diff --git a/apps/server/src/orchestration-v2/Orchestrator.ts b/apps/server/src/orchestration-v2/Orchestrator.ts
index 0df010b690829..6f6622aa17c6c 100644
--- a/apps/server/src/orchestration-v2/Orchestrator.ts
+++ b/apps/server/src/orchestration-v2/Orchestrator.ts
@@ -3550,6 +3550,7 @@ const makeOrchestrator = Effect.fn("orchestrationV2.Orchestrator.layer")(functio
             settledOverride:
               thread.settledOverride === "settled" ? "active" : thread.settledOverride,
             settledAt: thread.settledOverride === "settled" ? null : thread.settledAt,
+            ...(thread.settledOverride === "settled" ? { unsettledAt: now } : {}),
             snoozedUntil: null,
             snoozedAt: null,
             lastSnoozeWakeAt: thread.snoozedUntil == null ? thread.lastSnoozeWakeAt : now,
diff --git a/apps/server/src/orchestration-v2/runtimeLayer.test.ts b/apps/server/src/orchestration-v2/runtimeLayer.test.ts
index 769ced28d2f15..b1377849d27bd 100644
--- a/apps/server/src/orchestration-v2/runtimeLayer.test.ts
+++ b/apps/server/src/orchestration-v2/runtimeLayer.test.ts
@@ -2641,6 +2641,20 @@ it.layer(layerTest)("OrchestrationV2LayerLive lifecycle", (it) => {
       );
       assert.deepEqual(activeShell?.unsettledAt, activeProjection.thread.unsettledAt);
 
+      yield* orchestrator.dispatch({
+        type: "thread.settle",
+        commandId: CommandId.make("runtime-layer-lifecycle-resettle"),
+        threadId,
+      });
+      yield* orchestrator.dispatch({
+        type: "thread.pin",
+        commandId: CommandId.make("runtime-layer-lifecycle-pin-settled"),
+        threadId,
+      });
+      const pinnedProjection = yield* orchestrator.getThreadProjection(threadId);
+      assert.equal(pinnedProjection.thread.settledOverride, "active");
+      assert.isNotNull(pinnedProjection.thread.unsettledAt);
+
       const archive = yield* orchestrator.dispatch({
         type: "thread.archive",
         commandId: CommandId.make("runtime-layer-lifecycle-archive"),