diff --git a/apps/web/src/components/chat/MessagesTimeline.browser.test.tsx b/apps/web/src/components/chat/MessagesTimeline.browser.test.tsx
index a1921a2d9a81a..12ca835dc14f7 100644
--- a/apps/web/src/components/chat/MessagesTimeline.browser.test.tsx
+++ b/apps/web/src/components/chat/MessagesTimeline.browser.test.tsx
@@ -1056,6 +1056,7 @@ describe("MessagesTimeline citations", () => {
       attemptOrdinal: ordinal,
       rootNodeId: `node-${id}` as never,
       status,
+      startedAt: null,
       completedAt: null,
     });
     const superseded = attempt("attempt-1", 1, "superseded");
diff --git a/apps/web/src/components/chat/MessagesTimeline.logic.test.ts b/apps/web/src/components/chat/MessagesTimeline.logic.test.ts
index eaab41ecc4fe9..0b502f2f985d9 100644
--- a/apps/web/src/components/chat/MessagesTimeline.logic.test.ts
+++ b/apps/web/src/components/chat/MessagesTimeline.logic.test.ts
@@ -401,6 +401,7 @@ describe("deriveMessagesTimelineRows", () => {
                     status: "superseded" as const,
                     attemptOrdinal: 0,
                     rootNodeId: "old-root" as never,
+                    startedAt: null,
                     completedAt: null,
                   },
                 }
@@ -3038,6 +3039,7 @@ describe("v2 run and attempt history", () => {
       attemptOrdinal: 1,
       rootNodeId: "node-attempt-1" as never,
       status: "superseded" as const,
+      startedAt: DateTime.makeUnsafe("2026-01-01T00:00:00Z"),
       completedAt: null,
     };
     const activeAttempt = {
@@ -3046,6 +3048,7 @@ describe("v2 run and attempt history", () => {
       attemptOrdinal: 2,
       rootNodeId: "node-attempt-2" as never,
       status: "running" as const,
+      startedAt: DateTime.makeUnsafe("2026-01-01T00:00:05Z"),
       completedAt: null,
     };
     const timelineEntries = [
@@ -3165,6 +3168,28 @@ describe("v2 run and attempt history", () => {
       supportsConversationRollback: false,
     };
 
+    const completedInput = {
+      ...common,
+      latestRun: {
+        ...common.latestRun,
+        status: "completed" as const,
+        startedAt: "2026-01-01T00:00:03Z",
+        completedAt: "2026-01-01T00:00:08Z",
+      },
+      timelineEntries: timelineEntries.map((entry) =>
+        entry.kind === "message" && entry.id === "active-assistant-entry"
+          ? {
+              ...entry,
+              message: { ...entry.message, streaming: false, updatedAt: "2026-01-01T00:00:08Z" },
+            }
+          : entry,
+      ),
+    };
+    const completedRows = deriveMessagesTimelineRows(completedInput);
+    expect(completedRows.find((row) => row.kind === "turn-fold")).toMatchObject({
+      label: "Worked for 8s",
+    });
+
     const collapsedRows = deriveMessagesTimelineRows(common);
     expect(collapsedRows.map((row) => row.id)).toEqual([
       "context-handoff-entry",
@@ -3253,6 +3278,7 @@ describe("v2 run and attempt history", () => {
       attemptOrdinal: 1,
       rootNodeId: NodeId.make("node-attempt-1"),
       status: "superseded" as const,
+      startedAt: null,
       completedAt: DateTime.makeUnsafe(at(10)),
     };
     const nextAttempt = {
@@ -3261,6 +3287,7 @@ describe("v2 run and attempt history", () => {
       attemptOrdinal: 2,
       rootNodeId: NodeId.make("node-attempt-2"),
       status: "completed" as const,
+      startedAt: null,
       completedAt: DateTime.makeUnsafe(at(14)),
     };
     const assistantEntry = (
@@ -4411,6 +4438,7 @@ describe("failed turn transcript", () => {
                   attemptOrdinal: 1,
                   rootNodeId: NodeId.make("superseded-root"),
                   status: "superseded" as const,
+                  startedAt: null,
                   completedAt: null,
                 },
               },
@@ -4512,13 +4540,13 @@ describe("working window", () => {
     createdAt: time(second),
     entry: { id, createdAt: time(second), runId, tone: "tool" as const, ...entry },
   });
-  const run = (entries: ReadonlyArray<unknown>) => {
+  const run = (entries: ReadonlyArray<unknown>, activeTurnStartedAt = time(0)) => {
     const input = {
       timelineEntries: entries as never,
       latestRun: { runId, status: "running" as const, startedAt: time(0), completedAt: null },
       runningRunId: runId,
       isWorking: true,
-      activeTurnStartedAt: time(0),
+      activeTurnStartedAt,
       turnDiffSummaries: [],
       supportsConversationRollback: false,
     };
@@ -4530,7 +4558,7 @@ describe("working window", () => {
     );
 
