diff --git a/src/plugins/conversation-binding.test.ts b/src/plugins/conversation-binding.test.ts
index 4a63a39dc09..ab7bcb51a48 100644
--- a/src/plugins/conversation-binding.test.ts
+++ b/src/plugins/conversation-binding.test.ts
@@ -386,4 +386,61 @@ describe("plugin conversation binding approvals", () => {
         "This conversation is already bound by core routing and cannot be claimed by a plugin.",
     });
   });
+
+  it("migrates a legacy plugin binding record through the new approval flow", async () => {
+    sessionBindingState.setRecord({
+      bindingId: "binding-legacy",
+      targetSessionKey: "plugin-binding:codex:legacy123",
+      targetKind: "session",
+      conversation: {
+        channel: "telegram",
+        accountId: "default",
+        conversationId: "-10099:topic:77",
+      },
+      status: "active",
+      boundAt: Date.now(),
+      metadata: {
+        label: "legacy plugin bind",
+      },
+    });
+
+    const request = await requestPluginConversationBinding({
+      pluginId: "codex",
+      pluginName: "Codex App Server",
+      pluginRoot: "/plugins/codex-a",
+      requestedBySenderId: "user-1",
+      conversation: {
+        channel: "telegram",
+        accountId: "default",
+        conversationId: "-10099:topic:77",
+        parentConversationId: "-10099",
+        threadId: "77",
+      },
+      binding: { summary: "Bind this conversation to Codex thread abc." },
+    });
+
+    expect(["pending", "bound"]).toContain(request.status);
+    const binding =
+      request.status === "pending"
+        ? await resolvePluginConversationBindingApproval({
+            approvalId: request.approvalId,
+            decision: "allow-once",
+            senderId: "user-1",
+          }).then((approved) => {
+            expect(approved.status).toBe("approved");
+            if (approved.status !== "approved") {
+              throw new Error("expected approved bind result");
+            }
+            return approved.binding;
+          })
+        : request.binding;
+
+    expect(binding).toEqual(
+      expect.objectContaining({
+        pluginId: "codex",
+        pluginRoot: "/plugins/codex-a",
+        conversationId: "-10099:topic:77",
+      }),
+    );
+  });
 });
diff --git a/src/plugins/conversation-binding.ts b/src/plugins/conversation-binding.ts
index f86942f6c83..e87b7b07568 100644
--- a/src/plugins/conversation-binding.ts
+++ b/src/plugins/conversation-binding.ts
@@ -196,6 +196,23 @@ function buildPluginBindingSessionKey(params: {
   return `${PLUGIN_BINDING_SESSION_PREFIX}:${params.pluginId}:${hash}`;
 }
 
+function isLegacyPluginBindingRecord(params: {
+  record:
+    | {
+        targetSessionKey: string;
+        metadata?: Record<string, unknown>;
+      }
+    | null
+    | undefined;
+  pluginId: string;
+}): boolean {
+  if (!params.record || isPluginOwnedBindingMetadata(params.record.metadata)) {
+    return false;
+  }
+  const targetSessionKey = params.record.targetSessionKey.trim();
+  return targetSessionKey.startsWith(`${PLUGIN_BINDING_SESSION_PREFIX}:${params.pluginId}:`);
+}
+
 function buildDiscordButtonRow(
   approvalId: string,
   labels?: { once?: string; always?: string; deny?: string },
@@ -525,12 +542,22 @@ export async function requestPluginConversationBinding(params: {
   const ref = toConversationRef(conversation);
   const existing = getSessionBindingService().resolveByConversation(ref);
   const existingPluginBinding = toPluginConversationBinding(existing);
+  const existingLegacyPluginBinding = isLegacyPluginBindingRecord({
+    record: existing,
+    pluginId: params.pluginId,
+  });
   if (existing && !existingPluginBinding) {
-    return {
-      status: "error",
-      message:
-        "This conversation is already bound by core routing and cannot be claimed by a plugin.",
-    };
+    if (existingLegacyPluginBinding) {
+      log.info(
+        `plugin binding migrating legacy record plugin=${params.pluginId} root=${params.pluginRoot} channel=${ref.channel} account=${ref.accountId} conversation=${ref.conversationId}`,
+      );
+    } else {
+      return {
+        status: "error",
+        message:
+          "This conversation is already bound by core routing and cannot be claimed by a plugin.",
+      };
+    }
   }
   if (existingPluginBinding && existingPluginBinding.pluginRoot !== params.pluginRoot) {
     return {