIF8=
 github.com/codahale/hdrhistogram v0.0.0-20161010025455-3a0bb77429bd/go.mod h1:sE/e/2PUdi/liOCUjSTXgM1o87ZssimdTWN964YiIeI=
+github.com/containerd/console v1.0.2/go.mod h1:ytZPjGgY2oeTkAONYafi2kSj0aYggsf8acV1PGKCbzQ=
+github.com/containerd/continuity v0.0.0-20190827140505-75bee3e2ccb6/go.mod h1:GL3xCUCBDV3CZiTSEKksMWbLE66hEyuu9qyDOOqM47Y=
+github.com/containerd/continuity v0.1.0 h1:UFRRY5JemiAhPZrr/uE0n8fMTLcZsUvySPr1+D7pgr8=
+github.com/containerd/continuity v0.1.0/go.mod h1:ICJu0PwR54nI0yPEnJ6jcS+J7CZAUXrLh8lPo2knzsM=
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@@ -128,8 +153,10 @@ github.com/coreos/pkg v0.0.0-20180928190104-399ea9e2e55f/go.mod h1:E3G3o1h8I7cfc
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@@ -140,12 +167,25 @@ github.com/denisenkom/go-mssqldb v0.9.0 h1:RSohk2RsiZqLZ0zCjtfn3S4Gp4exhpBWHyQ7D
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@@ -225,6 +265,7 @@ github.com/gogo/googleapis v1.1.0/go.mod h1:gf4bu3Q80BeJ6H1S1vYPm8/ELATdvryBaNFG
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@@ -314,11 +355,15 @@ github.com/google/pprof v0.0.0-20210122040257-d980be63207e/go.mod h1:kpwsk12EmLe
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@@ -328,6 +373,7 @@ github.com/gorilla/context v1.1.1/go.mod h1:kBGZzfjB9CEq2AlWe17Uuf7NDRt0dE0s8S51
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@@ -376,6 +422,8 @@ github.com/ianlancetaylor/demangle v0.0.0-20181102032728-5e5cf60278f6/go.mod h1:
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@@ -502,6 +550,7 @@ github.com/kunwardeep/paralleltest v1.0.2/go.mod h1:ZPqNm1fVHPllh5LPVujzbVz1JN2G
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@@ -514,6 +563,7 @@ github.com/logrusorgru/aurora v0.0.0-20181002194514-a7b3b318ed4e/go.mod h1:7rIyQ
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@@ -534,10 +584,13 @@ github.com/mattn/go-isatty v0.0.5/go.mod h1:Iq45c/XA43vh69/j3iqttzPXn0bhXyGjM0Hd
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@@ -579,6 +632,10 @@ github.com/mitchellh/mapstructure v1.4.1 h1:CpVNEelQCZBooIPDn+AR3NpivK/TIKU8bDxd
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@@ -587,6 +644,7 @@ github.com/modern-go/reflect2 v1.0.1 h1:9f412s+6RmYXLWZSEzVVgPGK7C2PphHj5RJrvfx9
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@@ -613,6 +671,16 @@ github.com/onsi/gomega v1.7.1/go.mod h1:XdKZgCCFLUoM/7CFJVPcG8C1xQ1AJ0vpAezJrB7J
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@@ -621,6 +689,8 @@ github.com/openzipkin-contrib/zipkin-go-opentracing v0.4.5/go.mod h1:/wsWhb9smxS
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@@ -670,12 +740,17 @@ github.com/prometheus/procfs v0.0.0-20190507164030-5867b95ac084/go.mod h1:TjEm7z
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@@ -685,6 +760,8 @@ github.com/rogpeppe/go-internal v1.6.2/go.mod h1:xXDCJY+GAPziupqXw64V24skbSoqbTE
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@@ -693,6 +770,7 @@ github.com/samuel/go-zookeeper v0.0.0-20190923202752-2cc03de413da/go.mod h1:gi+0
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@@ -710,6 +788,8 @@ github.com/sirupsen/logrus v1.4.1/go.mod h1:ni0Sbl8bgC9z8RoU9G6nDWqqs/fq4eDPysMB
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@@ -728,6 +808,7 @@ github.com/spf13/cast v1.3.0/go.mod h1:Qx5cxh0v+4UWYiBimWS+eyWzqEqokIECu5etghLkU
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@@ -738,6 +819,7 @@ github.com/spf13/pflag v1.0.1/go.mod h1:DYY7MBk1bdzusC3SYhjObp+wFpr4gzcvqqNjLnIn
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@@ -749,6 +831,7 @@ github.com/streadway/handy v0.0.0-20190108123426-d5acb3125c2a/go.mod h1:qNTQ5P5J
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@@ -760,6 +843,7 @@ github.com/stretchr/testify v1.7.0 h1:nwc3DEeHmmLAfoZucVR881uASk0Mfjw8xYJ99tb5Cc
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@@ -777,6 +861,7 @@ github.com/tomarrell/wrapcheck v0.0.0-20200807122107-df9e8bcb914d/go.mod h1:yiFB
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+github.com/xeipuuv/gojsonschema v1.2.0/go.mod h1:anYRn/JVcOK2ZgGU+IjEV4nwlhoK5sQluxsYJ78Id3Y=
 github.com/xi2/xz v0.0.0-20171230120015-48954b6210f8/go.mod h1:HUYIGzjTL3rfEspMxjDjgmT5uz5wzYJKVo23qUhYTos=
 github.com/xiang90/probing v0.0.0-20190116061207-43a291ad63a2/go.mod h1:UETIi67q53MR2AWcXfiuqkDkRtnGDLqkBTpCHuJHxtU=
+github.com/xo/terminfo v0.0.0-20210125001918-ca9a967f8778 h1:QldyIu/L63oPpyvQmHgvgickp1Yw510KJOqX7H24mg8=
+github.com/xo/terminfo v0.0.0-20210125001918-ca9a967f8778/go.mod h1:2MuV+tbUrU1zIOPMxZ5EncGwgmMJsa+9ucAQZXxsObs=
+github.com/xordataexchange/crypt v0.0.3-0.20170626215501-b2862e3d0a77/go.mod h1:aYKd//L2LvnjZzWKhF00oedf4jCCReLcmhLdhm1A27Q=
 github.com/yuin/goldmark v1.1.25/go.mod h1:3hX8gzYuyVAZsxl0MRgGTJEmQBFcNTphYh9decYSb74=
 github.com/yuin/goldmark v1.1.27/go.mod h1:3hX8gzYuyVAZsxl0MRgGTJEmQBFcNTphYh9decYSb74=
 github.com/yuin/goldmark v1.1.32/go.mod h1:3hX8gzYuyVAZsxl0MRgGTJEmQBFcNTphYh9decYSb74=
@@ -912,6 +1009,7 @@ golang.org/x/net v0.0.0-20190311183353-d8887717615a/go.mod h1:t9HGtf8HONx5eT2rtn
 golang.org/x/net v0.0.0-20190404232315-eb5bcb51f2a3/go.mod h1:t9HGtf8HONx5eT2rtn7q6eTqICYqUVnKs3thJo3Qplg=
 golang.org/x/net v0.0.0-20190501004415-9ce7a6920f09/go.mod h1:t9HGtf8HONx5eT2rtn7q6eTqICYqUVnKs3thJo3Qplg=
 golang.org/x/net v0.0.0-20190503192946-f4e77d36d62c/go.mod h1:t9HGtf8HONx5eT2rtn7q6eTqICYqUVnKs3thJo3Qplg=
+golang.org/x/net v0.0.0-20190522155817-f3200d17e092/go.mod h1:HSz+uSET+XFnRR8LxR5pz3Of3rY3CfYBVs4xY44aLks=
 golang.org/x/net v0.0.0-20190603091049-60506f45cf65/go.mod h1:HSz+uSET+XFnRR8LxR5pz3Of3rY3CfYBVs4xY44aLks=
 golang.org/x/net v0.0.0-20190613194153-d28f0bde5980/go.mod h1:z5CRVTTTmAJ677TzLLGU+0bjPO0LkuOLi4/5GtJWs/s=
 golang.org/x/net v0.0.0-20190620200207-3b0461eec859/go.mod h1:z5CRVTTTmAJ677TzLLGU+0bjPO0LkuOLi4/5GtJWs/s=
@@ -947,8 +1045,9 @@ golang.org/x/net v0.0.0-20210119194325-5f4716e94777/go.mod h1:m0MpNAwzfU5UDzcl9v
 golang.org/x/net v0.0.0-20210226172049-e18ecbb05110/go.mod h1:m0MpNAwzfU5UDzcl9v0D8zg8gWTRqZa9RBIspLL5mdg=
 golang.org/x/net v0.0.0-20210316092652-d523dce5a7f4/go.mod h1:RBQZq4jEuRlivfhVLdyRGr576XBO4/greRjx4P4O3yc=
 golang.org/x/net v0.0.0-20210405180319-a5a99cb37ef4/go.mod h1:p54w0d4576C0XHj96bSt6lcn1PtDYWL6XObtHCRCNQM=
-golang.org/x/net v0.0.0-20210525063256-abc453219eb5 h1:wjuX4b5yYQnEQHzd+CBcrcC6OVR2J1CN6mUy0oSxIPo=
 golang.org/x/net v0.0.0-20210525063256-abc453219eb5/go.mod h1:9nx3DQGgdP8bBQD5qxJ1jj9UTztislL4KSBs9R2vV5Y=
+golang.org/x/net v0.0.0-20210805182204-aaa1db679c0d h1:20cMwl2fHAzkJMEA+8J4JgqBQcQGzbisXo31MIeenXI=
+golang.org/x/net v0.0.0-20210805182204-aaa1db679c0d/go.mod h1:9nx3DQGgdP8bBQD5qxJ1jj9UTztislL4KSBs9R2vV5Y=
 golang.org/x/oauth2 v0.0.0-20180821212333-d2e6202438be/go.mod h1:N/0e6XlmueqKjAGxoOufVs8QHGRruUQn6yWY3a++T0U=
 golang.org/x/oauth2 v0.0.0-20190226205417-e64efc72b421/go.mod h1:gOpvHmFTYa4IltrdGE7lF6nIHvwfUNPOp7c8zoXwtLw=
 golang.org/x/oauth2 v0.0.0-20190604053449-0f29369cfe45/go.mod h1:gOpvHmFTYa4IltrdGE7lF6nIHvwfUNPOp7c8zoXwtLw=
@@ -992,6 +1091,7 @@ golang.org/x/sys v0.0.0-20190502145724-3ef323f4f1fd/go.mod h1:h1NjWce9XRLGQEsW7w
 golang.org/x/sys v0.0.0-20190507160741-ecd444e8653b/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190530182044-ad28b68e88f1/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190606165138-5da285871e9c/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20190606203320-7fc4e5ec1444/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190624142023-c5567b49c5d0/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190726091711-fc99dfbffb4e/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20190813064441-fde4db37ae7a/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
@@ -1002,6 +1102,8 @@ golang.org/x/sys v0.0.0-20191001151750-bb3f8db39f24/go.mod h1:h1NjWce9XRLGQEsW7w
 golang.org/x/sys v0.0.0-20191005200804-aed5e4c7ecf9/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20191008105621-543471e840be/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20191026070338-33540a1f6037/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20191113165036-4c7a9d0fe056/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20191115151921-52ab43148777/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20191120155948-bd437916bb0e/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20191204072324-ce4227a45e2e/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20191220142924-d4481acd189f/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
@@ -1022,7 +1124,9 @@ golang.org/x/sys v0.0.0-20200519105757-fe76b779f299/go.mod h1:h1NjWce9XRLGQEsW7w
 golang.org/x/sys v0.0.0-20200523222454-059865788121/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20200602225109-6fdc65e7d980/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20200803210538-64077c9b5642/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20200831180312-196b9ba8737a/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20200905004654-be1d3432aa8f/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20200909081042-eff7692f9009/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20200930185726-fdedc70b468f/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20201009025420-dfb3f7c4e634/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20201018230417-eeed37f84f13/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
@@ -1048,14 +1152,19 @@ golang.org/x/sys v0.0.0-20210320140829-1e4c9ba3b0c4/go.mod h1:h1NjWce9XRLGQEsW7w
 golang.org/x/sys v0.0.0-20210330210617-4fbd30eecc44/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20210403161142-5e06dd20ab57/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20210423082822-04245dca01da/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20210426230700-d19ff857e887/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
 golang.org/x/sys v0.0.0-20210510120138-977fb7262007/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210525143221-35b2ab0089ea/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210615035016-665e8c7367d1/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
-golang.org/x/sys v0.0.0-20210616094352-59db8d763f22 h1:RqytpXGR1iVNX7psjB3ff8y7sNFinVFvkx1c8SjBkio=
 golang.org/x/sys v0.0.0-20210616094352-59db8d763f22/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
+golang.org/x/sys v0.0.0-20210809222454-d867a43fc93e h1:WUoyKPm6nCo1BnNUvPGnFG3T5DUVem42yDJZZ4CNxMA=
+golang.org/x/sys v0.0.0-20210809222454-d867a43fc93e/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/term v0.0.0-20201117132131-f5c789dd3221/go.mod h1:Nr5EML6q2oocZ2LXRh80K7BxOlk5/8JxuGnuhpl+muw=
 golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1/go.mod h1:bj7SfCRtBDWHUb9snDiAeCFNEtKQo2Wmx5Cou7ajbmo=
+golang.org/x/term v0.0.0-20210220032956-6a3ed077a48d/go.mod h1:bj7SfCRtBDWHUb9snDiAeCFNEtKQo2Wmx5Cou7ajbmo=
 golang.org/x/term v0.0.0-20210503060354-a79de5458b56/go.mod h1:tfny5GFUkzUvx4ps4ajbZsCe5lw1metzhBm9T3x7oIY=
+golang.org/x/term v0.0.0-20210615171337-6886f2dfbf5b h1:9zKuko04nR4gjZ4+DNjHqRlAJqbJETHwiNKDqTfOjfE=
+golang.org/x/term v0.0.0-20210615171337-6886f2dfbf5b/go.mod h1:jbD1KX2456YbFQfuXm/mYQcufACuNUgVhRMnK/tPxf8=
 golang.org/x/text v0.0.0-20170915032832-14c0d48ead0c/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
 golang.org/x/text v0.3.0/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
 golang.org/x/text v0.3.1-0.20180807135948-17ff2d5776d2/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
@@ -1092,6 +1201,7 @@ golang.org/x/tools v0.0.0-20190506145303-2d16b83fe98c/go.mod h1:RgjU9mgBXZiqYHBn
 golang.org/x/tools v0.0.0-20190524140312-2c0ae7006135/go.mod h1:RgjU9mgBXZiqYHBnxXauZ1Gv1EHHAz9KjViQ78xBX0Q=
 golang.org/x/tools v0.0.0-20190606124116-d0a3d012864b/go.mod h1:/rFqwRUd4F7ZHNgwSSTFct+R/Kf4OFW1sUzUTQQTgfc=
 golang.org/x/tools v0.0.0-20190621195816-6e04913cbbac/go.mod h1:/rFqwRUd4F7ZHNgwSSTFct+R/Kf4OFW1sUzUTQQTgfc=
+golang.org/x/tools v0.0.0-20190624222133-a101b041ded4/go.mod h1:/rFqwRUd4F7ZHNgwSSTFct+R/Kf4OFW1sUzUTQQTgfc=
 golang.org/x/tools v0.0.0-20190628153133-6cdbf07be9d0/go.mod h1:/rFqwRUd4F7ZHNgwSSTFct+R/Kf4OFW1sUzUTQQTgfc=
 golang.org/x/tools v0.0.0-20190816200558-6889da9d5479/go.mod h1:b+2E5dAYhXwXZwtnZ6UAqBI28+e2cm9otk0dWdXHAEo=
 golang.org/x/tools v0.0.0-20190823170909-c4a336ef6a2f/go.mod h1:b+2E5dAYhXwXZwtnZ6UAqBI28+e2cm9otk0dWdXHAEo=
@@ -1330,6 +1440,8 @@ gorm.io/gorm v1.21.6/go.mod h1:F+OptMscr0P2F2qU97WT1WimdH9GaQPoDW7AYd5i2Y0=
 gorm.io/gorm v1.21.9/go.mod h1:F+OptMscr0P2F2qU97WT1WimdH9GaQPoDW7AYd5i2Y0=
 gorm.io/gorm v1.21.11 h1:CxkXW6Cc+VIBlL8yJEHq+Co4RYXdSLiMKNvgoZPjLK4=
 gorm.io/gorm v1.21.11/go.mod h1:F+OptMscr0P2F2qU97WT1WimdH9GaQPoDW7AYd5i2Y0=
+gotest.tools/v3 v3.0.2 h1:kG1BFyqVHuQoVQiR1bWGnfz/fmHvvuiSPIV7rvl360E=
+gotest.tools/v3 v3.0.2/go.mod h1:3SzNCllyD9/Y+b5r9JIKQ474KzkZyqLqEfYqMsX94Bk=
 honnef.co/go/tools v0.0.0-20180728063816-88497007e858/go.mod h1:rf3lG4BRIbNafJWhAfAdb/ePZxsR/4RtNHQocxwk9r4=
