diff --git a/docs/data-model.md b/docs/data-model.md
index 138f802..3819559 100644
--- a/docs/data-model.md
+++ b/docs/data-model.md
@@ -50,8 +50,11 @@
 - allocated_capital :: numeric? :: 배정 자본
 - order_id / broker_order_id :: str? :: 주문 식별자(자유 주석 / 브로커 핸들)
 - venue :: TEXT NOT NULL DEFAULT 'KRX' :: 현재 주문 거래소 구분(AUTO/KRX/NXT/SOR). intent 단계의 AUTO는 KIS 제출 시 실제 KRX/NXT로 교체되며 주문번호와 원자 저장한다. pending 주문·취소까지 보존하고 HOLDING 진입 시 다음 자율주문의 AUTO, INACTIVE 진입 시 KRX로 초기화한다.
-- cancel_state :: TEXT? :: 취소 요청의 즉시 결과(requested/rejected/unknown). 최종 취소 상태가 아니며 같은 주문의 자동 재취소를 막는다.
-- cancel_requested_at :: TIMESTAMPTZ? :: 취소 요청 결과를 저장한 시각. 주문 종료·dispatch clear 때 함께 제거한다.
+- cancel_state :: TEXT? :: 취소 요청의 즉시 결과(requested/rejected/unknown). 최종 취소 상태가 아니다. requested는 재시도하지 않고, rejected/unknown만 authoritative open-row 확인과 bounded backoff 뒤 재시도할 수 있다.
+- cancel_requested_at :: TIMESTAMPTZ? :: 마지막 취소 시도 예약 시각. 주문 종료·dispatch clear 때 함께 제거한다.
+- order_submitted_at :: TIMESTAMPTZ? :: timeout deadline의 immutable 주문 제출 기준점. poll/cancel bookkeeping 및 daemon 재시작에서 보존하고 terminal dispatch clear 때 제거한다.
+- order_date :: TEXT? :: 원주문 KST 날짜(`YYYYMMDD`). 날짜 rollover 뒤 KIS 일별주문체결조회가 현재 날짜가 아닌 원주문 날짜를 사용하도록 보존한다.
+- cancel_attempts :: INTEGER NOT NULL DEFAULT 0 :: 원자적으로 예약된 취소 시도 횟수. 새 dispatch에서 0, terminal dispatch clear에서 0으로 초기화한다.
 - strategy_id / sell_strategy_id :: str? :: 진입/청산 전략 식별
 - portfolio_id :: str? :: 포트폴리오 식별
 - forced_close_at :: datetime? :: 강제 청산 마감선
diff --git a/docs/interface-contract.md b/docs/interface-contract.md
index ebaa721..1df6911 100644
--- a/docs/interface-contract.md
+++ b/docs/interface-contract.md
@@ -447,8 +447,8 @@ cancel_order(broker_order_id: str, *, side: str, symbol: str, qty: int, venue: s
 
 - `venue`: 원주문 venue. 취소 시 원주문과 동일한 `EXCG_ID_DVSN_CD`를 사용해야 한다. 기본값 `"KRX"`로 기존 호출자 하위 호환.
 - `CancelOutcome.state`: `requested`(요청 접수), `rejected`(명시적 거부), `unknown`(응답유실·전송 실패). `requested`도 최종 취소가 아니며 `poll_fill()`의 `cancelled|filled`만 주문의 최종 상태를 확정한다.
-- Core는 외부 취소 호출 전에 `unknown`을 먼저 영속화하고 응답 뒤 실제 즉시 결과로 교체한다. 따라서 요청과 저장 사이에 프로세스가 종료돼도 자동 timeout 취소는 같은 주문을 재전송하지 않고, 재시작 뒤 체결조회로만 수렴한다.
-- timeout과 운영자 취소 모두 `cancel_state IS NULL` 비교·설정에 성공한 한 호출만 외부 요청을 보낸다. 이후 반복 요청은 `cancel_already_recorded`로 응답하고 poll만 계속한다.
+- Core는 외부 취소 호출 전에 `unknown`과 시도 횟수를 원자적으로 영속화하고 응답 뒤 실제 즉시 결과로 교체한다. 따라서 요청과 저장 사이에 프로세스가 종료돼도 재시작 시 먼저 체결조회를 수행한다.
+- `requested`는 재시도하지 않는다. `rejected|unknown`은 후속 `poll_fill()`이 원주문을 open으로 확인하고 bounded backoff·최대 시도 조건을 만족한 경우에만 재시도한다. row 미가시성·missing·accepted만으로 blind retry하지 않는다. 운영자 반복 요청은 기존 `cancel_already_recorded` 경계를 유지한다.
 