   it("moves the running turn's work under the bar and keeps steers and replies above it", () => {
-    const rows = run([
+    const entries = [
       prompt("prompt", 0),
       work("edit", 2, {
         label: "Edited a.ts",
@@ -4561,7 +4589,8 @@ describe("working window", () => {
         itemType: "command_execution",
         toolLifecycleStatus: "inProgress",
       }),
-    ]);
+    ];
+    const rows = run(entries);
     expect(rows.map((row) => row.id)).toEqual([
       "prompt",
       "reply",
@@ -4574,6 +4603,47 @@ describe("working window", () => {
     // Sending a steer re-keys the window, which closes an open history.
     expect(window?.key).toBe("steer");
     expect(window?.historyOpen).toBe(false);
+
+    const [promptEntry, edit, reply, , command] = entries;
+    const pendingSteer = prompt("steer", 3);
+    const pendingSteerEntry = {
+      ...pendingSteer,
+      message: { ...pendingSteer.message, inputIntent: "steer" as const, runId: null },
+    };
+    const pendingRows = run([promptEntry, edit, reply, pendingSteerEntry, command]);
+    expect(pendingRows.map((row) => row.id)).toEqual(["prompt", "steer", "working-indicator-row"]);
+    expect(workingRow(pendingRows)?.window?.items.map((item) => item.id)).toEqual([
+      "edit",
+      "reply",
+      "command",
+    ]);
+
+    const attempt = (ordinal: number, status: "superseded" | "running", second: number) => ({
+      id: RunAttemptId.make(`attempt-${ordinal}`),
+      runId,
+      attemptOrdinal: ordinal,
+      rootNodeId: NodeId.make(`node-${ordinal}`),
+      status,
+      startedAt: DateTime.makeUnsafe(time(second)),
+      completedAt: status === "superseded" ? DateTime.makeUnsafe(time(3)) : null,
+    });
+    const restarted = run(
+      entries.map((entry, index) => ({
+        ...entry,
+        attempt: index < 3 ? attempt(1, "superseded", 0) : attempt(2, "running", 3),
+      })),
+      time(3),
+    );
+    expect(restarted.map((row) => row.id)).toEqual([
+      "prompt",
+      "steer",
+      "attempt-fold:attempt-1",
+      "working-indicator-row",
+    ]);
+    expect(workingRow(restarted)).toMatchObject({
+      createdAt: time(0),
+      window: { diff: { additions: 84, deletions: 22 } },
+    });
   });
 
   it("groups a steer with its prompt once the bar moves below both", () => {
@@ -5366,6 +5436,7 @@ describe("live subagents after their parent turn settles", () => {
       attemptOrdinal: 1,
       rootNodeId: NodeId.make("superseded-root"),
       status: "superseded" as const,
+      startedAt: null,
       completedAt: null,
     };
     const entries = deriveTimelineEntriesFromVisibleTurnItems({
diff --git a/apps/web/src/components/chat/MessagesTimeline.logic.ts b/apps/web/src/components/chat/MessagesTimeline.logic.ts
index c30185adfa22b..15358889aa83d 100644
--- a/apps/web/src/components/chat/MessagesTimeline.logic.ts
+++ b/apps/web/src/components/chat/MessagesTimeline.logic.ts
@@ -502,6 +502,24 @@ function maxIsoTimestamp(a: string | null, b: string | null): string | null {
   return bMs > aMs ? b : a;
 }
 