 honnef.co/go/tools v0.0.0-20190102054323-c2f93a96b099/go.mod h1:rf3lG4BRIbNafJWhAfAdb/ePZxsR/4RtNHQocxwk9r4=
 honnef.co/go/tools v0.0.0-20190106161140-3f1c8253044a/go.mod h1:rf3lG4BRIbNafJWhAfAdb/ePZxsR/4RtNHQocxwk9r4=
@@ -1361,5 +1473,3 @@ sigs.k8s.io/yaml v1.1.0/go.mod h1:UJmg0vDUVViEyp3mgSv9WPwZCDxu4rQW1olrI1uml+o=
 sourcegraph.com/sourcegraph/appdash v0.0.0-20190731080439-ebfcffb1b5c0/go.mod h1:hI742Nqp5OhwiqlzhgfbWU4mW4yO10fP+LoT9WOswdU=
 tailscale.com v1.10.0 h1:3EWYxpXkCmXsMh1WgqoEjQ/xalxzxU+YD5ZmtaHS5cY=
 tailscale.com v1.10.0/go.mod h1:kgFF5AZPTltwdXjX2/ci4ghlcO3qKNWVIjD9s39pr8c=
-tailscale.com v1.10.2 h1:0EbwydLGDxw7//yB5/1GTKz3hDJvGTUCajPZZPMDDGQ=
-tailscale.com v1.10.2/go.mod h1:kgFF5AZPTltwdXjX2/ci4ghlcO3qKNWVIjD9s39pr8c=
diff --git a/integration_test.go b/integration_test.go
new file mode 100644
index 00000000..8cdc1918
--- /dev/null
+++ b/integration_test.go
@@ -0,0 +1,401 @@
+// +build integration
+
+package headscale
+
+import (
+	"bytes"
+	"context"
+	"fmt"
+	"io/ioutil"
+	"log"
+	"net/http"
+	"os"
+	"path"
+	"strings"
+	"testing"
+	"time"
+
+	"github.com/ory/dockertest/v3"
+	"github.com/ory/dockertest/v3/docker"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/suite"
+
+	"inet.af/netaddr"
+)
+
+var integrationTmpDir string
+var ih Headscale
+
+var pool dockertest.Pool
+var network dockertest.Network
+var headscale dockertest.Resource
+var tailscaleCount int = 25
+var tailscales map[string]dockertest.Resource
+
+type IntegrationTestSuite struct {
+	suite.Suite
+	stats *suite.SuiteInformation
+}
+
+func TestIntegrationTestSuite(t *testing.T) {
+	s := new(IntegrationTestSuite)
+	suite.Run(t, s)
+
+	// HandleStats, which allows us to check if we passed and save logs
+	// is called after TearDown, so we cannot tear down containers before
+	// we have potentially saved the logs.
+	for _, tailscale := range tailscales {
+		if err := pool.Purge(&tailscale); err != nil {
+			log.Printf("Could not purge resource: %s\n", err)
+		}
+	}
+
+	if !s.stats.Passed() {
+		err := saveLog(&headscale, "test_output")
+		if err != nil {
+			log.Printf("Could not save log: %s\n", err)
+		}
+	}
+	if err := pool.Purge(&headscale); err != nil {
+		log.Printf("Could not purge resource: %s\n", err)
+	}
+
+	if err := network.Close(); err != nil {
+		log.Printf("Could not close network: %s\n", err)
+	}
+}
+
+func executeCommand(resource *dockertest.Resource, cmd []string) (string, error) {
+	var stdout bytes.Buffer
+	var stderr bytes.Buffer
+
+	exitCode, err := resource.Exec(
+		cmd,
+		dockertest.ExecOptions{
+			StdOut: &stdout,
+			StdErr: &stderr,
+		},
+	)
+	if err != nil {
+		return "", err
+	}
+
+	if exitCode != 0 {
+		fmt.Println("Command: ", cmd)
+		fmt.Println("stdout: ", stdout.String())
+		fmt.Println("stderr: ", stderr.String())
+		return "", fmt.Errorf("command failed with: %s", stderr.String())
+	}
+
+	return stdout.String(), nil
+}
+
+func saveLog(resource *dockertest.Resource, basePath string) error {
+	err := os.MkdirAll(basePath, os.ModePerm)
+	if err != nil {
+		return err
+	}
+
+	var stdout bytes.Buffer
+	var stderr bytes.Buffer
+
+	err = pool.Client.Logs(
+		docker.LogsOptions{
+			Context:      context.TODO(),
+			Container:    resource.Container.ID,
+			OutputStream: &stdout,
+			ErrorStream:  &stderr,
+			Tail:         "all",
+			RawTerminal:  false,
+			Stdout:       true,
+			Stderr:       true,
+			Follow:       false,
+			Timestamps:   false,
+		},
+	)
+	if err != nil {
+		return err
+	}
+
+	fmt.Printf("Saving logs for %s to %s\n", resource.Container.Name, basePath)
+
+	err = ioutil.WriteFile(path.Join(basePath, resource.Container.Name+".stdout.log"), []byte(stdout.String()), 0644)
+	if err != nil {
+		return err
+	}
+
+	err = ioutil.WriteFile(path.Join(basePath, resource.Container.Name+".stderr.log"), []byte(stdout.String()), 0644)
+	if err != nil {
+		return err
+	}
+
+	return nil
+}
+
+func dockerRestartPolicy(config *docker.HostConfig) {
+	// set AutoRemove to true so that stopped container goes away by itself
+	config.AutoRemove = true
+	config.RestartPolicy = docker.RestartPolicy{
+		Name: "no",
+	}
+}
+
+func (s *IntegrationTestSuite) SetupSuite() {
+	var err error
+	h = Headscale{
+		dbType:   "sqlite3",
+		dbString: "integration_test_db.sqlite3",
+	}
+
+	if ppool, err := dockertest.NewPool(""); err == nil {
+		pool = *ppool
+	} else {
+		log.Fatalf("Could not connect to docker: %s", err)
+	}
+
+	if pnetwork, err := pool.CreateNetwork("headscale-test"); err == nil {
+		network = *pnetwork
+	} else {
+		log.Fatalf("Could not create network: %s", err)
+	}
+
+	headscaleBuildOptions := &dockertest.BuildOptions{
+		Dockerfile: "Dockerfile",
+		ContextDir: ".",
+	}
+
+	tailscaleBuildOptions := &dockertest.BuildOptions{
+		Dockerfile: "Dockerfile.tailscale",
+		ContextDir: ".",
+	}
+
+	currentPath, err := os.Getwd()
+	if err != nil {
+		log.Fatalf("Could not determine current path: %s", err)
+	}
+
+	headscaleOptions := &dockertest.RunOptions{
+		Name: "headscale",
+		Mounts: []string{
+			fmt.Sprintf("%s/integration_test/etc:/etc/headscale", currentPath),
+			fmt.Sprintf("%s/derp.yaml:/etc/headscale/derp.yaml", currentPath),
+		},
+		Networks: []*dockertest.Network{&network},
+		Cmd:      []string{"headscale", "serve"},
+		PortBindings: map[docker.Port][]docker.PortBinding{
+			"8080/tcp": []docker.PortBinding{{HostPort: "8080"}},
+		},
+	}
+
+	fmt.Println("Creating headscale container")
+	if pheadscale, err := pool.BuildAndRunWithBuildOptions(headscaleBuildOptions, headscaleOptions, dockerRestartPolicy); err == nil {
+		headscale = *pheadscale
+	} else {
+		log.Fatalf("Could not start resource: %s", err)
+	}
+	fmt.Println("Created headscale container")
+
+	fmt.Println("Creating tailscale containers")
+	tailscales = make(map[string]dockertest.Resource)
+	for i := 0; i < tailscaleCount; i++ {
+		hostname := fmt.Sprintf("tailscale%d", i)
+		tailscaleOptions := &dockertest.RunOptions{
+			Name:     hostname,
+			Networks: []*dockertest.Network{&network},
+			Cmd:      []string{"tailscaled", "--tun=userspace-networking", "--socks5-server=localhost:1055"},
+		}
+
+		if pts, err := pool.BuildAndRunWithBuildOptions(tailscaleBuildOptions, tailscaleOptions, dockerRestartPolicy); err == nil {
+			tailscales[hostname] = *pts
+		} else {
+			log.Fatalf("Could not start resource: %s", err)
+		}
+		fmt.Printf("Created %s container\n", hostname)
+	}
+
+	fmt.Println("Waiting for headscale to be ready")
+	hostEndpoint := fmt.Sprintf("localhost:%s", headscale.GetPort("8080/tcp"))
+
+	if err := pool.Retry(func() error {
+		url := fmt.Sprintf("http://%s/health", hostEndpoint)
+		resp, err := http.Get(url)
+		if err != nil {
+			return err
+		}
+		if resp.StatusCode != http.StatusOK {
+			return fmt.Errorf("status code not OK")
+		}
+		return nil
+	}); err != nil {
+		log.Fatalf("Could not connect to docker: %s", err)
+	}
+	fmt.Println("headscale container is ready")
+
+	fmt.Println("Creating headscale namespace")
+	result, err := executeCommand(
+		&headscale,
+		[]string{"headscale", "namespaces", "create", "test"},
+	)
+	assert.Nil(s.T(), err)
+
+	fmt.Println("Creating pre auth key")
+	authKey, err := executeCommand(
+		&headscale,
+		[]string{"headscale", "-n", "test", "preauthkeys", "create", "--reusable", "--expiration", "24h"},
+	)
+	assert.Nil(s.T(), err)
+
+	headscaleEndpoint := fmt.Sprintf("http://headscale:%s", headscale.GetPort("8080/tcp"))
+
+	fmt.Printf("Joining tailscale containers to headscale at %s\n", headscaleEndpoint)
+	for hostname, tailscale := range tailscales {
+		command := []string{"tailscale", "up", "-login-server", headscaleEndpoint, "--authkey", strings.TrimSuffix(authKey, "\n"), "--hostname", hostname}
+
+		fmt.Println("Join command:", command)
+		fmt.Printf("Running join command for %s\n", hostname)
+		result, err = executeCommand(
+			&tailscale,
+			command,
+		)
+		fmt.Println("tailscale result: ", result)
+		assert.Nil(s.T(), err)
+		fmt.Printf("%s joined\n", hostname)
+	}
+
+	// The nodes need a bit of time to get their updated maps from headscale
+	// TODO: See if we can have a more deterministic wait here.
+	time.Sleep(60 * time.Second)
+}
+
+func (s *IntegrationTestSuite) TearDownSuite() {
+}
+
+func (s *IntegrationTestSuite) HandleStats(suiteName string, stats *suite.SuiteInformation) {
+	s.stats = stats
+}
+
+func (s *IntegrationTestSuite) TestListNodes() {
+	fmt.Println("Listing nodes")
+	result, err := executeCommand(
+		&headscale,
+		[]string{"headscale", "-n", "test", "nodes", "list"},
+	)
+	assert.Nil(s.T(), err)
+
+	fmt.Printf("List nodes: \n%s\n", result)
+
+	// Chck that the correct count of host is present in node list
+	lines := strings.Split(result, "\n")
+	assert.Equal(s.T(), len(tailscales), len(lines)-2)
+
+	for hostname, _ := range tailscales {
+		assert.Contains(s.T(), result, hostname)
+	}
+}
+
+func (s *IntegrationTestSuite) TestGetIpAddresses() {
+	ipPrefix := netaddr.MustParseIPPrefix("100.64.0.0/10")
+	ips, err := getIPs()
+	assert.Nil(s.T(), err)
+
+	for hostname, _ := range tailscales {
+		s.T().Run(hostname, func(t *testing.T) {
+			ip := ips[hostname]
+
+			fmt.Printf("IP for %s: %s\n", hostname, ip)
+
+			// c.Assert(ip.Valid(), check.IsTrue)
+			assert.True(t, ip.Is4())
+			assert.True(t, ipPrefix.Contains(ip))
+
+			ips[hostname] = ip
+		})
+	}
+}
+
+func (s *IntegrationTestSuite) TestStatus() {
+	ips, err := getIPs()
+	assert.Nil(s.T(), err)
+
+	for hostname, tailscale := range tailscales {
+		s.T().Run(hostname, func(t *testing.T) {
+			command := []string{"tailscale", "status"}
+
+			fmt.Printf("Getting status for %s\n", hostname)
+			result, err := executeCommand(
+				&tailscale,
+				command,
+			)
+			assert.Nil(t, err)
+			// fmt.Printf("Status for %s: %s", hostname, result)
+
+			// Check if we have as many nodes in status
+			// as we have IPs/tailscales
+			lines := strings.Split(result, "\n")
+			assert.Equal(t, len(ips), len(lines)-1)
+			assert.Equal(t, len(tailscales), len(lines)-1)
+
+			// Check that all hosts is present in all hosts status
+			for ipHostname, ip := range ips {
+				assert.Contains(t, result, ip.String())
+				assert.Contains(t, result, ipHostname)
+			}
+		})
+	}
+}
+
+func (s *IntegrationTestSuite) TestPingAllPeers() {
+	ips, err := getIPs()
+	assert.Nil(s.T(), err)
+
+	for hostname, tailscale := range tailscales {
+		for peername, ip := range ips {
+			s.T().Run(fmt.Sprintf("%s-%s", hostname, peername), func(t *testing.T) {
+				// We currently cant ping ourselves, so skip that.
+				if peername != hostname {
+					// We are only interested in "direct ping" which means what we
+					// might need a couple of more attempts before reaching the node.
+					command := []string{
+						"tailscale", "ping",
+						"--timeout=1s",
+						"--c=20",
+						"--until-direct=true",
+						ip.String(),
+					}
+
+					fmt.Printf("Pinging from %s (%s) to %s (%s)\n", hostname, ips[hostname], peername, ip)
+					result, err := executeCommand(
+						&tailscale,
+						command,
+					)
+					assert.Nil(t, err)
+					fmt.Printf("Result for %s: %s\n", hostname, result)
+					assert.Contains(t, result, "pong")
+				}
+			})
+		}
+	}
+}
+
+func getIPs() (map[string]netaddr.IP, error) {
+	ips := make(map[string]netaddr.IP)
+	for hostname, tailscale := range tailscales {
+		command := []string{"tailscale", "ip"}
+
+		result, err := executeCommand(
+			&tailscale,
+			command,
+		)
+		if err != nil {
+			return nil, err
+		}
+
+		ip, err := netaddr.ParseIP(strings.TrimSuffix(result, "\n"))
+		if err != nil {
+			return nil, err
+		}
+
+		ips[hostname] = ip
+	}
+	return ips, nil
+}
diff --git a/integration_test/.gitignore b/integration_test/.gitignore
new file mode 100644
index 00000000..4e9cb7a1
--- /dev/null
+++ b/integration_test/.gitignore
@@ -0,0 +1,3 @@
+derp.yaml
+*.sqlite
+*.sqlite3
diff --git a/integration_test/etc/config.json b/integration_test/etc/config.json
new file mode 100644
index 00000000..8a6fd962
--- /dev/null
+++ b/integration_test/etc/config.json
@@ -0,0 +1,11 @@
+{
+  "server_url": "http://headscale:8080",
+  "listen_addr": "0.0.0.0:8080",
+  "private_key_path": "private.key",
+  "derp_map_path": "derp.yaml",
+  "ephemeral_node_inactivity_timeout": "30m",
+  "db_type": "sqlite3",
+  "db_path": "/tmp/integration_test_db.sqlite3",
+  "acl_policy_path": "",
+  "log_level": "debug"
+}
diff --git a/integration_test/etc/private.key b/integration_test/etc/private.key
new file mode 100644
index 00000000..b3a3ae6d
--- /dev/null
+++ b/integration_test/etc/private.key
@@ -0,0 +1 @@
+SEmQwCu+tGywQWEUsf93TpTRUvlB7WhnCdHgWrSXjEA=
diff --git a/k8s/README.md b/k8s/README.md
index 5cd18ce2..2f187abb 100644
--- a/k8s/README.md
+++ b/k8s/README.md
@@ -65,7 +65,6 @@ tasks like creating namespaces, authkeys, etc.
 
