diff --git a/README.md b/README.md
index aa1d2a097f..b8d11c4f88 100644
--- a/README.md
+++ b/README.md
@@ -2929,6 +2929,7 @@ Current MVP capabilities:
 
 - Manage tasks at `/workspace/scheduled-tasks`
 - One-time task forms reject local times skipped by daylight-saving transitions; select another time before creating or saving the task.
+- Existing one-time tasks display the scheduler's execution time even when a conversation or API saved a local time skipped by daylight saving. Local times without an explicit offset use the first occurrence of a repeated hour.
 - Choose whether each scheduled task reuses a thread and its conversation history or creates a fresh thread per run
 - Pin each task to `lead_agent` (default) or a custom agent the owner already has; unknown names are rejected
 - Sending `assistant_id: null` in a scheduled-task PATCH resets the task to `lead_agent`; omitting `assistant_id` preserves the current agent, including when that custom agent has since been deleted
diff --git a/frontend/AGENTS.md b/frontend/AGENTS.md
index 8420c7f7da..893332f769 100644
--- a/frontend/AGENTS.md
+++ b/frontend/AGENTS.md
@@ -207,6 +207,11 @@ UI validation separate from the API payload. Preserve the original instant when
 wall time and timezone match the mounted snapshot; validate changed inputs, and
 restore the exact original timestamp when those edits are reverted.
 
+Wall-time conversion matches the scheduler's `ZoneInfo(fold=0)` policy: choose
+the first occurrence of a repeated time and the pre-transition offset for a
+skipped time. Stored one-time schedules use that instant for display; the form's
+round-trip validation must still reject newly entered skipped times.
+
 ## Resources
 
 - [LangGraph Documentation](https://langchain-ai.github.io/langgraph/)
diff --git a/frontend/src/core/scheduled-tasks/cron.ts b/frontend/src/core/scheduled-tasks/cron.ts
index bc47e83158..23de102898 100644
--- a/frontend/src/core/scheduled-tasks/cron.ts
+++ b/frontend/src/core/scheduled-tasks/cron.ts
@@ -542,8 +542,9 @@ export function describeTaskSchedule(
 
 /**
  * Convert a datetime-local wall value (interpreted in `timezone`) to a UTC ISO
- * string. The backend's `datetime.fromisoformat` treats naive strings as UTC,
- * so we must submit an explicit offset. DST-safe via Intl.
+ * string. Match the scheduler's ZoneInfo(fold=0) reading: use the first
+ * occurrence of a repeated time and the pre-transition offset for a skipped
+ * time. Form validation rejects skipped times separately.
  */
 export function zonedLocalToUtcIso(
   localValue: string,
@@ -553,19 +554,20 @@ export function zonedLocalToUtcIso(
   const [y, mo, d] = (date ?? "").split("-").map(Number);
   const [h, mi] = (time ?? "00:00").split(":").map(Number);
   const refMs = Date.UTC(y ?? 1970, (mo ?? 1) - 1, d ?? 1, h ?? 0, mi ?? 0);
-  // The offset at the wall-time-as-UTC instant is stale when a DST transition
-  // sits between that instant and the real one (e.g. "03:30" the morning of
-  // spring-forward resolves with the pre-transition offset, firing an hour
-  // late and breaking the round-trip with `utcToZonedLocalInput`). Resolve
-  // once, then re-derive the offset at the candidate instant; one correction
-  // converges for real timezones.
-  let offsetMs = tzOffsetMs(timezone, new Date(refMs));
-  let utcMs = refMs - offsetMs;
-  const correctedOffsetMs = tzOffsetMs(timezone, new Date(utcMs));
-  if (correctedOffsetMs !== offsetMs) {
-    offsetMs = correctedOffsetMs;
-    utcMs = refMs - offsetMs;
-  }
+  // Look on both sides of a possible transition, including half-hour shifts
+  // and a skipped calendar day. Iterating one offset guess can oscillate in
+  // a gap or settle on the second occurrence of a repeated time.
+  const dayMs = 24 * 60 * 60 * 1000;
+  const before = tzOffsetMs(timezone, new Date(refMs - dayMs));
+  const after = tzOffsetMs(timezone, new Date(refMs + dayMs));
+  const candidates = [...new Set([refMs - before, refMs - after])].sort(
+    (a, b) => a - b,
+  );
+  const utcMs =
+    candidates.find(
+      (candidate) =>
+        candidate + tzOffsetMs(timezone, new Date(candidate)) === refMs,
+    ) ?? Math.max(...candidates);
   const utc = new Date(utcMs);
   return `${utc.getUTCFullYear()}-${pad2(utc.getUTCMonth() + 1)}-${pad2(
     utc.getUTCDate(),
diff --git a/frontend/tests/e2e/scheduled-tasks.spec.ts b/frontend/tests/e2e/scheduled-tasks.spec.ts
index 7cdffeb119..06efb659d6 100644
--- a/frontend/tests/e2e/scheduled-tasks.spec.ts
+++ b/frontend/tests/e2e/scheduled-tasks.spec.ts
@@ -788,6 +788,42 @@ test("reuse-thread option explains the queue behaviour in the dialog", async ({
   await expect(dialog.getByRole("alert")).toHaveCount(0);
 });
 
