feat(cleanup): enable 30-day session retention by default (#18854)

packages/cli/src/config/settings.ts

@@ -182,6 +182,9 @@ export interface SessionRetentionSettings {
 
   /** Minimum retention period (safety limit, defaults to "1d") */
   minRetention?: string;
+
+  /** INTERNAL: Whether the user has acknowledged the session retention warning */
+  warningAcknowledged?: boolean;
 }
 
 export interface SettingsError {

packages/cli/src/config/settingsSchema.ts

@@ -304,13 +304,13 @@ const SETTINGS_SCHEMA = {
           },
           maxAge: {
             type: 'string',
-            label: 'Max Session Age',
+            label: 'Keep chat history',
             category: 'General',
             requiresRestart: false,
             default: undefined as string | undefined,
             description:
-              'Maximum age of sessions to keep (e.g., "30d", "7d", "24h", "1w")',
-            showInDialog: false,
+              'Automatically delete chats older than this time period (e.g., "30d", "7d", "24h", "1w")',
+            showInDialog: true,
           },
           maxCount: {
             type: 'number',
@@ -331,6 +331,16 @@ const SETTINGS_SCHEMA = {
             description: `Minimum retention period (safety limit, defaults to "${DEFAULT_MIN_RETENTION}")`,
             showInDialog: false,
           },
+          warningAcknowledged: {
+            type: 'boolean',
+            label: 'Warning Acknowledged',
+            category: 'General',
+            requiresRestart: false,
+            default: false,
+            showInDialog: false,
+            description:
+              'INTERNAL: Whether the user has acknowledged the session retention warning',
+          },
         },
         description: 'Settings for automatic session cleanup.',
       },