 headscale is an open source implementation of the Tailscale control server
 
-Juan Font Alonso <juanfontalonso@gmail.com> - 2021
 https://gitlab.com/juanfont/headscale
 
 Usage:
@@ -90,7 +89,6 @@ Use "headscale [command] --help" for more information about a command.
 
 # TODO / Ideas
 
-- Github action to publish the docker image
 - Interpolate `email:` option to the ClusterIssuer from site configuration.
   This probably needs to be done with a transformer, kustomize vars don't seem to work.
 - Add kustomize examples for cloud-native ingress, load balancer
diff --git a/machine.go b/machine.go
index 6f88e8d5..3e9786a2 100644
--- a/machine.go
+++ b/machine.go
@@ -2,12 +2,14 @@ package headscale
 
 import (
 	"encoding/json"
+	"errors"
 	"fmt"
-	"log"
 	"sort"
 	"strconv"
 	"time"
 
+	"github.com/rs/zerolog/log"
+
 	"gorm.io/datatypes"
 	"inet.af/netaddr"
 	"tailscale.com/tailcfg"
@@ -30,8 +32,9 @@ type Machine struct {
 	AuthKeyID      uint
 	AuthKey        *PreAuthKey
 
-	LastSeen *time.Time
-	Expiry   *time.Time
+	LastSeen             *time.Time
+	LastSuccessfulUpdate *time.Time
+	Expiry               *time.Time
 
 	HostInfo      datatypes.JSON
 	Endpoints     datatypes.JSON
@@ -47,7 +50,9 @@ func (m Machine) isAlreadyRegistered() bool {
 	return m.Registered
 }
 
-func (m Machine) toNode() (*tailcfg.Node, error) {
+// toNode converts a Machine into a Tailscale Node. includeRoutes is false for shared nodes
+// as per the expected behaviour in the official SaaS
+func (m Machine) toNode(includeRoutes bool) (*tailcfg.Node, error) {
 	nKey, err := wgkey.ParseHex(m.NodeKey)
 	if err != nil {
 		return nil, err
@@ -71,6 +76,10 @@ func (m Machine) toNode() (*tailcfg.Node, error) {
 	addrs := []netaddr.IPPrefix{}
 	ip, err := netaddr.ParseIPPrefix(fmt.Sprintf("%s/32", m.IPAddress))
 	if err != nil {
+		log.Trace().
+			Str("func", "toNode").
+			Str("ip", m.IPAddress).
+			Msgf("Failed to parse IP Prefix from IP: %s", m.IPAddress)
 		return nil, err
 	}
 	addrs = append(addrs, ip) // missing the ipv6 ?
@@ -78,24 +87,26 @@ func (m Machine) toNode() (*tailcfg.Node, error) {
 	allowedIPs := []netaddr.IPPrefix{}
 	allowedIPs = append(allowedIPs, ip) // we append the node own IP, as it is required by the clients
 
-	routesStr := []string{}
-	if len(m.EnabledRoutes) != 0 {
-		allwIps, err := m.EnabledRoutes.MarshalJSON()
-		if err != nil {
-			return nil, err
+	if includeRoutes {
+		routesStr := []string{}
+		if len(m.EnabledRoutes) != 0 {
+			allwIps, err := m.EnabledRoutes.MarshalJSON()
+			if err != nil {
+				return nil, err
+			}
+			err = json.Unmarshal(allwIps, &routesStr)
+			if err != nil {
+				return nil, err
+			}
 		}
-		err = json.Unmarshal(allwIps, &routesStr)
-		if err != nil {
-			return nil, err
-		}
-	}
 
-	for _, aip := range routesStr {
-		ip, err := netaddr.ParseIPPrefix(aip)
-		if err != nil {
-			return nil, err
+		for _, routeStr := range routesStr {
+			ip, err := netaddr.ParseIPPrefix(routeStr)
+			if err != nil {
+				return nil, err
+			}
+			allowedIPs = append(allowedIPs, ip)
 		}
-		allowedIPs = append(allowedIPs, ip)
 	}
 
 	endpoints := []string{}
@@ -129,13 +140,20 @@ func (m Machine) toNode() (*tailcfg.Node, error) {
 		derp = "127.3.3.40:0" // Zero means disconnected or unknown.
 	}
 