+test("a stored DST gap shows the scheduled instant and a title edit preserves it", async ({
+  page,
+}) => {
+  await page.clock.setFixedTime(new Date("2026-08-01T00:00:00Z"));
+  const patches = writesTo(page, "PATCH", "/api/scheduled-tasks/dst-gap");
+  await openPage(page, {
+    scheduledTasks: [
+      task({
+        id: "dst-gap",
+        title: "Midnight reminder",
+        schedule_type: "once",
+        schedule_spec: { run_at: "2026-09-06" },
+        timezone: "America/Santiago",
+        next_run_at: "2026-09-06T04:00:00+00:00",
+      }),
+    ],
+  });
+  // The server-provided next_run_at line was already correct on main.
+  // Check the schedule description itself, not any matching date in the panel.
+  await expect(
+    detail(page).getByText("Once, Sep 6 01:00 (America/Santiago)", {
+      exact: true,
+    }),
+  ).toBeVisible();
+  await detail(page).getByRole("button", { name: "Edit" }).click();
+  await expect(form(page).getByLabel("Run at")).toHaveValue("2026-09-06T01:00");
+  await form(page)
+    .getByLabel("Title", { exact: true })
+    .fill("Renamed reminder");
+  await form(page).getByRole("button", { name: "Save changes" }).click();
+  await expect(detail(page).getByRole("heading")).toHaveText(
+    "Renamed reminder",
+  );
+  expect(patches).toEqual([{ title: "Renamed reminder" }]);
+});
+
 for (const locale of ["en-US", "zh-CN"] as const) {
   test(`list and detail show no raw identifiers (${locale})`, async ({
     page,
diff --git a/frontend/tests/unit/components/workspace/schedule-edit-instant.dom.test.tsx b/frontend/tests/unit/components/workspace/schedule-edit-instant.dom.test.tsx
index d51a76ed04..bae35114cc 100644
--- a/frontend/tests/unit/components/workspace/schedule-edit-instant.dom.test.tsx
+++ b/frontend/tests/unit/components/workspace/schedule-edit-instant.dom.test.tsx
@@ -122,6 +122,28 @@ test("parent feedback and title-only rerenders retain the original instant", ()
   );
 });
 
+test("a stored skipped midnight opens at the scheduler's time without rewriting it", () => {
+  const initial = once("2026-09-06", "America/Santiago");
+  const onChange = rs.fn();
+  const ui = render(
+    <ScheduledTaskScheduleInput
+      initial={initial}
+      onChange={onChange}
+      scheduleTypeLocked
+    />,
+  );
+  const input = ui.getByLabelText("Run at") as HTMLInputElement;
+  expect(input.value).toBe("2026-09-06T01:00");
+  expect(onChange).toHaveBeenLastCalledWith(initial);
+
+  fireEvent.change(input, { target: { value: "2026-09-06T02:00" } });
+  expect(onChange).toHaveBeenLastCalledWith(
+    once("2026-09-06T05:00:00+00:00", "America/Santiago"),
+  );
+  fireEvent.change(input, { target: { value: "2026-09-06T01:00" } });
+  expect(onChange).toHaveBeenLastCalledWith(initial);
+});
+
 test("changing timezone recomputes the instant and reverting restores seconds", () => {
   const initial = once("2027-06-01T12:30:45Z");
   const onChange = rs.fn();
diff --git a/frontend/tests/unit/core/scheduled-tasks/cron.test.ts b/frontend/tests/unit/core/scheduled-tasks/cron.test.ts
index 092c4d792f..0dcc0ed703 100644
--- a/frontend/tests/unit/core/scheduled-tasks/cron.test.ts
+++ b/frontend/tests/unit/core/scheduled-tasks/cron.test.ts
@@ -493,6 +493,21 @@ describe("utcToZonedLocalInput", () => {
 });
 
