diff --git a/src/services/slack/index.ts b/src/services/slack/index.ts
index e1471e5990..39a7dd13a3 100644
--- a/src/services/slack/index.ts
+++ b/src/services/slack/index.ts
@@ -2,6 +2,7 @@ import * as vscode from 'vscode'
 
 let isSlackEnabled = false
 let webhookUrl = ''
+let messageCount = 0
 
 /**
  * Set slack notification configuration
@@ -9,6 +10,9 @@ let webhookUrl = ''
  */
 export const setSlackEnabled = (enabled: boolean): void => {
   isSlackEnabled = enabled
+  if (!enabled) {
+    messageCount = 0
+  }
 }
 
 /**
@@ -19,6 +23,14 @@ export const setWebhookUrl = (url: string): void => {
   webhookUrl = url
 }
 
+/**
+ * Reset the message counter
+ * This is useful for starting a new sequence
+ */
+export const resetThread = (): void => {
+  messageCount = 0
+}
+
 /**
  * Send a slack message
  * @param text string
@@ -34,12 +46,16 @@ export const sendSlackMessage = async (text: string): Promise<void> => {
       return
     }
 
+    // For subsequent messages, add a visual indicator that it's part of a sequence
+    const formattedText = messageCount > 0 ? `↪️ ${text}` : text
+    messageCount++
+
     const response = await fetch(webhookUrl, {
       method: 'POST',
       headers: {
         'Content-Type': 'application/json'
       },
-      body: JSON.stringify({ text })
+      body: JSON.stringify({ text: formattedText })
     })
 
     if (!response.ok) {
diff --git a/src/test/slack.test.ts b/src/test/slack.test.ts
index 990cf50acb..593a739b74 100644
--- a/src/test/slack.test.ts
+++ b/src/test/slack.test.ts
@@ -1,19 +1,70 @@
-import { setSlackEnabled, setWebhookUrl, sendSlackMessage, notifyTaskComplete, notifyUserInputNeeded, notifyTaskFailed, notifyCommandExecution } from '../services/slack'
+import { setSlackEnabled, setWebhookUrl, sendSlackMessage, notifyTaskComplete, notifyUserInputNeeded, notifyTaskFailed, notifyCommandExecution, resetThread } from '../services/slack'
 
 describe('Slack Notifications', () => {
     let mockFetch: jest.Mock
 
     beforeEach(() => {
-        mockFetch = jest.fn()
+        mockFetch = jest.fn().mockImplementation(() => 
+            Promise.resolve({
+                ok: true,
+                text: () => Promise.resolve('ok')
+            })
+        )
         global.fetch = mockFetch
         setWebhookUrl('https://hooks.slack.com/services/test')
         setSlackEnabled(true)
+        resetThread()
     })
 
     afterEach(() => {
         jest.resetAllMocks()
         setSlackEnabled(false)
         setWebhookUrl('')
+        resetThread()
+    })
+
+    it('should send first message without indicator', async () => {
+        await sendSlackMessage('First message')
+        expect(mockFetch).toHaveBeenCalledWith(
+            'https://hooks.slack.com/services/test',
+            expect.objectContaining({
+                method: 'POST',
+                headers: { 'Content-Type': 'application/json' },
+                body: JSON.stringify({ text: 'First message' })
+            })
+        )
+    })
+
+    it('should send subsequent messages with reply indicator', async () => {
+        // First message
+        await sendSlackMessage('First message')
+        
+        // Second message should have indicator
+        await sendSlackMessage('Second message')
+        expect(mockFetch).toHaveBeenLastCalledWith(
+            'https://hooks.slack.com/services/test',
+            expect.objectContaining({
+                method: 'POST',
+                headers: { 'Content-Type': 'application/json' },
+                body: JSON.stringify({ text: '↪️ Second message' })
+            })
+        )
+    })
+
+    it('should reset message sequence when slack is disabled', async () => {
+        await sendSlackMessage('First message')
+        await sendSlackMessage('Second message')
+        setSlackEnabled(false)
+        setSlackEnabled(true)
+        await sendSlackMessage('New message')
+        expect(mockFetch).toHaveBeenLastCalledWith(
+            'https://hooks.slack.com/services/test',
+            expect.objectContaining({
+                method: 'POST',
+                headers: { 'Content-Type': 'application/json' },
+                body: JSON.stringify({ text: 'New message' })
+            })
+        )
     })
 
     it('should send task completion notification', async () => {
@@ -88,4 +139,19 @@ describe('Slack Notifications', () => {
             })
         )
     })
+
+    it('should start new sequence after resetThread is called', async () => {
+        await sendSlackMessage('First message')
+        await sendSlackMessage('Second message')
+        resetThread()
+        await sendSlackMessage('New first message')
+        expect(mockFetch).toHaveBeenLastCalledWith(
+            'https://hooks.slack.com/services/test',
+            expect.objectContaining({
+                method: 'POST',
+                headers: { 'Content-Type': 'application/json' },
+                body: JSON.stringify({ text: 'New first message' })
+            })
+        )
+    })
 })
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