diff --git a/api/server/services/Files/Code/process.js b/api/server/services/Files/Code/process.js
index 10ba254a19ce..729b5c637e4f 100644
--- a/api/server/services/Files/Code/process.js
+++ b/api/server/services/Files/Code/process.js
@@ -731,13 +731,34 @@ const getPreviewContextSuffix = (file) => {
     : ' (preview unavailable)';
 };
 
+const OFFICE_DOCUMENT_EXTENSIONS = new Set([
+  '.doc',
+  '.docx',
+  '.xls',
+  '.xlsx',
+  '.ppt',
+  '.pptx',
+  '.odt',
+  '.ods',
+  '.odp',
+]);
+
+const getOfficeDocumentContextSuffix = (file) => {
+  const ext = path.extname(file.filename ?? '').toLowerCase();
+  if (!OFFICE_DOCUMENT_EXTENSIONS.has(ext)) {
+    return '';
+  }
+
+  return ' (Office document; use bash_tool, not read_file, to inspect or extract text)';
+};
+
 const getVisibleCodeFileContextLine = (file, agentResourceIds) => {
   if (file.context === FileContext.execute_code) {
     return '';
   }
 
   const fileSuffix = agentResourceIds.has(file.file_id) ? '' : ' (attached by user)';
-  return `\n\t- /mnt/data/${file.filename}${fileSuffix}${getPreviewContextSuffix(file)}`;
+  return `\n\t- /mnt/data/${file.filename}${fileSuffix}${getPreviewContextSuffix(file)}${getOfficeDocumentContextSuffix(file)}`;
 };
 
 const appendVisibleCodeFileContext = (toolContext, contextLine) => {
diff --git a/api/server/services/Files/Code/process.spec.js b/api/server/services/Files/Code/process.spec.js
index 0bff06adf324..0a612d542991 100644
--- a/api/server/services/Files/Code/process.spec.js
+++ b/api/server/services/Files/Code/process.spec.js
@@ -2055,6 +2055,28 @@ describe('Code Process', () => {
       expect(result.toolContext).not.toContain('preview');
     });
 
+    it('annotates Office input files with a bash extraction hint', async () => {
+      setupSessionInfoOk();
+      getFiles.mockResolvedValue([
+        makeFile({
+          filename: 'employee-report.docx',
+          type: 'application/vnd.openxmlformats-officedocument.wordprocessingml.document',
+          status: 'ready',
+        }),
+      ]);
+
+      const result = await primeFiles({
+        req: { user: { id: 'user-123', role: 'USER' } },
+        tool_resources: { execute_code: { file_ids: ['fid-ready'], files: [] } },
+        agentId: 'agent-id',
+      });
+
+      expect(result.toolContext).toContain('/mnt/data/employee-report.docx');
+      expect(result.toolContext).toContain('Office document');
+      expect(result.toolContext).toContain('bash_tool');
+      expect(result.toolContext).toContain('not read_file');
+    });
+
     it('does not annotate a legacy file (no status field, back-compat)', async () => {
       /* Records pre-dating the deferred-preview flow have no `status`. They
        * MUST render exactly as before — no suffix at all. */
diff --git a/packages/api/src/agents/handlers.spec.ts b/packages/api/src/agents/handlers.spec.ts
index b597e8880ae7..49861bbdf8f9 100644
--- a/packages/api/src/agents/handlers.spec.ts
+++ b/packages/api/src/agents/handlers.spec.ts
@@ -2801,6 +2801,30 @@ describe('createToolExecuteHandler', () => {
         expect(result.errorMessage).toContain('bash_tool');
       });
 
+      it('rejects Office documents with an extraction hint instead of a generic binary error', async () => {
+        const readSandboxFile = jest.fn();
+        const handler = makeReadFileHandler({
+          codeEnvAvailable: true,
+          accessibleSkillIds: skillsInScope(),
+          readSandboxFile,
+        });
+
+        const [result] = await invokeHandler(handler, [
+          {
+            id: 'call_docx',
+            name: Constants.READ_FILE,
+            args: { file_path: '/mnt/data/employee-report.docx' },
+          },
+        ]);
+
+        expect(readSandboxFile).not.toHaveBeenCalled();
+        expect(result.status).toBe('error');
+        expect(result.errorMessage).toContain('Office document');
+        expect(result.errorMessage).toContain('bash_tool');
+        expect(result.errorMessage).toContain('unzip -p');
+        expect(result.errorMessage).toContain('word/document.xml');
+      });
+
       it('is case-insensitive on the extension match (PNG vs .png)', async () => {
         const readSandboxFile = jest.fn();
         const handler = makeReadFileHandler({
diff --git a/packages/api/src/agents/handlers.ts b/packages/api/src/agents/handlers.ts
index 4306ee160145..d6aa42d99734 100644
--- a/packages/api/src/agents/handlers.ts
+++ b/packages/api/src/agents/handlers.ts
@@ -1157,6 +1157,18 @@ const IMAGE_EXTENSIONS_FOR_HINT = new Set([
   '.avif',
 ]);
 
+const OFFICE_EXTENSIONS_FOR_HINT = new Set([
+  '.doc',
+  '.docx',
+  '.xls',
+  '.xlsx',
+  '.ppt',
+  '.pptx',
+  '.odt',
+  '.ods',
+  '.odp',
+]);
+
 function lowercaseExtension(filePath: string): string {
   const dot = filePath.lastIndexOf('.');
   const slash = Math.max(filePath.lastIndexOf('/'), filePath.lastIndexOf('\\'));
@@ -1164,6 +1176,14 @@ function lowercaseExtension(filePath: string): string {
   return filePath.slice(dot).toLowerCase();
 }
 
+function buildOfficeDocumentError(filePath: string, ext: string): string {
+  if (ext === '.docx') {
+    return `"${filePath}" is an Office document (${ext}) and cannot be read as text by \`read_file\`. Use \`bash_tool\` to extract text from the container, for example: \`unzip -p ${filePath} word/document.xml | sed -e 's/<[^>]*>/ /g'\`.`;
+  }
+
+  return `"${filePath}" is an Office document (${ext}) and cannot be read as text by \`read_file\`. Use \`bash_tool\` to inspect or extract it with the format-specific command-line tools available in the sandbox.`;
+}
+
 /**
  * Builds the model-visible error returned when `read_file` is invoked on
  * a binary path. Phrasing is tuned for the LLM: states the fact (file is
@@ -1176,6 +1196,9 @@ function buildBinaryFileError(filePath: string, ext: string): string {
   if (IMAGE_EXTENSIONS_FOR_HINT.has(ext)) {
     return `"${filePath}" is an image file (${ext}) and cannot be read as text. The image is already attached to the conversation and visible to the user. To process it programmatically, use \`bash_tool\` (e.g. \`file ${filePath}\` for metadata, or \`python3 -c '...'\` to operate on the bytes).`;
   }
+  if (OFFICE_EXTENSIONS_FOR_HINT.has(ext)) {
+    return buildOfficeDocumentError(filePath, ext);
+  }
   return `"${filePath}" is a binary file (${ext}) and cannot be read as text by \`read_file\`. Use \`bash_tool\` to process it (e.g. \`file ${filePath}\` for metadata, or a runtime-appropriate command for the format).`;
 }