 ### get_current_price
 
@@ -466,6 +466,10 @@ get_current_price(symbol: str, market: str = "J") -> Optional[Decimal]
 - `poll_fill`: KIS 신형 일별주문체결조회 실전 `TTTC0081R`, 모의
   `VTTC0081R`을 사용하고 `EXCG_ID_DVSN_CD=ALL`을 전달한다. 일반 주문번호
   조회와 결과불명 주문 탐색이 같은 계약으로 KRX·NXT 체결을 확인한다.
+  일반 주문은 영속화된 `order_date`(`YYYYMMDD`)를 조회일로 사용하며,
+  row가 없으면 bounded 제출 직후 visibility grace 이후 `unknown`으로
+  fail-closed 한다. `order_submitted_at`/`order_date`를 알 수 없는 legacy
+  pending row는 mutable `updated_at`로 추정하지 않고 CRITICAL alarm과 pending을 유지한다.
 
 ## `FillStatus` 확장 (BAT-006 / REQ-018)
 
diff --git a/tests/adapters/broker/test_ownership.py b/tests/adapters/broker/test_ownership.py
index 8e91bfd..063917f 100644
--- a/tests/adapters/broker/test_ownership.py
+++ b/tests/adapters/broker/test_ownership.py
@@ -25,6 +25,7 @@ class FakeBroker:
     def __init__(self, balance, fill=None):
         self.balance = balance
         self.fill = fill or FillStatus(state="accepted")
+        self.poll_metadata = None
 
     def name(self):
         return "fake"
@@ -32,7 +33,16 @@ class FakeBroker:
     def submit_order(self, req):
         return OrderAck(accepted=True, broker_order_id="1")
 
-    def poll_fill(self, broker_order_id, *, side, symbol):
+    def poll_fill(
+        self,
+        broker_order_id,
+        *,
+        side,
+        symbol,
+        order_date=None,
+        submitted_at=None,
+    ):
+        self.poll_metadata = (order_date, submitted_at)
         return self.fill
 
     def cancel_order(self, broker_order_id, *, side, symbol, qty, venue="KRX"):
@@ -77,6 +87,23 @@ def test_confirmed_fill_is_persisted_once_and_manual_remainder_stays_hidden(tmp_
     assert StrategyOwnershipStore(store.path).snapshot()[0] == {"005930": 2}
 
 
+def test_poll_preserves_original_order_metadata_through_ownership_decorator(tmp_path):
+    store = StrategyOwnershipStore(tmp_path / "ownership.json")
+    delegate = FakeBroker([])
+    broker = OwnershipAwareBroker(delegate, store)
+    submitted_at = datetime(2026, 8, 14, 6, 20, tzinfo=timezone.utc)
+
+    broker.poll_fill(
+        "1",
+        side="buy",
+        symbol="005930",
+        order_date="20260814",
+        submitted_at=submitted_at,
+    )
+
+    assert delegate.poll_metadata == ("20260814", submitted_at)
+
+
 def test_strategy_quantity_above_raw_broker_total_fails_closed(tmp_path):
     store = StrategyOwnershipStore(tmp_path / "ownership.json")
     store.apply_fill(
diff --git a/tests/adapters/persistence/test_postgresql_slot_repository_parity.py b/tests/adapters/persistence/test_postgresql_slot_repository_parity.py
index 48afe98..e7525b0 100644
--- a/tests/adapters/persistence/test_postgresql_slot_repository_parity.py
+++ b/tests/adapters/persistence/test_postgresql_slot_repository_parity.py
@@ -36,7 +36,7 @@ _SLOT_COLUMNS = (
     "sell_strategy_id, forced_close_at, stop_loss_price, take_profit_price, "
     "created_at, updated_at, instance_key, retired_at, "
     "timeout_sec, slippage_pct, occupancy_seq, venue, "
-    "cancel_state, cancel_requested_at"
+    "cancel_state, cancel_requested_at, order_submitted_at, order_date, cancel_attempts"
 )
 _MANAGED_SLOT_SQL = (
     f"SELECT {_SLOT_COLUMNS} FROM daily_slot "
@@ -149,6 +149,9 @@ def _row(slot: Slot) -> tuple:
         slot.venue,
         slot.cancel_state,
         slot.cancel_requested_at,
+        slot.order_submitted_at,
+        slot.order_date,
+        slot.cancel_attempts,
     )
 
 
diff --git a/tests/application/test_execution_policy.py b/tests/application/test_execution_policy.py
index ed0fe3d..17e3a04 100644
--- a/tests/application/test_execution_policy.py
+++ b/tests/application/test_execution_policy.py
@@ -290,7 +290,8 @@ class TestTimeoutCancel:
         # age the slot past timeout
         s = repo.fetch_slot(sid)
         repo._slots[sid] = replace(
-            s, updated_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
+            s,
+            order_submitted_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
         )
         r = execution.run_once()
         assert r.timeout_cancelled == 1
@@ -310,13 +311,13 @@ class TestTimeoutCancel:
         assert r.timeout_cancelled == 0
         assert len(broker.cancel_calls) == 0
 