+function minIsoTimestamp(a: string | null, b: string | null): string | null {
+  return a === null || b === null ? (a ?? b) : maxIsoTimestamp(a, b) === a ? b : a;
+}
+
+function runFirstAttemptStartedAt(
+  entries: ReadonlyArray<TimelineEntry>,
+  runId: RunId | null,
+): string | null {
+  let first: DateTime.Utc | null = null;
+  for (const entry of entries) {
+    const startedAt = entry.attempt?.runId === runId ? entry.attempt.startedAt : null;
+    if (startedAt != null && (first === null || DateTime.isLessThan(startedAt, first))) {
+      first = startedAt;
+    }
+  }
+  return first === null ? null : DateTime.formatIso(first);
+}
+
 export type TimelineLatestRun = Pick<
   ThreadRunSummary,
   "runId" | "status" | "startedAt" | "completedAt" | "turnEnded"
@@ -974,6 +992,7 @@ function steerReplyEntryIds(entries: ReadonlyArray<TimelineEntry>): ReadonlySet<
     if (timelineEntryStartsResponse(entry)) {
       lastReply = null;
     } else if (timelineEntryIsSteer(entry)) {
+      if (entry.kind !== "message" || entry.message.runId == null) continue;
       if (lastReply !== null) ids.add(lastReply);
       lastReply = null;
     } else if (
@@ -1391,7 +1410,13 @@ function deriveTurnFolds(input: {
     const lastEntryEnd = timelineEntryEnd(lastEntry);
     const elapsedMs =
       input.latestRun?.runId === runId && input.latestRun.startedAt && input.latestRun.completedAt
-        ? computeElapsedMs(input.latestRun.startedAt, input.latestRun.completedAt)
+        ? computeElapsedMs(
+            minIsoTimestamp(
+              runFirstAttemptStartedAt(input.timelineEntries, runId),
+              input.latestRun.startedAt,
+            ) ?? input.latestRun.startedAt,
+            input.latestRun.completedAt,
+          )
         : computeElapsedMs(
             group.startBoundary ?? firstEntry.createdAt,
             maxIsoTimestamp(group.terminalEntry?.message.updatedAt ?? null, lastEntryEnd) ??
@@ -1794,6 +1819,10 @@ export function deriveMessagesTimelineRows(input: {
     }
   }
   const unsettledRunId = deriveUnsettledRunId(input.latestRun ?? null, input.runningRunId ?? null);
+  const activeTurnStartedAt = minIsoTimestamp(
+    input.activeTurnStartedAt ?? null,
+    runFirstAttemptStartedAt(timelineEntries, unsettledRunId),
+  );
   const revertTurnCountByUserMessageId = input.supportsConversationRollback
     ? deriveRevertTurnCountByUserMessageId({
         timelineEntries: input.timelineEntries,
@@ -2059,8 +2088,7 @@ export function deriveMessagesTimelineRows(input: {
       id: "working-indicator-row",
       createdAt:
         (compactsOnReturn ? undefined : resumeCompactionEntry?.entry.createdAt) ??
-        input.activeTurnStartedAt ??
-        null,
+        activeTurnStartedAt,
       ...(activeCompactionRunId !== null ? { compacting: true as const } : {}),
     });
   };
@@ -2572,7 +2600,7 @@ export function deriveMessagesTimelineRows(input: {
       nextRows.push({
         kind: "thinking",
         id: LIVE_ACTIVITY_ROW_ID,
-        createdAt: input.activeTurnStartedAt ?? null,
+        createdAt: activeTurnStartedAt,
         groupId,
         expanded,
       });
@@ -2589,7 +2617,7 @@ export function deriveMessagesTimelineRows(input: {
       nextRows.push({
         kind: "thinking",
         id: LIVE_ACTIVITY_ROW_ID,
-        createdAt: input.activeTurnStartedAt ?? null,
+        createdAt: activeTurnStartedAt,
       });
     }
   }
@@ -2909,17 +2937,24 @@ export function applyWorkingWindow(
   );
   let interruptRequested = false;
   let interruptSettled = false;
+  let itemsBeforeLatestPrompt = 0;
+  const supersededWork: WorkLogEntry[] = [];
   for (let index = boundaryIndex + 1; index < entries.length; index += 1) {
     const entry = entries[index]!;
     if (entry.kind === "message" && entry.message.role === "user") {
       key = entry.id;
+      itemsBeforeLatestPrompt = items.length;
       continue;
     }
-    if (entry.attempt?.status === "superseded" || replyIds.has(entry.id)) continue;
     const runId =
       entry.kind === "event" ? entry.projectedItem.item.runId : timelineEntryRunId(entry);
     // A provider-native subagent thread's live work has no app run.
     if (runId === null ? input.runlessWorkActive !== true : !runIds.has(runId)) continue;
+    if (entry.attempt?.status === "superseded") {
+      if (entry.kind === "work") supersededWork.push(entry.entry);
+      continue;
+    }
+    if (replyIds.has(entry.id)) continue;
     if (entry.kind === "work") {
       const item = entry.entry.projectedItem?.item;
       if (
@@ -2982,7 +3017,10 @@ export function applyWorkingWindow(
     }
   }
 
