diff --git a/packages/cli/src/ui/AppContainer.tsx b/packages/cli/src/ui/AppContainer.tsx
index fbf6301857..0e1b936b76 100644
--- a/packages/cli/src/ui/AppContainer.tsx
+++ b/packages/cli/src/ui/AppContainer.tsx
@@ -898,7 +898,7 @@ Logging in with Google... Please restart Gemini CLI to continue.
   >();
   const [showEscapePrompt, setShowEscapePrompt] = useState(false);
   const [showIdeRestartPrompt, setShowIdeRestartPrompt] = useState(false);
-  const [selectionWarning, setSelectionWarning] = useState(false);
+  const [warningMessage, setWarningMessage] = useState<string | null>(null);
 
   const { isFolderTrustDialogOpen, handleFolderTrustSelect, isRestarting } =
     useFolderTrust(settings, setIsTrustedFolder, historyManager.addItem);
@@ -910,18 +910,28 @@ Logging in with Google... Please restart Gemini CLI to continue.
 
   useEffect(() => {
     let timeoutId: NodeJS.Timeout;
-    const handleSelectionWarning = () => {
-      setSelectionWarning(true);
+
+    const handleWarning = (message: string) => {
+      setWarningMessage(message);
       if (timeoutId) {
         clearTimeout(timeoutId);
       }
       timeoutId = setTimeout(() => {
-        setSelectionWarning(false);
+        setWarningMessage(null);
       }, WARNING_PROMPT_DURATION_MS);
     };
+
+    const handleSelectionWarning = () => {
+      handleWarning('Press Ctrl-S to enter selection mode to copy text.');
+    };
+    const handlePasteTimeout = () => {
+      handleWarning('Paste Timed out. Possibly due to slow connection.');
+    };
     appEvents.on(AppEvent.SelectionWarning, handleSelectionWarning);
+    appEvents.on(AppEvent.PasteTimeout, handlePasteTimeout);
     return () => {
       appEvents.off(AppEvent.SelectionWarning, handleSelectionWarning);
+      appEvents.off(AppEvent.PasteTimeout, handlePasteTimeout);
       if (timeoutId) {
         clearTimeout(timeoutId);
       }
@@ -1373,7 +1383,7 @@ Logging in with Google... Please restart Gemini CLI to continue.
       embeddedShellFocused,
       showDebugProfiler,
       copyModeEnabled,
-      selectionWarning,
+      warningMessage,
     }),
     [
       isThemeDialogOpen,
@@ -1460,7 +1470,7 @@ Logging in with Google... Please restart Gemini CLI to continue.
       apiKeyDefaultValue,
       authState,
       copyModeEnabled,
-      selectionWarning,
+      warningMessage,
     ],
   );
 
diff --git a/packages/cli/src/ui/components/Composer.tsx b/packages/cli/src/ui/components/Composer.tsx
index 6654541816..15558082a6 100644
--- a/packages/cli/src/ui/components/Composer.tsx
+++ b/packages/cli/src/ui/components/Composer.tsx
@@ -99,10 +99,8 @@ export const Composer = () => {
             <Text color={theme.status.warning}>
               Press Ctrl+C again to exit.
             </Text>
-          ) : uiState.selectionWarning ? (
-            <Text color={theme.status.warning}>
-              Press Ctrl-S to enter selection mode to copy text.
-            </Text>
+          ) : uiState.warningMessage ? (
+            <Text color={theme.status.warning}>{uiState.warningMessage}</Text>
           ) : uiState.ctrlDPressedOnce ? (
             <Text color={theme.status.warning}>
               Press Ctrl+D again to exit.
diff --git a/packages/cli/src/ui/contexts/KeypressContext.tsx b/packages/cli/src/ui/contexts/KeypressContext.tsx
index 5354d66d38..8be139a38f 100644
--- a/packages/cli/src/ui/contexts/KeypressContext.tsx
+++ b/packages/cli/src/ui/contexts/KeypressContext.tsx
@@ -18,10 +18,11 @@ import {
 import { ESC } from '../utils/input.js';
 import { parseMouseEvent } from '../utils/mouse.js';
 import { FOCUS_IN, FOCUS_OUT } from '../hooks/useFocus.js';
+import { appEvents, AppEvent } from '../../utils/events.js';
 
 export const BACKSLASH_ENTER_TIMEOUT = 5;
 export const ESC_TIMEOUT = 50;
-export const PASTE_TIMEOUT = 50;
+export const PASTE_TIMEOUT = 30_000;
 
 // Parse the key itself
 const KEY_INFO_MAP: Record<
@@ -211,7 +212,12 @@ function bufferPaste(
         key = yield;
         clearTimeout(timeoutId);
 
-        if (key === null || key.name === 'paste-end') {
+        if (key === null) {
+          appEvents.emit(AppEvent.PasteTimeout);
+          break;
+        }
+
+        if (key.name === 'paste-end') {
           break;
         }
         buffer += key.sequence;
diff --git a/packages/cli/src/ui/contexts/UIStateContext.tsx b/packages/cli/src/ui/contexts/UIStateContext.tsx
index c96000ee98..d46e58b567 100644
--- a/packages/cli/src/ui/contexts/UIStateContext.tsx
+++ b/packages/cli/src/ui/contexts/UIStateContext.tsx
@@ -125,7 +125,7 @@ export interface UIState {
   showDebugProfiler: boolean;
   showFullTodos: boolean;
   copyModeEnabled: boolean;
-  selectionWarning: boolean;
+  warningMessage: string | null;
 }
 
 export const UIStateContext = createContext<UIState | null>(null);
diff --git a/packages/cli/src/utils/events.ts b/packages/cli/src/utils/events.ts
index 50415d150f..514c0039e0 100644
--- a/packages/cli/src/utils/events.ts
+++ b/packages/cli/src/utils/events.ts
@@ -14,6 +14,7 @@ export enum AppEvent {
   Flicker = 'flicker',
   McpClientUpdate = 'mcp-client-update',
   SelectionWarning = 'selection-warning',
+  PasteTimeout = 'paste-timeout',
 }
 
 export interface AppEvents extends ExtensionEvents {
@@ -23,6 +24,7 @@ export interface AppEvents extends ExtensionEvents {
   [AppEvent.Flicker]: never[];
   [AppEvent.McpClientUpdate]: Array<Map<string, McpClient> | never>;
   [AppEvent.SelectionWarning]: never[];
+  [AppEvent.PasteTimeout]: never[];
 }
 
 export const appEvents = new EventEmitter<AppEvents>();