+	var keyExpiry time.Time
+	if m.Expiry != nil {
+		keyExpiry = *m.Expiry
+	} else {
+		keyExpiry = time.Time{}
+	}
+
 	n := tailcfg.Node{
 		ID:         tailcfg.NodeID(m.ID),                               // this is the actual ID
 		StableID:   tailcfg.StableNodeID(strconv.FormatUint(m.ID, 10)), // in headscale, unlike tailcontrol server, IDs are permanent
 		Name:       hostinfo.Hostname,
 		User:       tailcfg.UserID(m.NamespaceID),
 		Key:        tailcfg.NodeKey(nKey),
-		KeyExpiry:  *m.Expiry,
+		KeyExpiry:  keyExpiry,
 		Machine:    tailcfg.MachineKey(mKey),
 		DiscoKey:   discoKey,
 		Addresses:  addrs,
@@ -154,22 +172,46 @@ func (m Machine) toNode() (*tailcfg.Node, error) {
 }
 
 func (h *Headscale) getPeers(m Machine) (*[]*tailcfg.Node, error) {
+	log.Trace().
+		Str("func", "getPeers").
+		Str("machine", m.Name).
+		Msg("Finding peers")
+
 	machines := []Machine{}
 	if err := h.db.Where("namespace_id = ? AND machine_key <> ? AND registered",
 		m.NamespaceID, m.MachineKey).Find(&machines).Error; err != nil {
-		log.Printf("Error accessing db: %s", err)
+		log.Error().Err(err).Msg("Error accessing db")
+		return nil, err
+	}
+
+	// We fetch here machines that are shared to the `Namespace` of the machine we are getting peers for
+	sharedMachines := []SharedMachine{}
+	if err := h.db.Preload("Namespace").Preload("Machine").Where("namespace_id = ?",
+		m.NamespaceID).Find(&sharedMachines).Error; err != nil {
 		return nil, err
 	}
 
 	peers := []*tailcfg.Node{}
 	for _, mn := range machines {
-		peer, err := mn.toNode()
+		peer, err := mn.toNode(true)
+		if err != nil {
+			return nil, err
+		}
+		peers = append(peers, peer)
+	}
+	for _, sharedMachine := range sharedMachines {
+		peer, err := sharedMachine.Machine.toNode(false) // shared nodes do not expose their routes
 		if err != nil {
 			return nil, err
 		}
 		peers = append(peers, peer)
 	}
 	sort.Slice(peers, func(i, j int) bool { return peers[i].ID < peers[j].ID })
+
+	log.Trace().
+		Str("func", "getPeers").
+		Str("machine", m.Name).
+		Msgf("Found peers: %s", tailNodesToString(peers))
 	return &peers, nil
 }
 
@@ -185,34 +227,46 @@ func (h *Headscale) GetMachine(namespace string, name string) (*Machine, error)
 			return &m, nil
 		}
 	}
-	return nil, fmt.Errorf("not found")
+	return nil, fmt.Errorf("machine not found")
 }
 
 // GetMachineByID finds a Machine by ID and returns the Machine struct
 func (h *Headscale) GetMachineByID(id uint64) (*Machine, error) {
 	m := Machine{}
-	if result := h.db.Find(&Machine{ID: id}).First(&m); result.Error != nil {
+	if result := h.db.Preload("Namespace").Find(&Machine{ID: id}).First(&m); result.Error != nil {
 		return nil, result.Error
 	}
 	return &m, nil
 }
 
-// DeleteMachine softs deletes a Machine from the database
-func (h *Headscale) DeleteMachine(m *Machine) error {
-	m.Registered = false
-	h.db.Save(&m) // we mark it as unregistered, just in case
-	if err := h.db.Delete(&m).Error; err != nil {
-		return err
+// UpdateMachine takes a Machine struct pointer (typically already loaded from database
+// and updates it with the latest data from the database.
+func (h *Headscale) UpdateMachine(m *Machine) error {
+	if result := h.db.Find(m).First(&m); result.Error != nil {
+		return result.Error
 	}
 	return nil
 }
 
+// DeleteMachine softs deletes a Machine from the database
+func (h *Headscale) DeleteMachine(m *Machine) error {
+	m.Registered = false
+	namespaceID := m.NamespaceID
+	h.db.Save(&m) // we mark it as unregistered, just in case
+	if err := h.db.Delete(&m).Error; err != nil {
+		return err
+	}
+
+	return h.RequestMapUpdates(namespaceID)
+}
+
 // HardDeleteMachine hard deletes a Machine from the database
 func (h *Headscale) HardDeleteMachine(m *Machine) error {
+	namespaceID := m.NamespaceID
 	if err := h.db.Unscoped().Delete(&m).Error; err != nil {
 		return err
 	}
-	return nil
+	return h.RequestMapUpdates(namespaceID)
 }
 
 // GetHostInfo returns a Hostinfo struct for the machine
@@ -230,3 +284,121 @@ func (m *Machine) GetHostInfo() (*tailcfg.Hostinfo, error) {
 	}
 	return &hostinfo, nil
 }
+
+func (h *Headscale) notifyChangesToPeers(m *Machine) {
+	peers, err := h.getPeers(*m)
+	if err != nil {
+		log.Error().
+			Str("func", "notifyChangesToPeers").
+			Str("machine", m.Name).
+			Msgf("Error getting peers: %s", err)
+		return
+	}
+	for _, p := range *peers {
+		log.Info().
+			Str("func", "notifyChangesToPeers").
+			Str("machine", m.Name).
+			Str("peer", p.Name).
+			Str("address", p.Addresses[0].String()).
+			Msgf("Notifying peer %s (%s)", p.Name, p.Addresses[0])
+		err := h.sendRequestOnUpdateChannel(p)
+		if err != nil {
+			log.Info().
+				Str("func", "notifyChangesToPeers").
+				Str("machine", m.Name).
+				Str("peer", p.Name).
+				Msgf("Peer %s does not appear to be polling", p.Name)
+		}
+		log.Trace().
+			Str("func", "notifyChangesToPeers").
+			Str("machine", m.Name).
+			Str("peer", p.Name).
+			Str("address", p.Addresses[0].String()).
+			Msgf("Notified peer %s (%s)", p.Name, p.Addresses[0])
+	}
+}
+
+func (h *Headscale) getOrOpenUpdateChannel(m *Machine) <-chan struct{} {
+	var updateChan chan struct{}
+	if storedChan, ok := h.clientsUpdateChannels.Load(m.ID); ok {
+		if unwrapped, ok := storedChan.(chan struct{}); ok {
+			updateChan = unwrapped
+		} else {
+			log.Error().
+				Str("handler", "openUpdateChannel").
+				Str("machine", m.Name).
+				Msg("Failed to convert update channel to struct{}")
+		}
+	} else {
+		log.Debug().
+			Str("handler", "openUpdateChannel").
+			Str("machine", m.Name).
+			Msg("Update channel not found, creating")
+
+		updateChan = make(chan struct{})
+		h.clientsUpdateChannels.Store(m.ID, updateChan)
+	}
+	return updateChan
+}
+
+func (h *Headscale) closeUpdateChannel(m *Machine) {
+	h.clientsUpdateChannelMutex.Lock()
+	defer h.clientsUpdateChannelMutex.Unlock()
+
+	if storedChan, ok := h.clientsUpdateChannels.Load(m.ID); ok {
+		if unwrapped, ok := storedChan.(chan struct{}); ok {
+			close(unwrapped)
+		}
+	}
+	h.clientsUpdateChannels.Delete(m.ID)
+}
+
+func (h *Headscale) sendRequestOnUpdateChannel(m *tailcfg.Node) error {
+	h.clientsUpdateChannelMutex.Lock()
+	defer h.clientsUpdateChannelMutex.Unlock()
+
+	pUp, ok := h.clientsUpdateChannels.Load(uint64(m.ID))
+	if ok {
+		log.Info().
+			Str("func", "requestUpdate").
+			Str("machine", m.Name).
+			Msgf("Notifying peer %s", m.Name)
+
+		if update, ok := pUp.(chan struct{}); ok {
+			log.Trace().
+				Str("func", "requestUpdate").
+				Str("machine", m.Name).
+				Msgf("Update channel is %#v", update)
+
+			update <- struct{}{}
+
+			log.Trace().
+				Str("func", "requestUpdate").
+				Str("machine", m.Name).
+				Msgf("Notified machine %s", m.Name)
+		}
+	} else {
+		log.Info().
+			Str("func", "requestUpdate").
+			Str("machine", m.Name).
+			Msgf("Machine %s does not appear to be polling", m.Name)
+		return errors.New("machine does not seem to be polling")
+	}
+	return nil
+}
+
+func (h *Headscale) isOutdated(m *Machine) bool {
+	err := h.UpdateMachine(m)
+	if err != nil {
+		return true
+	}
+
+	lastChange := h.getLastStateChange(m.Namespace.Name)
+	log.Trace().
+		Str("func", "keepAlive").
+		Str("machine", m.Name).
+		Time("last_successful_update", *m.LastSuccessfulUpdate).
+		Time("last_state_change", lastChange).
+		Msgf("Checking if %s is missing updates", m.Name)
+	return m.LastSuccessfulUpdate.Before(lastChange)
+}
diff --git a/machine_test.go b/machine_test.go
index 1bd29a9d..d535be56 100644
--- a/machine_test.go
+++ b/machine_test.go
@@ -1,6 +1,8 @@
 package headscale
 
 import (
+	"encoding/json"
+
 	"gopkg.in/check.v1"
 )
 
@@ -81,6 +83,15 @@ func (s *Suite) TestDeleteMachine(c *check.C) {
 	h.db.Save(&m)
 	err = h.DeleteMachine(&m)
 	c.Assert(err, check.IsNil)
+	v, err := h.getValue("namespaces_pending_updates")
+	c.Assert(err, check.IsNil)
+	names := []string{}
+	err = json.Unmarshal([]byte(v), &names)
+	c.Assert(err, check.IsNil)
+	c.Assert(names, check.DeepEquals, []string{n.Name})
+	h.checkForNamespacesPendingUpdates()
+	v, _ = h.getValue("namespaces_pending_updates")
+	c.Assert(v, check.Equals, "")
 	_, err = h.GetMachine(n.Name, "testmachine")
 	c.Assert(err, check.NotNil)
 }
diff --git a/namespaces.go b/namespaces.go
index 9897640c..8204f96d 100644
--- a/namespaces.go
+++ b/namespaces.go
@@ -1,10 +1,12 @@
 package headscale
 
 import (
+	"encoding/json"
 	"errors"
-	"log"
+	"fmt"
 	"time"
 
+	"github.com/rs/zerolog/log"
 	"gorm.io/gorm"
 	"tailscale.com/tailcfg"
 )
@@ -31,7 +33,10 @@ func (h *Headscale) CreateNamespace(name string) (*Namespace, error) {
 	}
 	n.Name = name
 	if err := h.db.Create(&n).Error; err != nil {
-		log.Printf("Could not create row: %s", err)
+		log.Error().
+			Str("func", "CreateNamespace").
+			Err(err).
+			Msg("Could not create row")
 		return nil, err
 	}
 	return &n, nil
@@ -86,12 +91,34 @@ func (h *Headscale) ListMachinesInNamespace(name string) (*[]Machine, error) {
 	}
 
 	machines := []Machine{}
-	if err := h.db.Preload("AuthKey").Where(&Machine{NamespaceID: n.ID}).Find(&machines).Error; err != nil {
+	if err := h.db.Preload("AuthKey").Preload("Namespace").Where(&Machine{NamespaceID: n.ID}).Find(&machines).Error; err != nil {
 		return nil, err
 	}
 	return &machines, nil
 }
 
+// ListSharedMachinesInNamespace returns all the machines that are shared to the specified namespace
+func (h *Headscale) ListSharedMachinesInNamespace(name string) (*[]Machine, error) {
+	namespace, err := h.GetNamespace(name)
+	if err != nil {
+		return nil, err
+	}
+	sharedMachines := []SharedMachine{}
+	if err := h.db.Preload("Namespace").Where(&SharedMachine{NamespaceID: namespace.ID}).Find(&sharedMachines).Error; err != nil {
+		return nil, err
+	}
+
+	machines := []Machine{}
+	for _, sharedMachine := range sharedMachines {
+		machine, err := h.GetMachineByID(sharedMachine.MachineID) // otherwise not everything comes filled
+		if err != nil {
+			return nil, err
+		}
+		machines = append(machines, *machine)
+	}
+	return &machines, nil
+}
+
 // SetMachineNamespace assigns a Machine to a namespace
 func (h *Headscale) SetMachineNamespace(m *Machine, namespaceName string) error {
 	n, err := h.GetNamespace(namespaceName)
@@ -103,6 +130,86 @@ func (h *Headscale) SetMachineNamespace(m *Machine, namespaceName string) error
 	return nil
 }
 
