diff --git a/cloud.go b/cloud.go
index e22b775..dc50428 100644
--- a/cloud.go
+++ b/cloud.go
@@ -7,6 +7,7 @@ import (
 	"fmt"
 	"net/http"
 	"net/url"
+	"sync"
 	"time"
 
 	"github.com/coder/websocket/wsjson"
@@ -121,6 +122,11 @@ var (
 	)
 )
 
+var (
+	cloudDisconnectChan chan error
+	cloudDisconnectLock = &sync.Mutex{}
+)
+
 func wsResetMetrics(established bool, sourceType string, source string) {
 	metricConnectionLastPingTimestamp.WithLabelValues(sourceType, source).Set(-1)
 	metricConnectionLastPingDuration.WithLabelValues(sourceType, source).Set(-1)
diff --git a/web.go b/web.go
index 7d7724b..97e002d 100644
--- a/web.go
+++ b/web.go
@@ -207,6 +207,24 @@ func handleWebRTCSignalWsMessages(wsCon *websocket.Conn, isCloudConnection bool,
 		}
 	}()
 
+	if isCloudConnection {
+		// create a channel to receive the disconnect event, once received, we cancelRun
+		cloudDisconnectChan = make(chan error)
+		defer func() {
+			close(cloudDisconnectChan)
+			cloudDisconnectChan = nil
+		}()
+		go func() {
+			for err := range cloudDisconnectChan {
+				if err == nil {
+					continue
+				}
+				cloudLogger.Infof("disconnecting from cloud due to: %v", err)
+				cancelRun()
+			}
+		}()
+	}
+
 	for {
 		typ, msg, err := wsCon.Read(runCtx)
 		if err != nil {