-    def test_no_timeout_sec_no_cancel(self):
+    def test_updated_at_does_not_move_hard_fallback_deadline(self):
         broker = _RecordingBroker()
         repo, svc, intents, execution = _wire(broker)
         sid = _buy_to_pending(intents, timeout_sec=None)
         broker.responder = lambda side: FillStatus(state="accepted")
         execution.run_once()  # dispatch
-        # age the slot
+        # Mutable row bookkeeping is not the dispatch/deadline clock.
         s = repo.fetch_slot(sid)
         repo._slots[sid] = replace(
             s, updated_at=datetime.now(tz=timezone.utc) - timedelta(seconds=9999),
@@ -335,7 +336,8 @@ class TestTimeoutCancel:
         execution.run_once()  # dispatch
         s = repo.fetch_slot(sid)
         repo._slots[sid] = replace(
-            s, updated_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
+            s,
+            order_submitted_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
         )
         with caplog.at_level(logging.WARNING):
             r = execution.run_once()
@@ -357,7 +359,8 @@ class TestTimeoutCancel:
         execution.run_once()
         s = repo.fetch_slot(sid)
         repo._slots[sid] = replace(
-            s, updated_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
+            s,
+            order_submitted_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
         )
         execution.run_once()
         # slot still PENDING_BUY — cancel is best-effort; rollback on next poll
@@ -376,7 +379,7 @@ class TestTimeoutCancel:
         slot = repo.fetch_slot(sid)
         repo._slots[sid] = replace(
             slot,
-            updated_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
+            order_submitted_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
         )
 
         result = execution.run_once()
@@ -395,7 +398,8 @@ class TestTimeoutCancel:
         # age the slot → cancel sent
         s = repo.fetch_slot(sid)
         repo._slots[sid] = replace(
-            s, updated_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
+            s,
+            order_submitted_at=datetime.now(tz=timezone.utc) - timedelta(seconds=60),
         )
         r1 = execution.run_once()
         assert r1.timeout_cancelled == 1
diff --git a/tests/application/test_execution_policy_handler.py b/tests/application/test_execution_policy_handler.py
index b9e948c..43a812a 100644
--- a/tests/application/test_execution_policy_handler.py
+++ b/tests/application/test_execution_policy_handler.py
@@ -75,14 +75,14 @@ class TestIntentPayloadParsing:
         assert slot.timeout_sec == 60
         assert slot.slippage_pct == 1.0
 
-    def test_buy_policy_fields_absent_means_none(self):
-        """Backward-compat: no policy fields in payload → None on slot."""
+    def test_buy_policy_fields_absent_uses_hard_fallback(self):
+        """No policy field still receives the hard 3,600-second fallback."""
         repo, _, intents = _wire()
         handler = make_intent_rpc_handler(intents)
         resp = handler(_buy_req())
         sid = UUID(resp.payload["slot_id"])
         slot = repo.fetch_slot(sid)
-        assert slot.timeout_sec is None
+        assert slot.timeout_sec == 3600
         assert slot.slippage_pct is None
 
     def test_sell_timeout_sec_parsed(self):
@@ -166,13 +166,13 @@ class TestDefaultOrderTimeoutSec:
         slot = repo.fetch_slot(d.slot_id)
         assert slot.timeout_sec == 30
 
-    def test_no_config_default_no_intent_timeout_means_none(self):
+    def test_no_config_default_no_intent_timeout_uses_hard_fallback(self):
         repo, _, intents = self._wire_with_default(default_timeout=None)
         d = intents.submit_buy(BuyIntent(
             intent_id="b1", portfolio_id="PF-1", qty=10,
         ))
         slot = repo.fetch_slot(d.slot_id)
-        assert slot.timeout_sec is None
+        assert slot.timeout_sec == 3600
 
