diff --git a/hscontrol/types/users.go b/hscontrol/types/users.go
index d2b86ff4..55cd8fb1 100644
--- a/hscontrol/types/users.go
+++ b/hscontrol/types/users.go
@@ -3,6 +3,8 @@ package types
 import (
 	"cmp"
 	"database/sql"
+	"encoding/json"
+	"fmt"
 	"net/mail"
 	"strconv"
 
@@ -119,18 +121,49 @@ func (u *User) Proto() *v1.User {
 	}
 }
 
+// JumpCloud returns a JSON where email_verified is returned as a
+// string "true" or "false" instead of a boolean.
+// This maps bool to a specific type with a custom unmarshaler to
+// ensure we can decode it from a string.
+// https://github.com/juanfont/headscale/issues/2293
+type FlexibleBoolean bool
+
+func (bit *FlexibleBoolean) UnmarshalJSON(data []byte) error {
+	var val interface{}
+	err := json.Unmarshal(data, &val)
+	if err != nil {
+		return fmt.Errorf("could not unmarshal data: %w", err)
+	}
+
+	switch v := val.(type) {
+	case bool:
+		*bit = FlexibleBoolean(v)
+	case string:
+		pv, err := strconv.ParseBool(v)
+		if err != nil {
+			return fmt.Errorf("could not parse %s as boolean: %w", v, err)
+		}
+		*bit = FlexibleBoolean(pv)
+
+	default:
+		return fmt.Errorf("could not parse %v as boolean", v)
+	}
+
+	return nil
+}
+
 type OIDCClaims struct {
 	// Sub is the user's unique identifier at the provider.
 	Sub string `json:"sub"`
 	Iss string `json:"iss"`
 
 	// Name is the user's full name.
-	Name              string   `json:"name,omitempty"`
-	Groups            []string `json:"groups,omitempty"`
-	Email             string   `json:"email,omitempty"`
-	EmailVerified     bool     `json:"email_verified,omitempty"`
-	ProfilePictureURL string   `json:"picture,omitempty"`
-	Username          string   `json:"preferred_username,omitempty"`
+	Name              string          `json:"name,omitempty"`
+	Groups            []string        `json:"groups,omitempty"`
+	Email             string          `json:"email,omitempty"`
+	EmailVerified     FlexibleBoolean `json:"email_verified,omitempty"`
+	ProfilePictureURL string          `json:"picture,omitempty"`
+	Username          string          `json:"preferred_username,omitempty"`
 }
 
 func (c *OIDCClaims) Identifier() string {
diff --git a/hscontrol/types/users_test.go b/hscontrol/types/users_test.go
new file mode 100644
index 00000000..dad1d814
--- /dev/null
+++ b/hscontrol/types/users_test.go
@@ -0,0 +1,75 @@
+package types
+
+import (
+	"encoding/json"
+	"testing"
+
+	"github.com/google/go-cmp/cmp"
+)
+
+func TestUnmarshallOIDCClaims(t *testing.T) {
+	tests := []struct {
+		name    string
+		jsonstr string
+		want    OIDCClaims
+	}{
+		{
+			name: "normal-bool",
+			jsonstr: `
+{
+  "sub": "test",
+  "email": "test@test.no",
+  "email_verified": true
+}
+			`,
+			want: OIDCClaims{
+				Sub:           "test",
+				Email:         "test@test.no",
+				EmailVerified: true,
+			},
+		},
+		{
+			name: "string-bool-true",
+			jsonstr: `
+{
+  "sub": "test2",
+  "email": "test2@test.no",
+  "email_verified": "true"
+}
+			`,
+			want: OIDCClaims{
+				Sub:           "test2",
+				Email:         "test2@test.no",
+				EmailVerified: true,
+			},
+		},
+		{
+			name: "string-bool-false",
+			jsonstr: `
+{
+  "sub": "test3",
+  "email": "test3@test.no",
+  "email_verified": "false"
+}
+			`,
+			want: OIDCClaims{
+				Sub:           "test3",
+				Email:         "test3@test.no",
+				EmailVerified: false,
+			},
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			var got OIDCClaims
+			if err := json.Unmarshal([]byte(tt.jsonstr), &got); err != nil {
+				t.Errorf("UnmarshallOIDCClaims() error = %v", err)
+				return
+			}
+			if diff := cmp.Diff(got, tt.want); diff != "" {
+				t.Errorf("UnmarshallOIDCClaims() mismatch (-want +got):\n%s", diff)
+			}
+		})
+	}
+}