diff --git a/tstest/integration/gen_deps.go b/tstest/integration/gen_deps.go
index 5027d101e..cf5a034e6 100644
--- a/tstest/integration/gen_deps.go
+++ b/tstest/integration/gen_deps.go
@@ -12,16 +12,25 @@ import (
 	"fmt"
 	"io/ioutil"
 	"log"
+	"os"
 	"os/exec"
 )
 
 func main() {
+	for _, goos := range []string{"windows", "linux", "darwin", "freebsd", "openbsd"} {
+		generate(goos)
+	}
+}
+
+func generate(goos string) {
 	var x struct {
 		Imports []string
 	}
-	j, err := exec.Command("go", "list", "-json", "tailscale.com/cmd/tailscaled").Output()
+	cmd := exec.Command("go", "list", "-json", "tailscale.com/cmd/tailscaled")
+	cmd.Env = append(os.Environ(), "GOOS="+goos, "GOARCH=amd64")
+	j, err := cmd.Output()
 	if err != nil {
-		log.Fatal(err)
+		log.Fatalf("GOOS=%s GOARCH=amd64 %s: %v", goos, cmd, err)
 	}
 	if err := json.Unmarshal(j, &x); err != nil {
 		log.Fatal(err)
@@ -46,7 +55,8 @@ import (
 	}
 	fmt.Fprintf(&out, ")\n")
 
-	err = ioutil.WriteFile("tailscaled_deps_test.go", out.Bytes(), 0644)
+	filename := fmt.Sprintf("tailscaled_deps_test_%s.go", goos)
+	err = ioutil.WriteFile(filename, out.Bytes(), 0644)
 	if err != nil {
 		log.Fatal(err)
 	}
diff --git a/tstest/integration/tailscaled_deps_test_darwin.go b/tstest/integration/tailscaled_deps_test_darwin.go
new file mode 100644
index 000000000..29a5880ca
--- /dev/null
+++ b/tstest/integration/tailscaled_deps_test_darwin.go
@@ -0,0 +1,60 @@
+// Copyright (c) 2021 Tailscale Inc & AUTHORS All rights reserved.
+// Use of this source code is governed by a BSD-style
+// license that can be found in the LICENSE file.
+
+// Code generated by gen_deps.go; DO NOT EDIT.
+
+package integration
+
+import (
+	// And depend on a bunch of tailscaled innards, for Go's test caching.
+	// Otherwise cmd/go never sees that we depend on these packages'
+	// transitive deps when we run "go install tailscaled" in a child
+	// process and can cache a prior success when a dependency changes.
+	_ "context"
+	_ "crypto/tls"
+	_ "encoding/json"
+	_ "errors"
+	_ "flag"
+	_ "fmt"
+	_ "github.com/go-multierror/multierror"
+	_ "io"
+	_ "io/ioutil"
+	_ "log"
+	_ "net"
+	_ "net/http"
+	_ "net/http/httptrace"
+	_ "net/http/pprof"
+	_ "net/url"
+	_ "os"
+	_ "os/exec"
+	_ "os/signal"
+	_ "path/filepath"
+	_ "runtime"
+	_ "runtime/debug"
+	_ "strconv"
+	_ "strings"
+	_ "syscall"
+	_ "tailscale.com/derp/derphttp"
+	_ "tailscale.com/ipn"
+	_ "tailscale.com/ipn/ipnserver"
+	_ "tailscale.com/logpolicy"
+	_ "tailscale.com/net/dns"
+	_ "tailscale.com/net/interfaces"
+	_ "tailscale.com/net/socks5/tssocks"
+	_ "tailscale.com/net/tshttpproxy"
+	_ "tailscale.com/net/tstun"
+	_ "tailscale.com/paths"
+	_ "tailscale.com/tailcfg"
+	_ "tailscale.com/types/flagtype"
+	_ "tailscale.com/types/key"
+	_ "tailscale.com/types/logger"
+	_ "tailscale.com/util/osshare"
+	_ "tailscale.com/version"
+	_ "tailscale.com/version/distro"
+	_ "tailscale.com/wgengine"
+	_ "tailscale.com/wgengine/monitor"
+	_ "tailscale.com/wgengine/netstack"
+	_ "tailscale.com/wgengine/router"
+	_ "time"
+)
diff --git a/tstest/integration/tailscaled_deps_test.go b/tstest/integration/tailscaled_deps_test_freebsd.go
similarity index 100%
rename from tstest/integration/tailscaled_deps_test.go
rename to tstest/integration/tailscaled_deps_test_freebsd.go
diff --git a/tstest/integration/tailscaled_deps_test_linux.go b/tstest/integration/tailscaled_deps_test_linux.go
new file mode 100644
index 000000000..84b35b592
--- /dev/null
+++ b/tstest/integration/tailscaled_deps_test_linux.go
@@ -0,0 +1,58 @@
+// Copyright (c) 2021 Tailscale Inc & AUTHORS All rights reserved.