 
 # ============================================================================
diff --git a/tests/application/test_order_timeout_reconciliation.py b/tests/application/test_order_timeout_reconciliation.py
new file mode 100644
index 0000000..24a3ee9
--- /dev/null
+++ b/tests/application/test_order_timeout_reconciliation.py
@@ -0,0 +1,342 @@
+"""Synthetic coverage for GitHub #58 timeout/cancel reconciliation."""
+from __future__ import annotations
+
+from dataclasses import replace
+from datetime import datetime, timedelta, timezone
+from pathlib import Path
+from uuid import UUID
+
+import pytest
+
+from trex_core.adapters.broker import kis as kis_mod
+from trex_core.adapters.broker.kis import KISBroker
+from trex_core.adapters.persistence.in_memory_intent_store import InMemoryIntentStore
+from trex_core.application.broker_port import CancelOutcome, CancelState, FillStatus
+from trex_core.application.execution import ExecutionService
+from trex_core.application.intents import BuyIntent, IntentService, SellIntent
+from trex_core.application.messaging import RpcRequest
+from trex_core.application.messaging_handlers import make_intent_rpc_handler
+from trex_core.domain.slot import SlotService, SlotState
+from trex_core.domain.slot.in_memory_repository import InMemorySlotRepository
+from trex_core.runtime.config import DaemonInstanceConfig
+from tests.application.test_execution_policy import _RecordingBroker
+
+_KST = timezone(timedelta(hours=9))
+
+
+def _wire(*, default_timeout=None):
+    repo = InMemorySlotRepository()
+    service = SlotService(repo)
+    intents = IntentService(
+        service,
+        repo,
+        InMemoryIntentStore(),
+        resolve_symbol=lambda _pid: "005930",
+        default_order_timeout_sec=default_timeout,
+    )
+    repo.reconcile_universe("default", {"PF-1": "005930"})
+    return repo, service, intents
+
+
+@pytest.mark.parametrize("value", [0, -1, 3601, True, 1.5, "30"])
+def test_direct_strategy_timeout_outside_integer_bounds_is_rejected(value):
+    repo, _, intents = _wire()
+    decision = intents.submit_buy(
+        BuyIntent(intent_id=f"b-{value!r}", portfolio_id="PF-1", qty=1, timeout_sec=value)
+    )
+    assert decision.status == "rejected"
+    assert decision.reason.startswith("bad_request:timeout_sec_")
+    assert repo.list_undispatched_pending() == []
+
+
+@pytest.mark.parametrize("value", [0, -1, 3601, True, 1.5, "30"])
+def test_direct_sell_timeout_outside_integer_bounds_is_rejected(value):
+    repo, _, intents = _wire()
+    decision = intents.submit_sell(
+        SellIntent(intent_id=f"s-{value!r}", slot_id=UUID(int=1), timeout_sec=value)
+    )
+    assert decision.status == "rejected"
+    assert decision.reason.startswith("bad_request:timeout_sec_")
+    assert repo.list_undispatched_pending() == []
+
+
+@pytest.mark.parametrize("value", [0, -1, 3601, 1.5, True, "30", "not-an-int"])
+@pytest.mark.parametrize("intent_type", ["buy", "sell"])
+def test_wire_strategy_timeout_bad_request_before_admission(value, intent_type):
+    repo, _, intents = _wire()
+    payload = {
+        "intent_type": intent_type,
+        "intent_id": "bad-timeout",
+        "timeout_sec": value,
+    }
+    if intent_type == "buy":
+        payload.update({"portfolio_id": "PF-1", "qty": 1})
+    else:
+        payload["slot_id"] = str(UUID(int=1))
+    response = make_intent_rpc_handler(intents)(
+        RpcRequest(
+            correlation_id="bad-timeout",
+            payload=payload,
+        )
+    )
+    assert response.payload["status"] == "rejected"
+    assert response.payload["reason"].startswith("bad_request:")
+    assert repo.list_undispatched_pending() == []
+
+
+@pytest.mark.parametrize("value", [1, 3600])
+def test_strategy_timeout_inclusive_bounds_are_admitted(value):
+    repo, _, intents = _wire()
+    decision = intents.submit_buy(
+        BuyIntent(intent_id=f"b-{value}", portfolio_id="PF-1", qty=1, timeout_sec=value)
+    )
+    assert decision.admitted
+    assert repo.fetch_slot(decision.slot_id).timeout_sec == value
+
+
+def test_buy_and_sell_omission_use_instance_override_or_hard_fallback():
+    repo, service, intents = _wire(default_timeout=120)
+    buy = intents.submit_buy(BuyIntent(intent_id="b1", portfolio_id="PF-1", qty=1))
+    assert repo.fetch_slot(buy.slot_id).timeout_sec == 120
+    service.transit_slot(
+        buy.slot_id,
+        SlotState.PENDING_BUY,
+        SlotState.HOLDING,
+        reason="fixture",
+        actor="test",
+        qty=1,
+        avg_price=1000,
+    )
+    sell = intents.submit_sell(SellIntent(intent_id="s1", slot_id=buy.slot_id))
+    assert sell.admitted
+    assert repo.fetch_slot(buy.slot_id).timeout_sec == 120
+
+    fallback_repo, _, fallback = _wire(default_timeout=None)
+    fallback_buy = fallback.submit_buy(
+        BuyIntent(intent_id="fallback", portfolio_id="PF-1", qty=1)
+    )
+    assert fallback_repo.fetch_slot(fallback_buy.slot_id).timeout_sec == 3600
+
+
+@pytest.mark.parametrize("value", [0, -1, 3601, 1.5, True, "30"])
+def test_instance_timeout_outside_toml_integer_contract_fails_startup(tmp_path, value):
+    path = tmp_path / "instance.toml"
+    literal = str(value).lower() if isinstance(value, bool) else repr(value)
+    path.write_text(f'instance_key = "x"\ndefault_order_timeout_sec = {literal}\n')
+    with pytest.raises(RuntimeError, match="default_order_timeout_sec"):
+        DaemonInstanceConfig.from_toml(str(path))
+
+
+def test_instance_timeout_omission_and_bounds(tmp_path):
+    path = tmp_path / "instance.toml"
+    path.write_text('instance_key = "x"\n')
+    assert DaemonInstanceConfig.from_toml(str(path)).default_order_timeout_sec == 3600
+    for value in (1, 3600):
+        path.write_text(f'instance_key = "x"\ndefault_order_timeout_sec = {value}\n')
+        assert DaemonInstanceConfig.from_toml(str(path)).default_order_timeout_sec == value
+
+
+def test_migration_does_not_invent_legacy_submission_metadata():
+    migration = (
+        Path(__file__).parents[2]
+        / "trex_core/adapters/persistence/sql/022_persist_order_timeout_anchor.sql"
+    ).read_text(encoding="utf-8")
+
+    assert "ADD COLUMN IF NOT EXISTS order_submitted_at" in migration
+    assert "ADD COLUMN IF NOT EXISTS order_date" in migration
+    assert "UPDATE daily_slot" not in migration
+    assert "COALESCE(updated_at, created_at)" not in migration
+
+
+def test_dispatch_anchor_and_original_date_survive_bookkeeping_and_restart():
+    broker = _RecordingBroker()
+    repo, service, intents = _wire()
+    execution = ExecutionService(service, repo, broker)
+    decision = intents.submit_buy(
+        BuyIntent(intent_id="b1", portfolio_id="PF-1", qty=1, timeout_sec=60)
+    )
+    broker.responder = lambda _side: FillStatus(state="accepted")
+    execution.run_once()
+    dispatched = repo.fetch_slot(decision.slot_id)
+    submitted_at = dispatched.order_submitted_at
+    order_date = dispatched.order_date
+    assert submitted_at is not None and order_date == submitted_at.astimezone(_KST).strftime("%Y%m%d")
+
+    assert repo.replace_dispatch(dispatched.slot_id, dispatched.broker_order_id, "resolved-1")
+    resolved = repo.fetch_slot(dispatched.slot_id)
+    assert resolved.order_submitted_at == submitted_at
