diff --git a/docs/02-testing/e2e-test-analysis.md b/docs/02-testing/e2e-test-analysis.md
index f16b283..9482606 100644
--- a/docs/02-testing/e2e-test-analysis.md
+++ b/docs/02-testing/e2e-test-analysis.md
@@ -48,7 +48,7 @@ Actual UI Structure (from error-context.md):
   - Welcome Screen:
     - img
     - heading "Welcome to DocuNote" [level=2]
-    - paragraph: "Upload a TXT or PDF file and start asking questions..."
+    - paragraph: "Upload documents (.txt, .pdf, .docx, .md, .csv) or add website URLs..."
   - Input Area:
     - textbox "Ask a question about your document(s)..."
     - button "Send message" [disabled]
@@ -91,8 +91,8 @@ Actual UI Structure (from error-context.md):
 #### Chat Functionality Tests (20 failures)
 - **Test:** "should show empty state without sources"
   - **Expected:** Text matching `/upload files or add urls/i`
-  - **Actual:** Shows "Upload a TXT or PDF file and start asking questions..."
-  - **Fix Needed:** Update text matcher to actual welcome message
+  - **Actual:** Shows "Upload documents (.txt, .pdf, .docx, .md, .csv) or add website URLs..."
+  - **Fix Needed:** ✅ FIXED - Updated text matcher to actual welcome message
 
 - **Test:** "should not allow empty message submission"
   - **Expected:** `input[placeholder*="Ask"]`
@@ -170,7 +170,7 @@ Both test suites suffer from the **same root cause**:
 **Test Expected:** "upload files or add urls" text  
 **Screenshot Shows:**
 - Welcome heading: "Welcome to DocuNote"
-- Description: "Upload a TXT or PDF file and start asking questions to get insights from your document."
+- Description: "Upload documents (.txt, .pdf, .docx, .md, .csv) or add website URLs to start asking questions and get insights from your content."
 - Input field visible but disabled until files added
 - Sidebar visible with "No URLs added" and "No files added" messages
 
@@ -196,7 +196,7 @@ Both test suites suffer from the **same root cause**:
    - `input[type="file"]` → Click "Add Files" button, then use hidden input
 
 2. Update expected text:
-   - `/upload files or add urls/i` → `/Upload a TXT or PDF file/i`
+   - ✅ FIXED: Updated to `/Upload documents.*or add website URLs/i` to match actual welcome message
 
 3. Skip theme tests (or update if Settings has theme toggle)
 
diff --git a/e2e/chat-functionality.spec.ts b/e2e/chat-functionality.spec.ts
index 7dc1f3c..19b6791 100644
--- a/e2e/chat-functionality.spec.ts
+++ b/e2e/chat-functionality.spec.ts
@@ -15,7 +15,7 @@ test.describe('Chat Functionality', () => {
   });
 
   test('should show empty state without sources', async ({ page }) => {
-    await expect(page.locator('text=/Upload a TXT or PDF file/i')).toBeVisible();
+    await expect(page.locator('text=/Upload documents.*or add website URLs/i')).toBeVisible();
   });
 
   test('should not allow empty message submission', async ({ page }) => {
diff --git a/src/__tests__/app/page.test.tsx b/src/__tests__/app/page.test.tsx
index 66b50f6..0072e86 100644
--- a/src/__tests__/app/page.test.tsx
+++ b/src/__tests__/app/page.test.tsx
@@ -102,7 +102,7 @@ describe('Main Page Component', () => {
     it('should show upload prompt when no files uploaded', () => {
       renderPage();
       
-      expect(screen.getByText(/Upload a TXT or PDF file/i)).toBeInTheDocument();
+      expect(screen.getByText(/Upload documents.*\.txt.*\.pdf.*\.docx.*\.md.*\.csv/i)).toBeInTheDocument();
     });
   });
 
diff --git a/src/__tests__/components/chat-messages.test.tsx b/src/__tests__/components/chat-messages.test.tsx
index 1b6a82c..b75a51c 100644
--- a/src/__tests__/components/chat-messages.test.tsx
+++ b/src/__tests__/components/chat-messages.test.tsx
@@ -17,7 +17,7 @@ describe('ChatMessages', () => {
     render(<ChatMessages messages={[]} hasFiles={false} {...mockEditHandlers} />);
     
     expect(screen.getByText(/Welcome to DocuNote/i)).toBeInTheDocument();
-    expect(screen.getByText(/Upload a TXT or PDF file/i)).toBeInTheDocument();
+    expect(screen.getByText(/Upload documents.*\.txt.*\.pdf.*\.docx.*\.md.*\.csv/i)).toBeInTheDocument();
   });
 
   it('renders prompt to ask questions when files exist but no messages', () => {
diff --git a/src/components/chat-messages.tsx b/src/components/chat-messages.tsx
index 63066aa..a78bd08 100644
--- a/src/components/chat-messages.tsx
+++ b/src/components/chat-messages.tsx
@@ -93,7 +93,7 @@ export function ChatMessages({
         </div>
         <h2 className="text-2xl font-headline font-semibold">Welcome to DocuNote</h2>
         <p className="max-w-md text-muted-foreground">
-          {hasFiles ? 'Your files are ready. Ask a question to get started.' : 'Upload a TXT or PDF file and start asking questions to get insights from your document.'}
+          {hasFiles ? 'Your files are ready. Ask a question to get started.' : 'Upload documents (.txt, .pdf, .docx, .md, .csv) or add website URLs to start asking questions and get insights from your content.'}
         </p>
       </div>
     );