+// Use of this source code is governed by a BSD-style
+// license that can be found in the LICENSE file.
+
+// Code generated by gen_deps.go; DO NOT EDIT.
+
+package integration
+
+import (
+	// And depend on a bunch of tailscaled innards, for Go's test caching.
+	// Otherwise cmd/go never sees that we depend on these packages'
+	// transitive deps when we run "go install tailscaled" in a child
+	// process and can cache a prior success when a dependency changes.
+	_ "context"
+	_ "crypto/tls"
+	_ "encoding/json"
+	_ "errors"
+	_ "flag"
+	_ "fmt"
+	_ "github.com/go-multierror/multierror"
+	_ "io"
+	_ "io/ioutil"
+	_ "log"
+	_ "net"
+	_ "net/http"
+	_ "net/http/httptrace"
+	_ "net/http/pprof"
+	_ "net/url"
+	_ "os"
+	_ "os/signal"
+	_ "runtime"
+	_ "runtime/debug"
+	_ "strconv"
+	_ "strings"
+	_ "syscall"
+	_ "tailscale.com/derp/derphttp"
+	_ "tailscale.com/ipn"
+	_ "tailscale.com/ipn/ipnserver"
+	_ "tailscale.com/logpolicy"
+	_ "tailscale.com/net/dns"
+	_ "tailscale.com/net/interfaces"
+	_ "tailscale.com/net/socks5/tssocks"
+	_ "tailscale.com/net/tshttpproxy"
+	_ "tailscale.com/net/tstun"
+	_ "tailscale.com/paths"
+	_ "tailscale.com/tailcfg"
+	_ "tailscale.com/types/flagtype"
+	_ "tailscale.com/types/key"
+	_ "tailscale.com/types/logger"
+	_ "tailscale.com/util/osshare"
+	_ "tailscale.com/version"
+	_ "tailscale.com/version/distro"
+	_ "tailscale.com/wgengine"
+	_ "tailscale.com/wgengine/monitor"
+	_ "tailscale.com/wgengine/netstack"
+	_ "tailscale.com/wgengine/router"
+	_ "time"
+)
diff --git a/tstest/integration/tailscaled_deps_test_openbsd.go b/tstest/integration/tailscaled_deps_test_openbsd.go
new file mode 100644
index 000000000..84b35b592
--- /dev/null
+++ b/tstest/integration/tailscaled_deps_test_openbsd.go
@@ -0,0 +1,58 @@
+// Copyright (c) 2021 Tailscale Inc & AUTHORS All rights reserved.
+// Use of this source code is governed by a BSD-style
+// license that can be found in the LICENSE file.
+
+// Code generated by gen_deps.go; DO NOT EDIT.
+
+package integration
+
+import (
+	// And depend on a bunch of tailscaled innards, for Go's test caching.
+	// Otherwise cmd/go never sees that we depend on these packages'
+	// transitive deps when we run "go install tailscaled" in a child
+	// process and can cache a prior success when a dependency changes.