+    assert resolved.order_date == order_date
+
+    repo.mark_cancel_outcome(dispatched.slot_id, "resolved-1", "unknown")
+    persisted = repo.fetch_slot(dispatched.slot_id)
+    assert persisted.updated_at != dispatched.updated_at
+    assert persisted.order_submitted_at == submitted_at
+    assert persisted.order_date == order_date
+    assert ExecutionService(service, repo, broker).reconcile().filled == 0
+    restarted = repo.fetch_slot(dispatched.slot_id)
+    assert restarted.order_submitted_at == submitted_at
+    assert restarted.order_date == order_date
+
+    service.transit_slot(
+        dispatched.slot_id,
+        SlotState.PENDING_BUY,
+        SlotState.HOLDING,
+        reason="terminal-fixture",
+        actor="test",
+        qty=1,
+        avg_price=1000,
+    )
+    repo.clear_dispatch(dispatched.slot_id)
+    terminal = repo.fetch_slot(dispatched.slot_id)
+    assert terminal.order_submitted_at is None
+    assert terminal.order_date is None
+    assert terminal.cancel_attempts == 0
+
+
+class _AlarmRecorder:
+    def __init__(self):
+        self.calls = []
+
+    def publish_alarm(self, code, title, *, fields=None, severity="critical"):
+        self.calls.append((code, severity, fields))
+
+
+def test_legacy_pending_without_authoritative_metadata_is_fail_closed_and_alarm_bounded():
+    broker = _RecordingBroker()
+    repo, service, intents = _wire()
+    alarms = _AlarmRecorder()
+    execution = ExecutionService(service, repo, broker, alarm_emitter=alarms)
+    decision = intents.submit_buy(
+        BuyIntent(intent_id="legacy", portfolio_id="PF-1", qty=1, timeout_sec=1)
+    )
+    broker.responder = lambda _side: FillStatus(state="accepted")
+    execution.run_once()
+    slot = repo.fetch_slot(decision.slot_id)
+    repo._slots[slot.slot_id] = replace(
+        slot,
+        order_submitted_at=None,
+        order_date=None,
+        updated_at=datetime.now(tz=timezone.utc) - timedelta(days=2),
+    )
+
+    execution.run_once()
+    execution.run_once()
+
+    persisted = repo.fetch_slot(slot.slot_id)
+    assert persisted.status is SlotState.PENDING_BUY
+    assert broker.cancel_calls == []
+    metadata_alarms = [
+        call for call in alarms.calls if call[0] == "order_reconciliation_metadata_unknown"
+    ]
+    assert len(metadata_alarms) == 1
+    assert set(metadata_alarms[0][2]) == {"slot_id", "symbol"}
+
+
+def test_cancel_rejected_is_fail_closed_alarm_and_authoritative_bounded_retry():
+    broker = _RecordingBroker()
+    broker.cancel_outcome = CancelOutcome(CancelState.REJECTED, "closed_session")
+    repo, service, intents = _wire()
+    alarms = _AlarmRecorder()
+    execution = ExecutionService(service, repo, broker, alarm_emitter=alarms)
+    decision = intents.submit_buy(
+        BuyIntent(intent_id="b1", portfolio_id="PF-1", qty=1, timeout_sec=1)
+    )
+    broker.responder = lambda _side: FillStatus(state="accepted")
+    execution.run_once()
+    slot = repo.fetch_slot(decision.slot_id)
+    repo._slots[slot.slot_id] = replace(
+        slot,
+        order_submitted_at=datetime.now(tz=timezone.utc) - timedelta(minutes=1),
+    )
+    execution.run_once()
+    rejected = repo.fetch_slot(slot.slot_id)
+    assert rejected.status is SlotState.PENDING_BUY
+    assert rejected.cancel_state == "rejected"
+    assert len(broker.cancel_calls) == 1
+    assert any(code == "order_cancel_unresolved" and severity == "critical" for code, severity, _ in alarms.calls)
+
+    # No visible broker row => no blind retry, even after restart/backoff.
+    repo._slots[slot.slot_id] = replace(
+        rejected,
+        cancel_requested_at=datetime.now(tz=timezone.utc) - timedelta(minutes=10),
+    )
+    ExecutionService(service, repo, broker, alarm_emitter=alarms).run_once()
+    assert len(broker.cancel_calls) == 1
+
+    # An authoritative open row permits one backoff-gated retry.
+    broker.responder = lambda _side: FillStatus(
+        state="accepted", raw={"order_open_confirmed": True}
+    )
+    broker.cancel_outcome = CancelOutcome(CancelState.REQUESTED)
+    ExecutionService(service, repo, broker, alarm_emitter=alarms).run_once()
+    assert len(broker.cancel_calls) == 2
+    retried = repo.fetch_slot(slot.slot_id)
+    assert retried.cancel_state == "requested"
+    assert retried.cancel_attempts == 2
+    ExecutionService(service, repo, broker).run_once()
+    assert len(broker.cancel_calls) == 2
+
+
+class _Resp:
+    status_code = 200
+
+    def __init__(self, payload):
+        self._payload = payload
+
+    def json(self):
+        return self._payload
+
+
+def _kis(clock):
+    broker = KISBroker(
+        "12345678-01",
+        app_key="k",
+        app_secret="s",
+        base_url="https://openapivts.koreainvestment.com:29443",
+        clock=clock,
+    )
+    broker._token = "token"
+    broker._token_exp = datetime.now(tz=timezone.utc) + timedelta(hours=1)
+    return broker
+
+
+def test_kis_rollover_uses_original_date_and_row_visibility_is_nonterminal(monkeypatch):
+    now = datetime(2026, 8, 15, 9, 0, tzinfo=_KST)
+    submitted = datetime(2026, 8, 14, 15, 20, tzinfo=_KST)
+    seen = {}
+
+    def fake_get(*_args, **kwargs):
+        seen.update(kwargs["params"])
+        return _Resp({"rt_cd": "0", "output1": []})
+
+    monkeypatch.setattr(kis_mod.httpx, "get", fake_get)
+    status = _kis(lambda: now).poll_fill(
+        "06010:0000123456",
+        side="buy",
+        symbol="005930",
+        order_date="20260814",
+        submitted_at=submitted,
+    )
+    assert seen["INQR_STRT_DT"] == seen["INQR_END_DT"] == "20260814"
+    assert status.state == "unknown"
+    assert status.raw["reason"] == "order_not_visible_unresolved"
+    assert status.raw["order_visible"] is False
+
+
+def test_kis_recent_missing_row_stays_in_bounded_visibility_grace(monkeypatch):
+    now = datetime(2026, 8, 14, 9, 0, tzinfo=_KST)
+    monkeypatch.setattr(
+        kis_mod.httpx,
+        "get",
+        lambda *_args, **_kwargs: _Resp({"rt_cd": "0", "output1": []}),
+    )
+    status = _kis(lambda: now).poll_fill(
+        "06010:0000123457",
+        side="sell",
+        symbol="005930",
+        order_date="20260814",
+        submitted_at=now - timedelta(seconds=30),
+    )
+    assert status.state == "accepted"
+    assert status.raw["reason"] == "order_visibility_grace"
+    assert status.raw["order_visible"] is False
diff --git a/tests/integration/test_kis_submission_recovery_virtual.py b/tests/integration/test_kis_submission_recovery_virtual.py
index 67cb87d..1d316d9 100644
--- a/tests/integration/test_kis_submission_recovery_virtual.py
+++ b/tests/integration/test_kis_submission_recovery_virtual.py
@@ -144,7 +144,13 @@ def _wire(broker: KISBroker):
         instance_key=INSTANCE,
     )
     repo.reconcile_universe(INSTANCE, {PORTFOLIO: SYMBOL})
-    execution = ExecutionService(slots, repo, broker, instance_key=INSTANCE)
+    execution = ExecutionService(
+        slots,
+        repo,
+        broker,
+        instance_key=INSTANCE,
+        clock=lambda: VIRTUAL_AT,
+    )
     decision = intents.submit_buy(
         BuyIntent(
             intent_id="virtual-buy-1",
@@ -170,7 +176,13 @@ def test_timeout_after_exchange_accept_resolves_without_duplicate_and_survives_r
         assert len(state.orders) == 1
 
