diff --git a/apps/array/src/renderer/features/settings/components/SettingsView.tsx b/apps/array/src/renderer/features/settings/components/SettingsView.tsx
index 7872eb07..abe289e5 100644
--- a/apps/array/src/renderer/features/settings/components/SettingsView.tsx
+++ b/apps/array/src/renderer/features/settings/components/SettingsView.tsx
@@ -59,11 +59,13 @@ export function SettingsView() {
     createPR,
     cursorGlow,
     desktopNotifications,
+    autoConvertLongText,
     sendMessagesWith,
     setAutoRunTasks,
     setCreatePR,
     setCursorGlow,
     setDesktopNotifications,
+    setAutoConvertLongText,
     setSendMessagesWith,
   } = useSettingsStore();
   const terminalLayoutMode = useTerminalLayoutStore(
@@ -165,6 +167,18 @@ export function SettingsView() {
     [terminalLayoutMode, setTerminalLayout],
   );
 
+  const handleAutoConvertLongTextChange = useCallback(
+    (checked: boolean) => {
+      track(ANALYTICS_EVENTS.SETTING_CHANGED, {
+        setting_name: "auto_convert_long_text",
+        new_value: checked,
+        old_value: autoConvertLongText,
+      });
+      setAutoConvertLongText(checked);
+    },
+    [autoConvertLongText, setAutoConvertLongText],
+  );
+
   const handleSendMessagesWithChange = useCallback(
     (value: SendMessagesWith) => {
       track(ANALYTICS_EVENTS.SETTING_CHANGED, {
@@ -376,6 +390,23 @@ export function SettingsView() {
                   />
                 </Flex>
 
+                <Flex align="center" justify="between">
+                  <Flex direction="column" gap="1">
+                    <Text size="1" weight="medium">
+                      Auto-convert long text
+                    </Text>
+                    <Text size="1" color="gray">
+                      Automatically convert pasted text over 500 characters into
+                      an attachment
+                    </Text>
+                  </Flex>
+                  <Switch
+                    checked={autoConvertLongText}
+                    onCheckedChange={handleAutoConvertLongTextChange}
+                    size="1"
+                  />
+                </Flex>
+
                 <Flex align="center" justify="between">
                   <Flex direction="column" gap="1">
                     <Text size="1" weight="medium">
diff --git a/apps/array/src/renderer/features/settings/stores/settingsStore.ts b/apps/array/src/renderer/features/settings/stores/settingsStore.ts
index 59f05807..bbfa2553 100644
--- a/apps/array/src/renderer/features/settings/stores/settingsStore.ts
+++ b/apps/array/src/renderer/features/settings/stores/settingsStore.ts
@@ -17,6 +17,7 @@ interface SettingsStore {
   defaultModel: string;
   desktopNotifications: boolean;
   cursorGlow: boolean;
+  autoConvertLongText: boolean;
   sendMessagesWith: SendMessagesWith;
 
   setAutoRunTasks: (autoRun: boolean) => void;
@@ -28,6 +29,7 @@ interface SettingsStore {
   setDefaultModel: (model: string) => void;
   setDesktopNotifications: (enabled: boolean) => void;
   setCursorGlow: (enabled: boolean) => void;
+  setAutoConvertLongText: (enabled: boolean) => void;
   setSendMessagesWith: (mode: SendMessagesWith) => void;
 }
 
@@ -43,6 +45,7 @@ export const useSettingsStore = create<SettingsStore>()(
       defaultModel: DEFAULT_MODEL,
       desktopNotifications: true,
       cursorGlow: false,
+      autoConvertLongText: true,
       sendMessagesWith: "enter",
 
       setAutoRunTasks: (autoRun) => set({ autoRunTasks: autoRun }),
@@ -56,6 +59,8 @@ export const useSettingsStore = create<SettingsStore>()(
       setDesktopNotifications: (enabled) =>
         set({ desktopNotifications: enabled }),
       setCursorGlow: (enabled) => set({ cursorGlow: enabled }),
+      setAutoConvertLongText: (enabled) =>
+        set({ autoConvertLongText: enabled }),
       setSendMessagesWith: (mode) => set({ sendMessagesWith: mode }),
     }),
     {