diff --git a/src/phone.ts b/src/phone.ts
index 9be461c..acb177f 100644
--- a/src/phone.ts
+++ b/src/phone.ts
@@ -119,6 +119,11 @@ const startBaresip = async (phoneService: PhoneService, hook: GPIO.Input, ringer
     phoneService.send({ type: "remote-hang-up" })
   })
 
+  baresip.dialFailed.on(({ reason }) => {
+    log.error("🐻 dial failed:", reason)
+    phoneService.send({ type: "dial-failed" } as any)
+  })
+
   baresip.connect().catch((error) => {
     log.error("🐻 connection error:", error)
     phoneService.send({ type: "error", message: error.message })
@@ -342,6 +347,16 @@ const answerCall = (ctx: PhoneContext) => {
   ctx.baresip.accept()
 }
 
+const playDialFailedMessage = async () => {
+  log.error("📞 Call failed - playing error tone")
+  // Play fast busy signal (reorder tone)
+  const errorTone = await player.playTone([480, 620], 500)
+  await sleep(500)
+  errorTone.stop()
+  await player.playTone([480, 620], 500)
+  await sleep(500)
+}
+
 const makeCall = async (ctx: PhoneContext) => {
   log(`Dialing number: ${ctx.numberDialed}`)
   if (ctx.numberDialed === 1) {
@@ -455,8 +470,9 @@ const phoneMachine = createMachine(
         t("dial-stop", "outgoing"),
         t("digit_increment", "dialing", r(digitIncrement)),
         t("hang-up", "idle")),          
-      outgoing: invoke(makeCall,        
+      outgoing: invoke(makeCall,
         t("answered", "connected"),
+        t("dial-failed", "ready", a(playDialFailedMessage)),
         t("hang-up", "idle", a(hangUp))),
       aborted: state(
         t("hang-up", "idle")),
diff --git a/src/sip.ts b/src/sip.ts
index 4626d84..267118c 100644
--- a/src/sip.ts
+++ b/src/sip.ts
@@ -8,6 +8,7 @@ export class Baresip {
   callEstablished = new Emitter<{ contact: string }>()
   callReceived = new Emitter<{ contact: string }>()
   hungUp = new Emitter()
+  dialFailed = new Emitter<{ reason: string }>()
   error = new Emitter<{ message: string; statusCode?: string; reason?: string }>()
   registrationSuccess = new Emitter()
 
@@ -39,8 +40,11 @@ export class Baresip {
     executeCommand("a")
   }
 
-  dial(phoneNumber: string) {
-    executeCommand(`d${phoneNumber}`)
+  async dial(phoneNumber: string) {
+    const success = await executeCommand(`d${phoneNumber}`)
+    if (!success) {
+      this.dialFailed.emit({ reason: "Command timed out - registration may have failed" })
+    }
   }
 
   hangUp() {
@@ -52,6 +56,7 @@ export class Baresip {
     this.callReceived.removeAllListeners()
     this.hungUp.removeAllListeners()
     this.registrationSuccess.removeAllListeners()
+    this.dialFailed.removeAllListeners()
     this.error.removeAllListeners()
   }
 
@@ -113,15 +118,21 @@ export class Baresip {
   }
 }
 
-const executeCommand = async (command: string) => {
+const executeCommand = async (command: string): Promise<boolean> => {
   try {
     const url = new URL(`/?${command}`, "http://127.0.0.1:8000")
-    const response = await Bun.fetch(url)
+    const controller = new AbortController()
+    const timeout = setTimeout(() => controller.abort(), 10000)
+
+    const response = await fetch(url, { signal: controller.signal })
+    clearTimeout(timeout)
 
     if (!response.ok) {
       throw new Error(`Error executing command: ${response.statusText}`)
     }
+    return true
   } catch (error) {
     log.error("Failed to execute command:", error)
+    return false
   }
 }