+// RequestMapUpdates signals the KV worker to update the maps for this namespace
+func (h *Headscale) RequestMapUpdates(namespaceID uint) error {
+	namespace := Namespace{}
+	if err := h.db.First(&namespace, namespaceID).Error; err != nil {
+		return err
+	}
+
+	v, err := h.getValue("namespaces_pending_updates")
+	if err != nil || v == "" {
+		err = h.setValue("namespaces_pending_updates", fmt.Sprintf(`["%s"]`, namespace.Name))
+		if err != nil {
+			return err
+		}
+		return nil
+	}
+	names := []string{}
+	err = json.Unmarshal([]byte(v), &names)
+	if err != nil {
+		err = h.setValue("namespaces_pending_updates", fmt.Sprintf(`["%s"]`, namespace.Name))
+		if err != nil {
+			return err
+		}
+		return nil
+	}
+
+	names = append(names, namespace.Name)
+	data, err := json.Marshal(names)
+	if err != nil {
+		log.Error().
+			Str("func", "RequestMapUpdates").
+			Err(err).
+			Msg("Could not marshal namespaces_pending_updates")
+		return err
+	}
+	return h.setValue("namespaces_pending_updates", string(data))
+}
+
+func (h *Headscale) checkForNamespacesPendingUpdates() {
+	v, err := h.getValue("namespaces_pending_updates")
+	if err != nil {
+		return
+	}
+	if v == "" {
+		return
+	}
+
+	names := []string{}
+	err = json.Unmarshal([]byte(v), &names)
+	if err != nil {
+		return
+	}
+	for _, name := range names {
+		log.Trace().
+			Str("func", "RequestMapUpdates").
+			Str("machine", name).
+			Msg("Sending updates to nodes in namespace")
+		machines, err := h.ListMachinesInNamespace(name)
+		if err != nil {
+			continue
+		}
+		for _, m := range *machines {
+			h.notifyChangesToPeers(&m)
+		}
+	}
+	newV, err := h.getValue("namespaces_pending_updates")
+	if err != nil {
+		return
+	}
+	if v == newV { // only clear when no changes, so we notified everybody
+		err = h.setValue("namespaces_pending_updates", "")
+		if err != nil {
+			log.Error().
+				Str("func", "checkForNamespacesPendingUpdates").
+				Err(err).
+				Msg("Could not save to KV")
+			return
+		}
+	}
+}
+
 func (n *Namespace) toUser() *tailcfg.User {
 	u := tailcfg.User{
 		ID:            tailcfg.UserID(n.ID),
diff --git a/poll.go b/poll.go
new file mode 100644
index 00000000..60bfa9ea
--- /dev/null
+++ b/poll.go
@@ -0,0 +1,454 @@
+package headscale
+
+import (
+	"encoding/json"
+	"errors"
+	"io"
+	"net/http"
+	"time"
+
+	"github.com/gin-gonic/gin"
+	"github.com/rs/zerolog/log"
+	"gorm.io/datatypes"
+	"gorm.io/gorm"
+	"tailscale.com/tailcfg"
+	"tailscale.com/types/wgkey"
+)
+
+// PollNetMapHandler takes care of /machine/:id/map
+//
+// This is the busiest endpoint, as it keeps the HTTP long poll that updates
+// the clients when something in the network changes.
+//
+// The clients POST stuff like HostInfo and their Endpoints here, but
+// only after their first request (marked with the ReadOnly field).
+//
+// At this moment the updates are sent in a quite horrendous way, but they kinda work.
+func (h *Headscale) PollNetMapHandler(c *gin.Context) {
+	log.Trace().
+		Str("handler", "PollNetMap").
+		Str("id", c.Param("id")).
+		Msg("PollNetMapHandler called")
+	body, _ := io.ReadAll(c.Request.Body)
+	mKeyStr := c.Param("id")
+	mKey, err := wgkey.ParseHex(mKeyStr)
+	if err != nil {
+		log.Error().
+			Str("handler", "PollNetMap").
+			Err(err).
+			Msg("Cannot parse client key")
+		c.String(http.StatusBadRequest, "")
+		return
+	}
+	req := tailcfg.MapRequest{}
+	err = decode(body, &req, &mKey, h.privateKey)
+	if err != nil {
+		log.Error().
+			Str("handler", "PollNetMap").
+			Err(err).
+			Msg("Cannot decode message")
+		c.String(http.StatusBadRequest, "")
+		return
+	}
+
+	var m Machine
+	if result := h.db.Preload("Namespace").First(&m, "machine_key = ?", mKey.HexString()); errors.Is(result.Error, gorm.ErrRecordNotFound) {
+		log.Warn().
+			Str("handler", "PollNetMap").
+			Msgf("Ignoring request, cannot find machine with key %s", mKey.HexString())
+		c.String(http.StatusUnauthorized, "")
+		return
+	}
+	log.Trace().
+		Str("handler", "PollNetMap").
+		Str("id", c.Param("id")).
+		Str("machine", m.Name).
+		Msg("Found machine in database")
+
+	hostinfo, _ := json.Marshal(req.Hostinfo)
+	m.Name = req.Hostinfo.Hostname
+	m.HostInfo = datatypes.JSON(hostinfo)
+	m.DiscoKey = wgkey.Key(req.DiscoKey).HexString()
+	now := time.Now().UTC()
+
+	// From Tailscale client:
+	//
+	// ReadOnly is whether the client just wants to fetch the MapResponse,
+	// without updating their Endpoints. The Endpoints field will be ignored and
+	// LastSeen will not be updated and peers will not be notified of changes.
+	//
+	// The intended use is for clients to discover the DERP map at start-up
+	// before their first real endpoint update.
+	if !req.ReadOnly {
+		endpoints, _ := json.Marshal(req.Endpoints)
+		m.Endpoints = datatypes.JSON(endpoints)
+		m.LastSeen = &now
+	}
+	h.db.Save(&m)
+
+	data, err := h.getMapResponse(mKey, req, m)
+	if err != nil {
+		log.Error().
+			Str("handler", "PollNetMap").
+			Str("id", c.Param("id")).
+			Str("machine", m.Name).
+			Err(err).
+			Msg("Failed to get Map response")
+		c.String(http.StatusInternalServerError, ":(")
+		return
+	}
+
+	// We update our peers if the client is not sending ReadOnly in the MapRequest
+	// so we don't distribute its initial request (it comes with
+	// empty endpoints to peers)
+
+	// Details on the protocol can be found in https://github.com/tailscale/tailscale/blob/main/tailcfg/tailcfg.go#L696
+	log.Debug().
+		Str("handler", "PollNetMap").
+		Str("id", c.Param("id")).
+		Str("machine", m.Name).
+		Bool("readOnly", req.ReadOnly).
+		Bool("omitPeers", req.OmitPeers).
+		Bool("stream", req.Stream).
+		Msg("Client map request processed")
+
+	if req.ReadOnly {
+		log.Info().
+			Str("handler", "PollNetMap").
+			Str("machine", m.Name).
+			Msg("Client is starting up. Probably interested in a DERP map")
+		c.Data(200, "application/json; charset=utf-8", *data)
+		return
+	}
+
+	// There has been an update to _any_ of the nodes that the other nodes would
+	// need to know about
+	h.setLastStateChangeToNow(m.Namespace.Name)
+
+	// The request is not ReadOnly, so we need to set up channels for updating
+	// peers via longpoll
+
+	// Only create update channel if it has not been created
+	log.Trace().
+		Str("handler", "PollNetMap").
+		Str("id", c.Param("id")).
+		Str("machine", m.Name).
+		Msg("Loading or creating update channel")
+	updateChan := h.getOrOpenUpdateChannel(&m)
+
+	pollDataChan := make(chan []byte)
+	// defer close(pollData)
+
+	keepAliveChan := make(chan []byte)
+
+	cancelKeepAlive := make(chan struct{})
+	defer close(cancelKeepAlive)
+
+	if req.OmitPeers && !req.Stream {
+		log.Info().
+			Str("handler", "PollNetMap").
+			Str("machine", m.Name).
+			Msg("Client sent endpoint update and is ok with a response without peer list")
+		c.Data(200, "application/json; charset=utf-8", *data)
+
+		// It sounds like we should update the nodes when we have received a endpoint update
+		// even tho the comments in the tailscale code dont explicitly say so.
+		go h.notifyChangesToPeers(&m)
+		return
+	} else if req.OmitPeers && req.Stream {
+		log.Warn().
+			Str("handler", "PollNetMap").
+			Str("machine", m.Name).
+			Msg("Ignoring request, don't know how to handle it")
+		c.String(http.StatusBadRequest, "")
+		return
+	}
+
+	log.Info().
+		Str("handler", "PollNetMap").
+		Str("machine", m.Name).
+		Msg("Client is ready to access the tailnet")
+	log.Info().
+		Str("handler", "PollNetMap").
+		Str("machine", m.Name).
+		Msg("Sending initial map")
+	go func() { pollDataChan <- *data }()
+
+	log.Info().
+		Str("handler", "PollNetMap").
+		Str("machine", m.Name).
+		Msg("Notifying peers")
+	go h.notifyChangesToPeers(&m)
+
+	h.PollNetMapStream(c, m, req, mKey, pollDataChan, keepAliveChan, updateChan, cancelKeepAlive)
+	log.Trace().
+		Str("handler", "PollNetMap").
+		Str("id", c.Param("id")).
+		Str("machine", m.Name).
+		Msg("Finished stream, closing PollNetMap session")
+}
+
+// PollNetMapStream takes care of /machine/:id/map
+// stream logic, ensuring we communicate updates and data
+// to the connected clients.
+func (h *Headscale) PollNetMapStream(
+	c *gin.Context,
+	m Machine,
+	req tailcfg.MapRequest,
+	mKey wgkey.Key,
+	pollDataChan chan []byte,
+	keepAliveChan chan []byte,
+	updateChan <-chan struct{},
+	cancelKeepAlive chan struct{},
+) {
+	go h.scheduledPollWorker(cancelKeepAlive, keepAliveChan, mKey, req, m)
+
+	c.Stream(func(w io.Writer) bool {
+		log.Trace().
+			Str("handler", "PollNetMapStream").
+			Str("machine", m.Name).
+			Msg("Waiting for data to stream...")
+
+		log.Trace().
+			Str("handler", "PollNetMapStream").
+			Str("machine", m.Name).
+			Msgf("pollData is %#v, keepAliveChan is %#v, updateChan is %#v", pollDataChan, keepAliveChan, updateChan)
+
+		select {
+		case data := <-pollDataChan:
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "pollData").
+				Int("bytes", len(data)).
+				Msg("Sending data received via pollData channel")
+			_, err := w.Write(data)
+			if err != nil {
+				log.Error().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Str("channel", "pollData").
+					Err(err).
+					Msg("Cannot write data")
+			}
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "pollData").
+				Int("bytes", len(data)).
+				Msg("Data from pollData channel written successfully")
+				// TODO: Abstract away all the database calls, this can cause race conditions
+				// when an outdated machine object is kept alive, e.g. db is update from
+				// command line, but then overwritten.
+			err = h.UpdateMachine(&m)
+			if err != nil {
+				log.Error().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Str("channel", "pollData").
+					Err(err).
+					Msg("Cannot update machine from database")
+			}
+			now := time.Now().UTC()
+			m.LastSeen = &now
+			m.LastSuccessfulUpdate = &now
+			h.db.Save(&m)
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "pollData").
+				Int("bytes", len(data)).
+				Msg("Machine updated successfully after sending pollData")
+			return true
+
+		case data := <-keepAliveChan:
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "keepAlive").
+				Int("bytes", len(data)).
+				Msg("Sending keep alive message")
+			_, err := w.Write(data)
+			if err != nil {
+				log.Error().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Str("channel", "keepAlive").
+					Err(err).
+					Msg("Cannot write keep alive message")
+			}
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "keepAlive").
+				Int("bytes", len(data)).
+				Msg("Keep alive sent successfully")
+				// TODO: Abstract away all the database calls, this can cause race conditions
+				// when an outdated machine object is kept alive, e.g. db is update from
+				// command line, but then overwritten.
+			err = h.UpdateMachine(&m)
+			if err != nil {
+				log.Error().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Str("channel", "keepAlive").
+					Err(err).
+					Msg("Cannot update machine from database")
+			}
+			now := time.Now().UTC()
+			m.LastSeen = &now
+			h.db.Save(&m)
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "keepAlive").
+				Int("bytes", len(data)).
+				Msg("Machine updated successfully after sending keep alive")
+			return true
+
+		case <-updateChan:
+			log.Trace().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Str("channel", "update").
+				Msg("Received a request for update")
+			if h.isOutdated(&m) {
+				log.Debug().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Time("last_successful_update", *m.LastSuccessfulUpdate).
+					Time("last_state_change", h.getLastStateChange(m.Namespace.Name)).
+					Msgf("There has been updates since the last successful update to %s", m.Name)
+				data, err := h.getMapResponse(mKey, req, m)
+				if err != nil {
+					log.Error().
+						Str("handler", "PollNetMapStream").
+						Str("machine", m.Name).
+						Str("channel", "update").
+						Err(err).
+						Msg("Could not get the map update")
+				}
+				_, err = w.Write(*data)
+				if err != nil {
+					log.Error().
+						Str("handler", "PollNetMapStream").
+						Str("machine", m.Name).
+						Str("channel", "update").
+						Err(err).
+						Msg("Could not write the map response")
+				}
+				log.Trace().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Str("channel", "update").
+					Msg("Updated Map has been sent")
+
+					// Keep track of the last successful update,
+					// we sometimes end in a state were the update
+					// is not picked up by a client and we use this
+					// to determine if we should "force" an update.
+					// TODO: Abstract away all the database calls, this can cause race conditions
+					// when an outdated machine object is kept alive, e.g. db is update from
+					// command line, but then overwritten.
+				err = h.UpdateMachine(&m)
+				if err != nil {
+					log.Error().
+						Str("handler", "PollNetMapStream").
+						Str("machine", m.Name).
+						Str("channel", "update").
+						Err(err).
+						Msg("Cannot update machine from database")
+				}
+				now := time.Now().UTC()
+				m.LastSuccessfulUpdate = &now
+				h.db.Save(&m)
+			} else {
+				log.Trace().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Time("last_successful_update", *m.LastSuccessfulUpdate).
+					Time("last_state_change", h.getLastStateChange(m.Namespace.Name)).
+					Msgf("%s is up to date", m.Name)
+			}
+			return true
+
+		case <-c.Request.Context().Done():
+			log.Info().
+				Str("handler", "PollNetMapStream").
+				Str("machine", m.Name).
+				Msg("The client has closed the connection")
+				// TODO: Abstract away all the database calls, this can cause race conditions
+				// when an outdated machine object is kept alive, e.g. db is update from
+				// command line, but then overwritten.
+			err := h.UpdateMachine(&m)
+			if err != nil {
+				log.Error().
+					Str("handler", "PollNetMapStream").
+					Str("machine", m.Name).
+					Str("channel", "Done").
+					Err(err).
+					Msg("Cannot update machine from database")
+			}
+			now := time.Now().UTC()
+			m.LastSeen = &now
+			h.db.Save(&m)
+
+			cancelKeepAlive <- struct{}{}
+
+			h.closeUpdateChannel(&m)
+
+			close(pollDataChan)
+
+			close(keepAliveChan)
+
+			return false
+		}
+	})
+}
+
+func (h *Headscale) scheduledPollWorker(
+	cancelChan <-chan struct{},
+	keepAliveChan chan<- []byte,
+	mKey wgkey.Key,
+	req tailcfg.MapRequest,
+	m Machine,
+) {
+	keepAliveTicker := time.NewTicker(60 * time.Second)
+	updateCheckerTicker := time.NewTicker(30 * time.Second)
+
+	for {
+		select {
+		case <-cancelChan:
+			return
+
+		case <-keepAliveTicker.C:
+			data, err := h.getMapKeepAliveResponse(mKey, req, m)
+			if err != nil {
+				log.Error().
+					Str("func", "keepAlive").
+					Err(err).
+					Msg("Error generating the keep alive msg")
+				return
+			}
+
+			log.Debug().
+				Str("func", "keepAlive").
+				Str("machine", m.Name).
+				Msg("Sending keepalive")
+			keepAliveChan <- *data
+
+		case <-updateCheckerTicker.C:
+			// Send an update request regardless of outdated or not, if data is sent
+			// to the node is determined in the updateChan consumer block
+			n, _ := m.toNode(true)
+			err := h.sendRequestOnUpdateChannel(n)
+			if err != nil {
+				log.Error().
+					Str("func", "keepAlive").
+					Str("machine", m.Name).
+					Err(err).
+					Msgf("Failed to send update request to %s", m.Name)
+			}
+		}
+	}
+}
diff --git a/preauth_keys.go b/preauth_keys.go
index 7cffceae..cc849fc0 100644
--- a/preauth_keys.go
+++ b/preauth_keys.go
@@ -67,6 +67,28 @@ func (h *Headscale) GetPreAuthKeys(namespaceName string) (*[]PreAuthKey, error)
 	return &keys, nil
 }
 