         state.fill_orders = True
-        restarted = ExecutionService(slots, repo, _broker(server), instance_key=INSTANCE)
+        restarted = ExecutionService(
+            slots,
+            repo,
+            _broker(server),
+            instance_key=INSTANCE,
+            clock=lambda: VIRTUAL_AT,
+        )
         restarted.reconcile()
 
         holding = repo.fetch_slot(slot_id)
diff --git a/trex_core/adapters/broker/kis.py b/trex_core/adapters/broker/kis.py
index 80054af..a2a1d25 100644
--- a/trex_core/adapters/broker/kis.py
+++ b/trex_core/adapters/broker/kis.py
@@ -307,6 +307,7 @@ class KISBroker:
                 reason=f"submit_outcome_unknown:{type(exc).__name__}",
                 venue=actual_venue,
                 raw={"error_class": type(exc).__name__},
+                submitted_at=submitted_at,
             )
         if getattr(resp, "status_code", 200) >= 500:
             return OrderAck(
@@ -315,6 +316,7 @@ class KISBroker:
                 reason=f"submit_outcome_unknown:http_{resp.status_code}",
                 venue=actual_venue,
                 raw={"http_status": resp.status_code},
+                submitted_at=submitted_at,
             )
         if str(payload.get("rt_cd")) == "0":
             out = payload.get("output") or {}
@@ -326,6 +328,7 @@ class KISBroker:
                 broker_order_id=bid,
                 venue=actual_venue,
                 raw=payload,
+                submitted_at=submitted_at,
             )
         return OrderAck(
             accepted=False,
@@ -362,7 +365,15 @@ class KISBroker:
             "EXCG_ID_DVSN_CD": "ALL",
         }
 