+	_ "context"
+	_ "crypto/tls"
+	_ "encoding/json"
+	_ "errors"
+	_ "flag"
+	_ "fmt"
+	_ "github.com/go-multierror/multierror"
+	_ "io"
+	_ "io/ioutil"
+	_ "log"
+	_ "net"
+	_ "net/http"
+	_ "net/http/httptrace"
+	_ "net/http/pprof"
+	_ "net/url"
+	_ "os"
+	_ "os/signal"
+	_ "runtime"
+	_ "runtime/debug"
+	_ "strconv"
+	_ "strings"
+	_ "syscall"
+	_ "tailscale.com/derp/derphttp"
+	_ "tailscale.com/ipn"
+	_ "tailscale.com/ipn/ipnserver"
+	_ "tailscale.com/logpolicy"
+	_ "tailscale.com/net/dns"
+	_ "tailscale.com/net/interfaces"
+	_ "tailscale.com/net/socks5/tssocks"
+	_ "tailscale.com/net/tshttpproxy"
+	_ "tailscale.com/net/tstun"
+	_ "tailscale.com/paths"
+	_ "tailscale.com/tailcfg"
+	_ "tailscale.com/types/flagtype"
+	_ "tailscale.com/types/key"
+	_ "tailscale.com/types/logger"
+	_ "tailscale.com/util/osshare"
+	_ "tailscale.com/version"
+	_ "tailscale.com/version/distro"
+	_ "tailscale.com/wgengine"
+	_ "tailscale.com/wgengine/monitor"
+	_ "tailscale.com/wgengine/netstack"
+	_ "tailscale.com/wgengine/router"
+	_ "time"
+)
diff --git a/tstest/integration/tailscaled_deps_test_windows.go b/tstest/integration/tailscaled_deps_test_windows.go
new file mode 100644
index 000000000..69a11257c
--- /dev/null
+++ b/tstest/integration/tailscaled_deps_test_windows.go
@@ -0,0 +1,65 @@
+// Copyright (c) 2021 Tailscale Inc & AUTHORS All rights reserved.
+// Use of this source code is governed by a BSD-style
+// license that can be found in the LICENSE file.
+
+// Code generated by gen_deps.go; DO NOT EDIT.
+
+package integration
+
+import (
+	// And depend on a bunch of tailscaled innards, for Go's test caching.
+	// Otherwise cmd/go never sees that we depend on these packages'
+	// transitive deps when we run "go install tailscaled" in a child
+	// process and can cache a prior success when a dependency changes.
+	_ "context"
+	_ "crypto/tls"
+	_ "encoding/json"
+	_ "errors"
+	_ "flag"
+	_ "fmt"
+	_ "github.com/go-multierror/multierror"
+	_ "golang.org/x/sys/windows"
+	_ "golang.org/x/sys/windows/svc"
+	_ "golang.org/x/sys/windows/svc/mgr"
+	_ "golang.zx2c4.com/wireguard/windows/tunnel/winipcfg"
+	_ "inet.af/netaddr"
+	_ "io"
+	_ "io/ioutil"
+	_ "log"
+	_ "net"
+	_ "net/http"
+	_ "net/http/httptrace"
+	_ "net/http/pprof"
+	_ "net/url"
+	_ "os"
+	_ "os/signal"
+	_ "runtime"
+	_ "runtime/debug"
+	_ "strconv"
+	_ "strings"
+	_ "syscall"
+	_ "tailscale.com/derp/derphttp"
+	_ "tailscale.com/ipn"
+	_ "tailscale.com/ipn/ipnserver"
+	_ "tailscale.com/logpolicy"
+	_ "tailscale.com/logtail/backoff"
+	_ "tailscale.com/net/dns"
+	_ "tailscale.com/net/interfaces"
+	_ "tailscale.com/net/socks5/tssocks"
+	_ "tailscale.com/net/tshttpproxy"
+	_ "tailscale.com/net/tstun"
+	_ "tailscale.com/paths"
+	_ "tailscale.com/tailcfg"
+	_ "tailscale.com/types/flagtype"
+	_ "tailscale.com/types/key"
+	_ "tailscale.com/types/logger"
+	_ "tailscale.com/util/osshare"
+	_ "tailscale.com/version"
+	_ "tailscale.com/version/distro"
+	_ "tailscale.com/wf"
+	_ "tailscale.com/wgengine"
+	_ "tailscale.com/wgengine/monitor"
+	_ "tailscale.com/wgengine/netstack"
+	_ "tailscale.com/wgengine/router"
+	_ "time"
+)