 describe("zonedLocalToUtcIso DST transitions", () => {
+  // Expected instants match scheduler.next_run_at's ZoneInfo(fold=0) reading.
+  test.each([
+    ["America/Santiago", "2026-09-06T00:00", "2026-09-06T04:00:00+00:00"],
+    ["America/Santiago", "2026-09-06T00:30", "2026-09-06T04:30:00+00:00"],
+    ["America/New_York", "2026-03-08T02:30", "2026-03-08T07:30:00+00:00"],
+    ["Europe/Berlin", "2026-03-29T02:30", "2026-03-29T01:30:00+00:00"],
+    ["Europe/Berlin", "2026-10-25T02:30", "2026-10-25T00:30:00+00:00"],
+    ["Australia/Lord_Howe", "2026-10-04T02:15", "2026-10-03T15:45:00+00:00"],
+    ["Australia/Lord_Howe", "2026-04-05T01:45", "2026-04-04T14:45:00+00:00"],
+    ["Pacific/Apia", "2011-12-30T12:00", "2011-12-30T22:00:00+00:00"],
+  ])("matches the scheduler at %s %s", (timezone, local, expected) => {
+    expect(zonedLocalToUtcIso(local, timezone)).toBe(expected);
+    expect(onceRunAtInstant(local, timezone)).toBe(expected);
+  });
+
   // US spring-forward 2026: clocks jump 02:00 -> 03:00 EST->EDT on 2026-03-08.
   test("New_York wall time after spring-forward uses the post-transition offset", () => {
     // 03:30 EDT (-4) is 07:30Z; the stale pre-transition offset (-5) would say 08:30Z.
@@ -654,6 +669,19 @@ describe("describeTaskSchedule", () => {
 });
 
 describe("describeTaskSchedule for a chat-created one-time task", () => {
+  test("a stored skipped midnight displays when the scheduler will run it", () => {
+    const task = {
+      schedule_type: "once" as const,
+      schedule_spec: { run_at: "2026-09-06" },
+      timezone: "America/Santiago",
+    };
+    expect(
+      describeTaskSchedule(task, "en-US", {
+        now: new Date("2026-08-01T00:00:00Z"),
+      }).text,
+    ).toBe("Once, Sep 6 01:00 (America/Santiago)");
+  });
+
   test("reads the agent's local run_at in the task's zone, whatever the viewer's zone", () => {
     const task = {
       schedule_type: "once" as const,
diff --git a/frontend/tests/unit/core/scheduled-tasks/valid-local-time.test.ts b/frontend/tests/unit/core/scheduled-tasks/valid-local-time.test.ts
index aea90753ab..4ad41091ac 100644
--- a/frontend/tests/unit/core/scheduled-tasks/valid-local-time.test.ts
+++ b/frontend/tests/unit/core/scheduled-tasks/valid-local-time.test.ts
@@ -7,6 +7,7 @@ import {
 
 describe("one-time local time validation", () => {
   test.each([
+    ["America/Santiago", "2026-09-06T00:30"],
     ["America/New_York", "2027-03-14T02:30"],
     ["Australia/Lord_Howe", "2027-10-03T02:15"],
     ["Pacific/Apia", "2011-12-30T12:00"],
@@ -21,6 +22,7 @@ describe("one-time local time validation", () => {
     ["America/New_York", "2027-03-14T01:30", "2027-03-14T06:30:00+00:00"],
     ["America/New_York", "2027-03-14T03:30", "2027-03-14T07:30:00+00:00"],
     ["America/New_York", "2026-11-01T01:30", "2026-11-01T05:30:00+00:00"],
+    ["Europe/Berlin", "2026-10-25T02:30", "2026-10-25T00:30:00+00:00"],
     ["Australia/Lord_Howe", "2027-10-03T01:45", "2027-10-02T15:15:00+00:00"],
     ["Australia/Lord_Howe", "2027-10-03T02:45", "2027-10-02T15:45:00+00:00"],
     ["Asia/Shanghai", "2027-03-14T02:30", "2027-03-13T18:30:00+00:00"],