-    def poll_fill(self, broker_order_id: str, *, side: str, symbol: str) -> FillStatus:
+    def poll_fill(
+        self,
+        broker_order_id: str,
+        *,
+        side: str,
+        symbol: str,
+        order_date: Optional[str] = None,
+        submitted_at: Optional[datetime] = None,
+    ) -> FillStatus:
         if broker_order_id.startswith(_SUBMISSION_UNKNOWN_PREFIX):
             return self._poll_unknown_submission(broker_order_id, side=side, symbol=symbol)
         now = monotonic()
@@ -375,8 +386,8 @@ class KISBroker:
         # open duplicate KIS inquiries for the same order.
         self._fill_poll_not_before[broker_order_id] = now + _FILL_POLL_MIN_INTERVAL_SECONDS
         odno = broker_order_id.split(":")[-1]
-        today = datetime.now(tz=_KST).strftime("%Y%m%d")
-        tr_id, params = self._daily_fill_request(today, order_number=odno)
+        inquiry_date = order_date or self._clock().astimezone(_KST).strftime("%Y%m%d")
+        tr_id, params = self._daily_fill_request(inquiry_date, order_number=odno)
         try:
             resp = httpx.get(
                 f"{self._base_url}/uapi/domestic-stock/v1/trading/inquire-daily-ccld",
@@ -410,11 +421,36 @@ class KISBroker:
             None,
         )
         if row is None:
-            return FillStatus(
-                state="accepted",
-                raw={"reason": "order_not_visible_in_fill_inquiry"},
+            visible_grace = (
+                submitted_at is None
+                or (self._clock().astimezone(timezone.utc) - submitted_at.astimezone(timezone.utc))
+                .total_seconds()
+                < _SUBMISSION_LOOKUP_GRACE_SECONDS
             )
-        return self._fill_status_from_row(row, side=side, today=today, fallback_odno=odno)
+            return FillStatus(
+                state="accepted" if visible_grace else "unknown",
+                raw={
+                    "reason": (
+                        "order_visibility_grace"
+                        if visible_grace
+                        else "order_not_visible_unresolved"
+                    ),
+                    "order_visible": False,
+                    "inquiry_date": inquiry_date,
+                },
+            )
+        status = self._fill_status_from_row(
+            row, side=side, today=inquiry_date, fallback_odno=odno
+        )
+        return replace(
+            status,
+            raw={
+                **(status.raw if isinstance(status.raw, dict) else {}),
+                "order_visible": True,
+                "order_open_confirmed": status.state in {"accepted", "partially_filled"},
+                "inquiry_date": inquiry_date,
+            },
+        )
 
     def _poll_unknown_submission(
         self,
diff --git a/trex_core/adapters/broker/ownership.py b/trex_core/adapters/broker/ownership.py
index f174e72..63a3ffa 100644
--- a/trex_core/adapters/broker/ownership.py
+++ b/trex_core/adapters/broker/ownership.py
@@ -10,8 +10,10 @@ from __future__ import annotations
 
 import json
 import os
+from datetime import datetime
 from pathlib import Path
 from threading import Lock
+from typing import Optional
 
 from trex_core.application.broker_port import (
     BalanceItem,
@@ -126,8 +128,22 @@ class OwnershipAwareBroker:
     def submit_order(self, req: OrderRequest) -> OrderAck:
         return self._delegate.submit_order(req)
 