+// GetPreAuthKey returns a PreAuthKey for a given key
+func (h *Headscale) GetPreAuthKey(namespace string, key string) (*PreAuthKey, error) {
+	pak, err := h.checkKeyValidity(key)
+	if err != nil {
+		return nil, err
+	}
+
+	if pak.Namespace.Name != namespace {
+		return nil, errors.New("Namespace mismatch")
+	}
+
+	return pak, nil
+}
+
+// MarkExpirePreAuthKey marks a PreAuthKey as expired
+func (h *Headscale) MarkExpirePreAuthKey(k *PreAuthKey) error {
+	if err := h.db.Model(&k).Update("Expiration", time.Now()).Error; err != nil {
+		return err
+	}
+	return nil
+}
+
 // checkKeyValidity does the heavy lifting for validation of the PreAuthKey coming from a node
 // If returns no error and a PreAuthKey, it can be used
 func (h *Headscale) checkKeyValidity(k string) (*PreAuthKey, error) {
diff --git a/preauth_keys_test.go b/preauth_keys_test.go
index 6f1369c5..37f2e4dd 100644
--- a/preauth_keys_test.go
+++ b/preauth_keys_test.go
@@ -163,3 +163,20 @@ func (*Suite) TestEphemeralKey(c *check.C) {
 	_, err = h.GetMachine("test7", "testest")
 	c.Assert(err, check.NotNil)
 }
+
+func (*Suite) TestExpirePreauthKey(c *check.C) {
+	n, err := h.CreateNamespace("test3")
+	c.Assert(err, check.IsNil)
+
+	pak, err := h.CreatePreAuthKey(n.Name, true, false, nil)
+	c.Assert(err, check.IsNil)
+	c.Assert(pak.Expiration, check.IsNil)
+
+	err = h.MarkExpirePreAuthKey(pak)
+	c.Assert(err, check.IsNil)
+	c.Assert(pak.Expiration, check.NotNil)
+
+	p, err := h.checkKeyValidity(pak.Key)
+	c.Assert(err, check.Equals, errorAuthKeyExpired)
+	c.Assert(p, check.IsNil)
+}
diff --git a/routes.go b/routes.go
index a02bed30..0ef01780 100644
--- a/routes.go
+++ b/routes.go
@@ -2,64 +2,142 @@ package headscale
 
 import (
 	"encoding/json"
-	"errors"
+	"fmt"
+	"strconv"
 
+	"github.com/pterm/pterm"
 	"gorm.io/datatypes"
 	"inet.af/netaddr"
 )
 
-// GetNodeRoutes returns the subnet routes advertised by a node (identified by
+// GetAdvertisedNodeRoutes returns the subnet routes advertised by a node (identified by
 // namespace and node name)
-func (h *Headscale) GetNodeRoutes(namespace string, nodeName string) (*[]netaddr.IPPrefix, error) {
+func (h *Headscale) GetAdvertisedNodeRoutes(namespace string, nodeName string) (*[]netaddr.IPPrefix, error) {
 	m, err := h.GetMachine(namespace, nodeName)
 	if err != nil {
 		return nil, err
 	}
 
-	hi, err := m.GetHostInfo()
+	hostInfo, err := m.GetHostInfo()
 	if err != nil {
 		return nil, err
 	}
-	return &hi.RoutableIPs, nil
+	return &hostInfo.RoutableIPs, nil
+}
+
+// GetEnabledNodeRoutes returns the subnet routes enabled by a node (identified by
+// namespace and node name)
+func (h *Headscale) GetEnabledNodeRoutes(namespace string, nodeName string) ([]netaddr.IPPrefix, error) {
+	m, err := h.GetMachine(namespace, nodeName)
+	if err != nil {
+		return nil, err
+	}
+
+	data, err := m.EnabledRoutes.MarshalJSON()
+	if err != nil {
+		return nil, err
+	}
+
+	routesStr := []string{}
+	err = json.Unmarshal(data, &routesStr)
+	if err != nil {
+		return nil, err
+	}
+
+	routes := make([]netaddr.IPPrefix, len(routesStr))
+	for index, routeStr := range routesStr {
+		route, err := netaddr.ParseIPPrefix(routeStr)
+		if err != nil {
+			return nil, err
+		}
+		routes[index] = route
+	}
+
+	return routes, nil
+}
+
+// IsNodeRouteEnabled checks if a certain route has been enabled
+func (h *Headscale) IsNodeRouteEnabled(namespace string, nodeName string, routeStr string) bool {
+	route, err := netaddr.ParseIPPrefix(routeStr)
+	if err != nil {
+		return false
+	}
+
+	enabledRoutes, err := h.GetEnabledNodeRoutes(namespace, nodeName)
+	if err != nil {
+		return false
+	}
+
+	for _, enabledRoute := range enabledRoutes {
+		if route == enabledRoute {
+			return true
+		}
+	}
+	return false
 }
 
 // EnableNodeRoute enables a subnet route advertised by a node (identified by
 // namespace and node name)
-func (h *Headscale) EnableNodeRoute(namespace string, nodeName string, routeStr string) (*netaddr.IPPrefix, error) {
+func (h *Headscale) EnableNodeRoute(namespace string, nodeName string, routeStr string) error {
 	m, err := h.GetMachine(namespace, nodeName)
 	if err != nil {
-		return nil, err
-	}
-	hi, err := m.GetHostInfo()
-	if err != nil {
-		return nil, err
+		return err
 	}
+
 	route, err := netaddr.ParseIPPrefix(routeStr)
 	if err != nil {
-		return nil, err
+		return err
 	}
 
-	for _, rIP := range hi.RoutableIPs {
-		if rIP == route {
-			routes, _ := json.Marshal([]string{routeStr}) // TODO: only one for the time being, so overwriting the rest
-			m.EnabledRoutes = datatypes.JSON(routes)
-			h.db.Save(&m)
+	availableRoutes, err := h.GetAdvertisedNodeRoutes(namespace, nodeName)
+	if err != nil {
+		return err
+	}
 
-			// THIS IS COMPLETELY USELESS.
-			// The peers map is stored in memory in the server process.
-			// Definetely not accessible from the CLI tool.
-			// We need RPC to the server - or some kind of 'needsUpdate' field in the DB
-			peers, _ := h.getPeers(*m)
-			h.pollMu.Lock()
-			for _, p := range *peers {
-				if pUp, ok := h.clientsPolling[uint64(p.ID)]; ok {
-					pUp <- []byte{}
-				}
+	enabledRoutes, err := h.GetEnabledNodeRoutes(namespace, nodeName)
+	if err != nil {
+		return err
+	}
+
+	available := false
+	for _, availableRoute := range *availableRoutes {
+		// If the route is available, and not yet enabled, add it to the new routing table
+		if route == availableRoute {
+			available = true
+			if !h.IsNodeRouteEnabled(namespace, nodeName, routeStr) {
+				enabledRoutes = append(enabledRoutes, route)
 			}
-			h.pollMu.Unlock()
-			return &rIP, nil
 		}
 	}
 
-	return nil, errors.New("could not find routable range")
+	if !available {
+		return fmt.Errorf("route (%s) is not available on node %s", nodeName, routeStr)
+	}
+
+	routes, err := json.Marshal(enabledRoutes)
+	if err != nil {
+		return err
+	}
+
+	m.EnabledRoutes = datatypes.JSON(routes)
+	h.db.Save(&m)
+
+	err = h.RequestMapUpdates(m.NamespaceID)
+	if err != nil {
+		return err
+	}
+
+	return nil
+}
+
+// RoutesToPtables converts the list of routes to a nice table
+func (h *Headscale) RoutesToPtables(namespace string, nodeName string, availableRoutes []netaddr.IPPrefix) pterm.TableData {
+	d := pterm.TableData{{"Route", "Enabled"}}
+
+	for _, route := range availableRoutes {
+		enabled := h.IsNodeRouteEnabled(namespace, nodeName, route.String())
+
+		d = append(d, []string{route.String(), strconv.FormatBool(enabled)})
+	}
+	return d
 }
diff --git a/routes_test.go b/routes_test.go
index a05b7e16..ad16d21c 100644
--- a/routes_test.go
+++ b/routes_test.go
@@ -16,7 +16,7 @@ func (s *Suite) TestGetRoutes(c *check.C) {
 	pak, err := h.CreatePreAuthKey(n.Name, false, false, nil)
 	c.Assert(err, check.IsNil)
 
-	_, err = h.GetMachine("test", "testmachine")
+	_, err = h.GetMachine("test", "test_get_route_machine")
 	c.Assert(err, check.NotNil)
 
 	route, err := netaddr.ParseIPPrefix("10.0.0.0/24")
@@ -33,7 +33,7 @@ func (s *Suite) TestGetRoutes(c *check.C) {
 		MachineKey:     "foo",
 		NodeKey:        "bar",
 		DiscoKey:       "faa",
-		Name:           "testmachine",
+		Name:           "test_get_route_machine",
 		NamespaceID:    n.ID,
 		Registered:     true,
 		RegisterMethod: "authKey",
@@ -42,14 +42,87 @@ func (s *Suite) TestGetRoutes(c *check.C) {
 	}
 	h.db.Save(&m)
 
