diff --git a/extensions/msteams/src/conversation-store-fs.test.ts b/extensions/msteams/src/conversation-store-fs.test.ts
index a301e8a4400..6ab0a1386b4 100644
--- a/extensions/msteams/src/conversation-store-fs.test.ts
+++ b/extensions/msteams/src/conversation-store-fs.test.ts
@@ -123,6 +123,48 @@ describe("msteams conversation store (fs)", () => {
     expect(retrieved).not.toBeNull();
     expect(retrieved!.timezone).toBe("Europe/London");
   });
+
+  it("prefers the freshest personal conversation when a user has multiple references", async () => {
+    const stateDir = await fs.promises.mkdtemp(path.join(os.tmpdir(), "openclaw-msteams-store-"));
+    const store = createMSTeamsConversationStoreFs({
+      env: { ...process.env, OPENCLAW_STATE_DIR: stateDir },
+      ttlMs: 60_000,
+    });
+
+    await store.upsert("a:old-personal", {
+      conversation: { id: "a:old-personal", conversationType: "personal" },
+      channelId: "msteams",
+      serviceUrl: "https://service.example.com",
+      user: { id: "old-user", aadObjectId: "shared-aad" },
+    });
+
+    await store.upsert("19:group-chat", {
+      conversation: { id: "19:group-chat", conversationType: "groupChat" },
+      channelId: "msteams",
+      serviceUrl: "https://service.example.com",
+      user: { id: "group-user", aadObjectId: "shared-aad" },
+    });
+
+    await new Promise((resolve) => setTimeout(resolve, 10));
+
+    await store.upsert("a:new-personal", {
+      conversation: { id: "a:new-personal", conversationType: "personal" },
+      channelId: "msteams",
+      serviceUrl: "https://service.example.com",
+      user: { id: "new-user", aadObjectId: "shared-aad" },
+    });
+
+    await expect(store.findByUserId("shared-aad")).resolves.toEqual({
+      conversationId: "a:new-personal",
+      reference: expect.objectContaining({
+        conversation: expect.objectContaining({
+          id: "a:new-personal",
+          conversationType: "personal",
+        }),
+        user: expect.objectContaining({ id: "new-user", aadObjectId: "shared-aad" }),
+      }),
+    });
+  });
 });
 
 describe("msteams conversation store (memory)", () => {
diff --git a/extensions/msteams/src/conversation-store-fs.ts b/extensions/msteams/src/conversation-store-fs.ts
index 9f49d8eea6a..01baae35056 100644
--- a/extensions/msteams/src/conversation-store-fs.ts
+++ b/extensions/msteams/src/conversation-store-fs.ts
@@ -118,16 +118,34 @@ export function createMSTeamsConversationStoreFs(params?: {
     if (!target) {
       return null;
     }
+
+    const matches: MSTeamsConversationStoreEntry[] = [];
     for (const entry of await list()) {
       const { conversationId, reference } = entry;
-      if (reference.user?.aadObjectId === target) {
-        return { conversationId, reference };
-      }
-      if (reference.user?.id === target) {
-        return { conversationId, reference };
+      if (reference.user?.aadObjectId === target || reference.user?.id === target) {
+        matches.push({ conversationId, reference });
       }
     }
-    return null;
+
+    if (matches.length === 0) {
+      return null;
+    }
+
+    matches.sort((a, b) => {
+      const aType = a.reference.conversation?.conversationType?.toLowerCase() ?? "";
+      const bType = b.reference.conversation?.conversationType?.toLowerCase() ?? "";
+      const aPersonal = aType === "personal" ? 1 : 0;
+      const bPersonal = bType === "personal" ? 1 : 0;
+      if (aPersonal !== bPersonal) {
+        return bPersonal - aPersonal;
+      }
+      return (
+        (parseTimestamp(b.reference.lastSeenAt) ?? 0) -
+        (parseTimestamp(a.reference.lastSeenAt) ?? 0)
+      );
+    });
+
+    return matches[0] ?? null;
   };
 
   const upsert = async (
diff --git a/extensions/msteams/src/conversation-store.ts b/extensions/msteams/src/conversation-store.ts
index 8c49e92aed4..a3804c63be6 100644
--- a/extensions/msteams/src/conversation-store.ts
+++ b/extensions/msteams/src/conversation-store.ts
@@ -7,6 +7,8 @@
 
 /** Minimal ConversationReference shape for proactive messaging */
 export type StoredConversationReference = {
+  /** Timestamp when this reference was last seen/updated. */
+  lastSeenAt?: string;
   /** Activity ID from the last message */
   activityId?: string;
   /** User who sent the message */