-  const answer = items.at(-1)?.kind === "text" ? items.pop() : undefined;
+  const answer =
+    items.at(-1)?.kind === "text" && items.length > itemsBeforeLatestPrompt
+      ? items.pop()
+      : undefined;
   const ids = collectWindowIds(items);
   const windowStartIndex = Math.max(
     workingIndex,
@@ -2990,15 +3028,23 @@ export function applyWorkingWindow(
   );
   const keptRows = (start: number, end?: number) =>
     rows.slice(start, end).filter((row) => !rowIsReplacedByWindow(row, ids));
-  const before = keptRows(workingIndex + 1, windowStartIndex + 1);
+  const before: MessagesTimelineRow[] = [];
+  const supersededAttempts: MessagesTimelineRow[] = [];
+  let inSupersededAttempt = false;
+  for (const row of keptRows(workingIndex + 1, windowStartIndex + 1)) {
+    if (row.kind === "attempt-fold") inSupersededAttempt = runIds.has(row.runId);
+    else if (row.kind === "message" && row.message.role === "user") inSupersededAttempt = false;
+    (inSupersededAttempt ? supersededAttempts : before).push(row);
+  }
   const after = keptRows(windowStartIndex + 1);
   const window: WorkingWindow = {
     key,
     items,
     compactCommand: compactCommandRunIds.has(unsettledRunId),
-    diff: sumFileChangeLineStat(
-      items.flatMap((item) => (item.kind === "work" ? [item.entry] : [])),
-    ),
+    diff: sumFileChangeLineStat([
+      ...supersededWork,
+      ...items.flatMap((item) => (item.kind === "work" ? [item.entry] : [])),
+    ]),
     failedTests: deriveFailedTests(items),
     retryAttempt: deriveRetryAttempt(items),
     stopping: interruptRequested && !interruptSettled,
@@ -3009,6 +3055,7 @@ export function applyWorkingWindow(
   return withPromptGrouping([
     ...rows.slice(0, workingIndex),
     ...before,
+    ...supersededAttempts,
     { ...workingRow, window },
     ...after.map((row) => (row.continuesWorkLog ? { ...row, continuesWorkLog: false } : row)),
   ]);
diff --git a/apps/web/src/session-logic.ts b/apps/web/src/session-logic.ts
index c46065fa3ede2..2555c92760a6c 100644
--- a/apps/web/src/session-logic.ts
+++ b/apps/web/src/session-logic.ts
@@ -98,7 +98,7 @@ export type PendingUserInput = ThreadPendingUserInput;
 
 export type TimelineAttempt = Pick<
   OrchestrationV2RunAttempt,
-  "id" | "runId" | "attemptOrdinal" | "rootNodeId" | "status" | "completedAt"
+  "id" | "runId" | "attemptOrdinal" | "rootNodeId" | "status" | "startedAt" | "completedAt"
 >;
 
 export type TimelineEntry = (