-	r, err := h.GetNodeRoutes("test", "testmachine")
+	r, err := h.GetAdvertisedNodeRoutes("test", "test_get_route_machine")
 	c.Assert(err, check.IsNil)
 	c.Assert(len(*r), check.Equals, 1)
 
-	_, err = h.EnableNodeRoute("test", "testmachine", "192.168.0.0/24")
+	err = h.EnableNodeRoute("test", "test_get_route_machine", "192.168.0.0/24")
 	c.Assert(err, check.NotNil)
 
-	_, err = h.EnableNodeRoute("test", "testmachine", "10.0.0.0/24")
+	err = h.EnableNodeRoute("test", "test_get_route_machine", "10.0.0.0/24")
+	c.Assert(err, check.IsNil)
+}
+
+func (s *Suite) TestGetEnableRoutes(c *check.C) {
+	n, err := h.CreateNamespace("test")
 	c.Assert(err, check.IsNil)
 
+	pak, err := h.CreatePreAuthKey(n.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine("test", "test_enable_route_machine")
+	c.Assert(err, check.NotNil)
+
+	route, err := netaddr.ParseIPPrefix(
+		"10.0.0.0/24",
+	)
+	c.Assert(err, check.IsNil)
+
+	route2, err := netaddr.ParseIPPrefix(
+		"150.0.10.0/25",
+	)
+	c.Assert(err, check.IsNil)
+
+	hi := tailcfg.Hostinfo{
+		RoutableIPs: []netaddr.IPPrefix{route, route2},
+	}
+	hostinfo, err := json.Marshal(hi)
+	c.Assert(err, check.IsNil)
+
+	m := Machine{
+		ID:             0,
+		MachineKey:     "foo",
+		NodeKey:        "bar",
+		DiscoKey:       "faa",
+		Name:           "test_enable_route_machine",
+		NamespaceID:    n.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		AuthKeyID:      uint(pak.ID),
+		HostInfo:       datatypes.JSON(hostinfo),
+	}
+	h.db.Save(&m)
+
+	availableRoutes, err := h.GetAdvertisedNodeRoutes("test", "test_enable_route_machine")
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*availableRoutes), check.Equals, 2)
+
+	enabledRoutes, err := h.GetEnabledNodeRoutes("test", "test_enable_route_machine")
+	c.Assert(err, check.IsNil)
+	c.Assert(len(enabledRoutes), check.Equals, 0)
+
+	err = h.EnableNodeRoute("test", "test_enable_route_machine", "192.168.0.0/24")
+	c.Assert(err, check.NotNil)
+
+	err = h.EnableNodeRoute("test", "test_enable_route_machine", "10.0.0.0/24")
+	c.Assert(err, check.IsNil)
+
+	enabledRoutes1, err := h.GetEnabledNodeRoutes("test", "test_enable_route_machine")
+	c.Assert(err, check.IsNil)
+	c.Assert(len(enabledRoutes1), check.Equals, 1)
+
+	// Adding it twice will just let it pass through
+	err = h.EnableNodeRoute("test", "test_enable_route_machine", "10.0.0.0/24")
+	c.Assert(err, check.IsNil)
+
+	enabledRoutes2, err := h.GetEnabledNodeRoutes("test", "test_enable_route_machine")
+	c.Assert(err, check.IsNil)
+	c.Assert(len(enabledRoutes2), check.Equals, 1)
+
+	err = h.EnableNodeRoute("test", "test_enable_route_machine", "150.0.10.0/25")
+	c.Assert(err, check.IsNil)
+
+	enabledRoutes3, err := h.GetEnabledNodeRoutes("test", "test_enable_route_machine")
+	c.Assert(err, check.IsNil)
+	c.Assert(len(enabledRoutes3), check.Equals, 2)
 }
diff --git a/scripts/version-at-commit.sh b/scripts/version-at-commit.sh
index aebdb870..2f7fab84 100755
--- a/scripts/version-at-commit.sh
+++ b/scripts/version-at-commit.sh
@@ -1,4 +1,4 @@
-#!/bin/bash
+#!/usr/bin/env bash
 
 set -e -o pipefail
 commit="$1"
diff --git a/sharing.go b/sharing.go
new file mode 100644
index 00000000..93c299c7
--- /dev/null
+++ b/sharing.go
@@ -0,0 +1,37 @@
+package headscale
+
+import "gorm.io/gorm"
+
+const errorSameNamespace = Error("Destination namespace same as origin")
+const errorMachineAlreadyShared = Error("Node already shared to this namespace")
+
+// SharedMachine is a join table to support sharing nodes between namespaces
+type SharedMachine struct {
+	gorm.Model
+	MachineID   uint64
+	Machine     Machine
+	NamespaceID uint
+	Namespace   Namespace
+}
+
+// AddSharedMachineToNamespace adds a machine as a shared node to a namespace
+func (h *Headscale) AddSharedMachineToNamespace(m *Machine, ns *Namespace) error {
+	if m.NamespaceID == ns.ID {
+		return errorSameNamespace
+	}
+
+	sharedMachine := SharedMachine{}
+	if err := h.db.Where("machine_id = ? AND namespace_id", m.ID, ns.ID).First(&sharedMachine).Error; err == nil {
+		return errorMachineAlreadyShared
+	}
+
+	sharedMachine = SharedMachine{
+		MachineID:   m.ID,
+		Machine:     *m,
+		NamespaceID: ns.ID,
+		Namespace:   *ns,
+	}
+	h.db.Save(&sharedMachine)
+
+	return nil
+}
diff --git a/sharing_test.go b/sharing_test.go
new file mode 100644
index 00000000..ec4951de
--- /dev/null
+++ b/sharing_test.go
@@ -0,0 +1,359 @@
+package headscale
+
+import (
+	"gopkg.in/check.v1"
+	"tailscale.com/tailcfg"
+)
+
+func (s *Suite) TestBasicSharedNodesInNamespace(c *check.C) {
+	n1, err := h.CreateNamespace("shared1")
+	c.Assert(err, check.IsNil)
+
+	n2, err := h.CreateNamespace("shared2")
+	c.Assert(err, check.IsNil)
+
+	pak1, err := h.CreatePreAuthKey(n1.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak2, err := h.CreatePreAuthKey(n2.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine(n1.Name, "test_get_shared_nodes_1")
+	c.Assert(err, check.NotNil)
+
+	m1 := Machine{
+		ID:             0,
+		MachineKey:     "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		NodeKey:        "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		DiscoKey:       "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		Name:           "test_get_shared_nodes_1",
+		NamespaceID:    n1.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.1",
+		AuthKeyID:      uint(pak1.ID),
+	}
+	h.db.Save(&m1)
+
+	_, err = h.GetMachine(n1.Name, m1.Name)
+	c.Assert(err, check.IsNil)
+
+	m2 := Machine{
+		ID:             1,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_2",
+		NamespaceID:    n2.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.2",
+		AuthKeyID:      uint(pak2.ID),
+	}
+	h.db.Save(&m2)
+
+	_, err = h.GetMachine(n2.Name, m2.Name)
+	c.Assert(err, check.IsNil)
+
+	p1s, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1s), check.Equals, 0)
+
+	err = h.AddSharedMachineToNamespace(&m2, n1)
+	c.Assert(err, check.IsNil)
+
+	p1sAfter, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1sAfter), check.Equals, 1)
+	c.Assert((*p1sAfter)[0].ID, check.Equals, tailcfg.NodeID(m2.ID))
+}
+
+func (s *Suite) TestSameNamespace(c *check.C) {
+	n1, err := h.CreateNamespace("shared1")
+	c.Assert(err, check.IsNil)
+
+	n2, err := h.CreateNamespace("shared2")
+	c.Assert(err, check.IsNil)
+
+	pak1, err := h.CreatePreAuthKey(n1.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak2, err := h.CreatePreAuthKey(n2.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine(n1.Name, "test_get_shared_nodes_1")
+	c.Assert(err, check.NotNil)
+
+	m1 := Machine{
+		ID:             0,
+		MachineKey:     "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		NodeKey:        "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		DiscoKey:       "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		Name:           "test_get_shared_nodes_1",
+		NamespaceID:    n1.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.1",
+		AuthKeyID:      uint(pak1.ID),
+	}
+	h.db.Save(&m1)
+
+	_, err = h.GetMachine(n1.Name, m1.Name)
+	c.Assert(err, check.IsNil)
+
+	m2 := Machine{
+		ID:             1,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_2",
+		NamespaceID:    n2.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.2",
+		AuthKeyID:      uint(pak2.ID),
+	}
+	h.db.Save(&m2)
+
+	_, err = h.GetMachine(n2.Name, m2.Name)
+	c.Assert(err, check.IsNil)
+
+	p1s, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1s), check.Equals, 0)
+
+	err = h.AddSharedMachineToNamespace(&m1, n1)
+	c.Assert(err, check.Equals, errorSameNamespace)
+}
+
+func (s *Suite) TestAlreadyShared(c *check.C) {
+	n1, err := h.CreateNamespace("shared1")
+	c.Assert(err, check.IsNil)
+
+	n2, err := h.CreateNamespace("shared2")
+	c.Assert(err, check.IsNil)
+
+	pak1, err := h.CreatePreAuthKey(n1.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak2, err := h.CreatePreAuthKey(n2.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine(n1.Name, "test_get_shared_nodes_1")
+	c.Assert(err, check.NotNil)
+
+	m1 := Machine{
+		ID:             0,
+		MachineKey:     "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		NodeKey:        "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		DiscoKey:       "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		Name:           "test_get_shared_nodes_1",
+		NamespaceID:    n1.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.1",
+		AuthKeyID:      uint(pak1.ID),
+	}
+	h.db.Save(&m1)
+
+	_, err = h.GetMachine(n1.Name, m1.Name)
+	c.Assert(err, check.IsNil)
+
+	m2 := Machine{
+		ID:             1,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_2",
+		NamespaceID:    n2.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.2",
+		AuthKeyID:      uint(pak2.ID),
+	}
+	h.db.Save(&m2)
+
+	_, err = h.GetMachine(n2.Name, m2.Name)
+	c.Assert(err, check.IsNil)
+
+	p1s, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1s), check.Equals, 0)
+
+	err = h.AddSharedMachineToNamespace(&m2, n1)
+	c.Assert(err, check.IsNil)
+	err = h.AddSharedMachineToNamespace(&m2, n1)
+	c.Assert(err, check.Equals, errorMachineAlreadyShared)
+}
+
+func (s *Suite) TestDoNotIncludeRoutesOnShared(c *check.C) {
+	n1, err := h.CreateNamespace("shared1")
+	c.Assert(err, check.IsNil)
+
+	n2, err := h.CreateNamespace("shared2")
+	c.Assert(err, check.IsNil)
+
+	pak1, err := h.CreatePreAuthKey(n1.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak2, err := h.CreatePreAuthKey(n2.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine(n1.Name, "test_get_shared_nodes_1")
+	c.Assert(err, check.NotNil)
+
+	m1 := Machine{
+		ID:             0,
+		MachineKey:     "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		NodeKey:        "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		DiscoKey:       "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		Name:           "test_get_shared_nodes_1",
+		NamespaceID:    n1.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.1",
+		AuthKeyID:      uint(pak1.ID),
+	}
+	h.db.Save(&m1)
+
+	_, err = h.GetMachine(n1.Name, m1.Name)
+	c.Assert(err, check.IsNil)
+
+	m2 := Machine{
+		ID:             1,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_2",
+		NamespaceID:    n2.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.2",
+		AuthKeyID:      uint(pak2.ID),
+	}
+	h.db.Save(&m2)
+
+	_, err = h.GetMachine(n2.Name, m2.Name)
+	c.Assert(err, check.IsNil)
+
+	p1s, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1s), check.Equals, 0)
+
+	err = h.AddSharedMachineToNamespace(&m2, n1)
+	c.Assert(err, check.IsNil)
+
+	p1sAfter, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1sAfter), check.Equals, 1)
+	c.Assert(len((*p1sAfter)[0].AllowedIPs), check.Equals, 1)
+}
+
+func (s *Suite) TestComplexSharingAcrossNamespaces(c *check.C) {
+	n1, err := h.CreateNamespace("shared1")
+	c.Assert(err, check.IsNil)
+
+	n2, err := h.CreateNamespace("shared2")
+	c.Assert(err, check.IsNil)
+
+	n3, err := h.CreateNamespace("shared3")
+	c.Assert(err, check.IsNil)
+
+	pak1, err := h.CreatePreAuthKey(n1.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak2, err := h.CreatePreAuthKey(n2.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak3, err := h.CreatePreAuthKey(n3.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	pak4, err := h.CreatePreAuthKey(n1.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine(n1.Name, "test_get_shared_nodes_1")
+	c.Assert(err, check.NotNil)
+
+	m1 := Machine{
+		ID:             0,
+		MachineKey:     "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		NodeKey:        "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		DiscoKey:       "686824e749f3b7f2a5927ee6c1e422aee5292592d9179a271ed7b3e659b44a66",
+		Name:           "test_get_shared_nodes_1",
+		NamespaceID:    n1.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.1",
+		AuthKeyID:      uint(pak1.ID),
+	}
+	h.db.Save(&m1)
+
+	_, err = h.GetMachine(n1.Name, m1.Name)
+	c.Assert(err, check.IsNil)
+
+	m2 := Machine{
+		ID:             1,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_2",
+		NamespaceID:    n2.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.2",
+		AuthKeyID:      uint(pak2.ID),
+	}
+	h.db.Save(&m2)
+
+	_, err = h.GetMachine(n2.Name, m2.Name)
+	c.Assert(err, check.IsNil)
+
+	m3 := Machine{
+		ID:             2,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_3",
+		NamespaceID:    n3.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.3",
+		AuthKeyID:      uint(pak3.ID),
+	}
+	h.db.Save(&m3)
+
+	_, err = h.GetMachine(n3.Name, m3.Name)
+	c.Assert(err, check.IsNil)
+
+	m4 := Machine{
+		ID:             3,
+		MachineKey:     "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		NodeKey:        "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		DiscoKey:       "dec46ef9dc45c7d2f03bfcd5a640d9e24e3cc68ce3d9da223867c9bc6d5e9863",
+		Name:           "test_get_shared_nodes_4",
+		NamespaceID:    n1.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		IPAddress:      "100.64.0.4",
+		AuthKeyID:      uint(pak4.ID),
+	}
+	h.db.Save(&m4)
+
+	_, err = h.GetMachine(n1.Name, m4.Name)
+	c.Assert(err, check.IsNil)
+
+	p1s, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1s), check.Equals, 1) // nodes 1 and 4
+
+	err = h.AddSharedMachineToNamespace(&m2, n1)
+	c.Assert(err, check.IsNil)
+
+	p1sAfter, err := h.getPeers(m1)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*p1sAfter), check.Equals, 2) // nodes 1, 2, 4
+
+	pAlone, err := h.getPeers(m3)
+	c.Assert(err, check.IsNil)
+	c.Assert(len(*pAlone), check.Equals, 0) // node 3 is alone
+}
diff --git a/utils.go b/utils.go
index f21063b0..cbe1d870 100644
--- a/utils.go
+++ b/utils.go
@@ -7,18 +7,14 @@ package headscale
 
