diff --git a/plugins/provider-claude-code/src/bridge/bridge.ts b/plugins/provider-claude-code/src/bridge/bridge.ts
index efdd25192..2bbb6a4dd 100644
--- a/plugins/provider-claude-code/src/bridge/bridge.ts
+++ b/plugins/provider-claude-code/src/bridge/bridge.ts
@@ -1701,6 +1701,29 @@ function createForwardUserQuestionRequest(
     });
 }
 
+/**
+ * `/plan` on a later turn of a live session. Session construction used to be
+ * the only place the permission mode was applied, so a mid-conversation
+ * `/plan` stripped the mention and pushed the prompt into a session that was
+ * still in the user's preset mode: no plan-mode reminder, no ExitPlanMode
+ * proposal. Switch the live SDK session into Plan mode before the prompt is
+ * pushed; the preset stays in `approvedPlanPermissionMode` for the approval
+ * to restore.
+ */
+async function enterPlanModeIfRequested(
+  threadSession: ThreadSession,
+  params: TurnStartParams | TurnSteerParams,
+): Promise<void> {
+  if (
+    params.claudeCodePermissionMode !== "plan" ||
+    threadSession.permissionMode === "plan"
+  ) {
+    return;
+  }
+  threadSession.permissionMode = "plan";
+  await threadSession.session.setPermissionMode("plan");
+}
+
 /**
  * Leave Plan mode once the user approves a plan.
  *
@@ -2281,6 +2304,7 @@ async function runTurnStart(
       params.threadId,
       withTurnLiveSessionSettings(threadSession.liveSettings, params),
     );
+    await enterPlanModeIfRequested(threadSession, params);
   } catch (error) {
     const message = error instanceof Error ? error.message : String(error);
     sendError(id, -32000, message);
@@ -2346,6 +2370,7 @@ async function runTurnSteer(
       params.threadId,
       withTurnLiveSessionSettings(threadSession.liveSettings, params),
     );
+    await enterPlanModeIfRequested(threadSession, params);
   } catch (error) {
     const message = error instanceof Error ? error.message : String(error);
     sendError(id, -32000, message);
diff --git a/plugins/provider-claude-code/src/bridge/commands.ts b/plugins/provider-claude-code/src/bridge/commands.ts
index 4b9874c44..5e6efeab4 100644
--- a/plugins/provider-claude-code/src/bridge/commands.ts
+++ b/plugins/provider-claude-code/src/bridge/commands.ts
@@ -94,6 +94,9 @@ export const claudeTurnStartParamsSchema = z.object({
   providerSubagentsEnabled: z.boolean().optional(),
   config: z.record(z.string(), z.unknown()).optional(),
   permissionEscalation: bridgePermissionEscalationSchema,
+  // `/plan` on a later turn: the live session must switch into Plan mode
+  // before the prompt is pushed. Undefined keeps the session's current mode.
+  claudeCodePermissionMode: z.literal("plan").optional(),
 });
 
 export const claudeTurnSteerParamsSchema = z.object({
@@ -107,6 +110,7 @@ export const claudeTurnSteerParamsSchema = z.object({
   memoryEnabled: z.boolean().optional(),
   providerSubagentsEnabled: z.boolean().optional(),
   permissionEscalation: bridgePermissionEscalationSchema,
+  claudeCodePermissionMode: z.literal("plan").optional(),
 });
 
 /** The canonical Provider Bridge Protocol params, per method. */
diff --git a/plugins/provider-claude-code/src/session-params.ts b/plugins/provider-claude-code/src/session-params.ts
index 97f935904..d781e63aa 100644
--- a/plugins/provider-claude-code/src/session-params.ts
+++ b/plugins/provider-claude-code/src/session-params.ts
@@ -328,5 +328,8 @@ export function buildClaudeTurnParams(
     memoryEnabled: providerOptions.memoryEnabled,
     providerSubagentsEnabled: providerOptions.providerSubagentsEnabled,
     permissionEscalation: args.options.permissionEscalation,
+    ...(providerOptions.claudeCodePermissionMode !== undefined
+      ? { claudeCodePermissionMode: providerOptions.claudeCodePermissionMode }
+      : {}),
   };
 }