 import (
 	"crypto/rand"
-	"encoding/binary"
 	"encoding/json"
-	"errors"
 	"fmt"
 	"io"
-	"net"
-	"time"
-
-	mathrand "math/rand"
+	"strings"
 
 	"golang.org/x/crypto/nacl/box"
-	"gorm.io/gorm"
+	"inet.af/netaddr"
+	"tailscale.com/tailcfg"
 	"tailscale.com/types/wgkey"
 )
 
@@ -64,6 +60,7 @@ func encode(v interface{}, pubKey *wgkey.Key, privKey *wgkey.Private) ([]byte, e
 	if err != nil {
 		return nil, err
 	}
+
 	return encodeMsg(b, pubKey, privKey)
 }
 
@@ -77,47 +74,85 @@ func encodeMsg(b []byte, pubKey *wgkey.Key, privKey *wgkey.Private) ([]byte, err
 	return msg, nil
 }
 
-func (h *Headscale) getAvailableIP() (*net.IP, error) {
-	i := 0
+func (h *Headscale) getAvailableIP() (*netaddr.IP, error) {
+	ipPrefix := h.cfg.IPPrefix
+
+	usedIps, err := h.getUsedIPs()
+	if err != nil {
+		return nil, err
+	}
+
+	// Get the first IP in our prefix
+	ip := ipPrefix.IP()
+
 	for {
-		ip, err := getRandomIP()
-		if err != nil {
-			return nil, err
+		if !ipPrefix.Contains(ip) {
+			return nil, fmt.Errorf("could not find any suitable IP in %s", ipPrefix)
 		}
-		m := Machine{}
-		if result := h.db.First(&m, "ip_address = ?", ip.String()); errors.Is(result.Error, gorm.ErrRecordNotFound) {
-			return ip, nil
+
+		// Some OS (including Linux) does not like when IPs ends with 0 or 255, which
+		// is typically called network or broadcast. Lets avoid them and continue
+		// to look when we get one of those traditionally reserved IPs.
+		ipRaw := ip.As4()
+		if ipRaw[3] == 0 || ipRaw[3] == 255 {
+			ip = ip.Next()
+			continue
 		}
-		i++
-		if i == 100 { // really random number
-			break
+
+		if ip.IsZero() &&
+			ip.IsLoopback() {
+
+			ip = ip.Next()
+			continue
 		}
+
+		if !containsIPs(usedIps, ip) {
+			return &ip, nil
+		}
+
+		ip = ip.Next()
 	}
-	return nil, errors.New("Could not find an available IP address in 100.64.0.0/10")
 }
 
-func getRandomIP() (*net.IP, error) {
-	mathrand.Seed(time.Now().Unix())
-	ipo, ipnet, err := net.ParseCIDR("100.64.0.0/10")
-	if err == nil {
-		ip := ipo.To4()
-		// fmt.Println("In Randomize IPAddr: IP ", ip, " IPNET: ", ipnet)
-		// fmt.Println("Final address is ", ip)
-		// fmt.Println("Broadcast address is ", ipb)
-		// fmt.Println("Network address is ", ipn)
-		r := mathrand.Uint32()
-		ipRaw := make([]byte, 4)
-		binary.LittleEndian.PutUint32(ipRaw, r)
-		// ipRaw[3] = 254
-		// fmt.Println("ipRaw is ", ipRaw)
-		for i, v := range ipRaw {
-			// fmt.Println("IP Before: ", ip[i], " v is ", v, " Mask is: ", ipnet.Mask[i])
-			ip[i] = ip[i] + (v &^ ipnet.Mask[i])
-			// fmt.Println("IP After: ", ip[i])
+func (h *Headscale) getUsedIPs() ([]netaddr.IP, error) {
+	var addresses []string
+	h.db.Model(&Machine{}).Pluck("ip_address", &addresses)
+
+	ips := make([]netaddr.IP, len(addresses))
+	for index, addr := range addresses {
+		if addr != "" {
+			ip, err := netaddr.ParseIP(addr)
+			if err != nil {
+				return nil, fmt.Errorf("failed to parse ip from database, %w", err)
+			}
+
+			ips[index] = ip
 		}
-		// fmt.Println("FINAL IP: ", ip.String())
-		return &ip, nil
 	}
 
-	return nil, err
+	return ips, nil
+}
+
+func containsIPs(ips []netaddr.IP, ip netaddr.IP) bool {
+	for _, v := range ips {
+		if v == ip {
+			return true
+		}
+	}
+
+	return false
+}
+
+func tailNodesToString(nodes []*tailcfg.Node) string {
+	temp := make([]string, len(nodes))
+
+	for index, node := range nodes {
+		temp[index] = node.Name
+	}
+
+	return fmt.Sprintf("[ %s ](%d)", strings.Join(temp, ", "), len(temp))
+}
+
+func tailMapResponseToString(resp tailcfg.MapResponse) string {
+	return fmt.Sprintf("{ Node: %s, Peers: %s }", resp.Node.Name, tailNodesToString(resp.Peers))
 }
diff --git a/utils_test.go b/utils_test.go
new file mode 100644
index 00000000..f50cd117
--- /dev/null
+++ b/utils_test.go
@@ -0,0 +1,155 @@
+package headscale
+
+import (
+	"gopkg.in/check.v1"
+	"inet.af/netaddr"
+)
+
+func (s *Suite) TestGetAvailableIp(c *check.C) {
+	ip, err := h.getAvailableIP()
+
+	c.Assert(err, check.IsNil)
+
+	expected := netaddr.MustParseIP("10.27.0.1")
+
+	c.Assert(ip.String(), check.Equals, expected.String())
+}
+
+func (s *Suite) TestGetUsedIps(c *check.C) {
+	ip, err := h.getAvailableIP()
+	c.Assert(err, check.IsNil)
+
+	n, err := h.CreateNamespace("test_ip")
+	c.Assert(err, check.IsNil)
+
+	pak, err := h.CreatePreAuthKey(n.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine("test", "testmachine")
+	c.Assert(err, check.NotNil)
+
+	m := Machine{
+		ID:             0,
+		MachineKey:     "foo",
+		NodeKey:        "bar",
+		DiscoKey:       "faa",
+		Name:           "testmachine",
+		NamespaceID:    n.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		AuthKeyID:      uint(pak.ID),
+		IPAddress:      ip.String(),
+	}
+	h.db.Save(&m)
+
+	ips, err := h.getUsedIPs()
+
+	c.Assert(err, check.IsNil)
+
+	expected := netaddr.MustParseIP("10.27.0.1")
+
+	c.Assert(ips[0], check.Equals, expected)
+
+	m1, err := h.GetMachineByID(0)
+	c.Assert(err, check.IsNil)
+
+	c.Assert(m1.IPAddress, check.Equals, expected.String())
+}
+
+func (s *Suite) TestGetMultiIp(c *check.C) {
+	n, err := h.CreateNamespace("test-ip-multi")
+	c.Assert(err, check.IsNil)
+
+	for i := 1; i <= 350; i++ {
+		ip, err := h.getAvailableIP()
+		c.Assert(err, check.IsNil)
+
+		pak, err := h.CreatePreAuthKey(n.Name, false, false, nil)
+		c.Assert(err, check.IsNil)
+
+		_, err = h.GetMachine("test", "testmachine")
+		c.Assert(err, check.NotNil)
+
+		m := Machine{
+			ID:             uint64(i),
+			MachineKey:     "foo",
+			NodeKey:        "bar",
+			DiscoKey:       "faa",
+			Name:           "testmachine",
+			NamespaceID:    n.ID,
+			Registered:     true,
+			RegisterMethod: "authKey",
+			AuthKeyID:      uint(pak.ID),
+			IPAddress:      ip.String(),
+		}
+		h.db.Save(&m)
+	}
+
+	ips, err := h.getUsedIPs()
+
+	c.Assert(err, check.IsNil)
+
+	c.Assert(len(ips), check.Equals, 350)
+
+	c.Assert(ips[0], check.Equals, netaddr.MustParseIP("10.27.0.1"))
+	c.Assert(ips[9], check.Equals, netaddr.MustParseIP("10.27.0.10"))
+	c.Assert(ips[300], check.Equals, netaddr.MustParseIP("10.27.1.47"))
+
+	// Check that we can read back the IPs
+	m1, err := h.GetMachineByID(1)
+	c.Assert(err, check.IsNil)
+	c.Assert(m1.IPAddress, check.Equals, netaddr.MustParseIP("10.27.0.1").String())
+
+	m50, err := h.GetMachineByID(50)
+	c.Assert(err, check.IsNil)
+	c.Assert(m50.IPAddress, check.Equals, netaddr.MustParseIP("10.27.0.50").String())
+
+	expectedNextIP := netaddr.MustParseIP("10.27.1.97")
+	nextIP, err := h.getAvailableIP()
+	c.Assert(err, check.IsNil)
+
+	c.Assert(nextIP.String(), check.Equals, expectedNextIP.String())
+
+	// If we call get Available again, we should receive
+	// the same IP, as it has not been reserved.
+	nextIP2, err := h.getAvailableIP()
+	c.Assert(err, check.IsNil)
+
+	c.Assert(nextIP2.String(), check.Equals, expectedNextIP.String())
+}
+
+func (s *Suite) TestGetAvailableIpMachineWithoutIP(c *check.C) {
+	ip, err := h.getAvailableIP()
+	c.Assert(err, check.IsNil)
+
+	expected := netaddr.MustParseIP("10.27.0.1")
+
+	c.Assert(ip.String(), check.Equals, expected.String())
+
+	n, err := h.CreateNamespace("test_ip")
+	c.Assert(err, check.IsNil)
+
+	pak, err := h.CreatePreAuthKey(n.Name, false, false, nil)
+	c.Assert(err, check.IsNil)
+
+	_, err = h.GetMachine("test", "testmachine")
+	c.Assert(err, check.NotNil)
+
+	m := Machine{
+		ID:             0,
+		MachineKey:     "foo",
+		NodeKey:        "bar",
+		DiscoKey:       "faa",
+		Name:           "testmachine",
+		NamespaceID:    n.ID,
+		Registered:     true,
+		RegisterMethod: "authKey",
+		AuthKeyID:      uint(pak.ID),
+	}
+	h.db.Save(&m)
+
+	ip2, err := h.getAvailableIP()
+	c.Assert(err, check.IsNil)
+
+	c.Assert(ip2.String(), check.Equals, expected.String())
+}