-    def poll_fill(self, broker_order_id: str, *, side: str, symbol: str) -> FillStatus:
-        result = self._delegate.poll_fill(broker_order_id, side=side, symbol=symbol)
+    def poll_fill(
+        self,
+        broker_order_id: str,
+        *,
+        side: str,
+        symbol: str,
+        order_date: Optional[str] = None,
+        submitted_at: Optional[datetime] = None,
+    ) -> FillStatus:
+        result = self._delegate.poll_fill(
+            broker_order_id,
+            side=side,
+            symbol=symbol,
+            order_date=order_date,
+            submitted_at=submitted_at,
+        )
         if result.execution_id and result.filled_qty > 0 and (
             result.is_filled or result.is_partial_cancel
         ):
diff --git a/trex_core/adapters/broker/paper.py b/trex_core/adapters/broker/paper.py
index e95ffc6..8b3582c 100644
--- a/trex_core/adapters/broker/paper.py
+++ b/trex_core/adapters/broker/paper.py
@@ -9,6 +9,7 @@ from __future__ import annotations
 
 import threading
 from decimal import Decimal
+from datetime import datetime
 from typing import Optional
 
 from trex_core.adapters.broker.seq_store import SeqStore
@@ -80,7 +81,15 @@ class PaperBroker:
             self._orders[oid] = _Order(oid, req)
         return OrderAck(accepted=True, broker_order_id=oid, venue=req.venue)
 
-    def poll_fill(self, broker_order_id: str, *, side: str, symbol: str) -> FillStatus:
+    def poll_fill(
+        self,
+        broker_order_id: str,
+        *,
+        side: str,
+        symbol: str,
+        order_date: Optional[str] = None,
+        submitted_at: Optional[datetime] = None,
+    ) -> FillStatus:
         with self._lock:
             o = self._orders.get(broker_order_id)
             if o is None:
@@ -91,7 +100,12 @@ class PaperBroker:
             if symbol in self._reject:
                 return FillStatus(state="rejected", raw={"reason": "paper_reject"})
             if o.polls <= self._fill_after:
-                return FillStatus(state="accepted", filled_qty=o.filled, avg_price=o.price)
+                return FillStatus(
+                    state="accepted",
+                    filled_qty=o.filled,
+                    avg_price=o.price,
+                    raw={"order_open_confirmed": True},
+                )
             step = self._qty_per_poll if self._qty_per_poll is not None else (o.qty - o.filled)
             o.filled = min(o.qty, o.filled + step)
             if o.filled >= o.qty:
@@ -105,7 +119,12 @@ class PaperBroker:
                     state="filled", filled_qty=o.filled, avg_price=o.price,
                     execution_id=execution_id, fee=fee, tax=tax,
                 )
-            return FillStatus(state="partially_filled", filled_qty=o.filled, avg_price=o.price)
+            return FillStatus(
+                state="partially_filled",
+                filled_qty=o.filled,
+                avg_price=o.price,
+                raw={"order_open_confirmed": True},
+            )
 
     def cancel_order(
         self,
diff --git a/trex_core/adapters/persistence/postgresql.py b/trex_core/adapters/persistence/postgresql.py
index c5ad040..07c0a31 100644
--- a/trex_core/adapters/persistence/postgresql.py
+++ b/trex_core/adapters/persistence/postgresql.py
@@ -14,7 +14,7 @@ from __future__ import annotations
 
 import json
 from contextlib import contextmanager
-from datetime import datetime, timezone
+from datetime import datetime, timedelta, timezone
 from typing import Any, Iterator, Optional
 from uuid import UUID, uuid4
 
@@ -38,9 +38,11 @@ _SLOT_COLUMNS = (
     "sell_strategy_id, forced_close_at, stop_loss_price, take_profit_price, "
     "created_at, updated_at, instance_key, retired_at, "
     "timeout_sec, slippage_pct, occupancy_seq, venue, "
-    "cancel_state, cancel_requested_at"
+    "cancel_state, cancel_requested_at, order_submitted_at, order_date, cancel_attempts"
 )
 
+_KST = timezone(timedelta(hours=9))
+
 
 def _require_psycopg(module: Any = None) -> Any:
     if module is not None:
@@ -218,7 +220,8 @@ class PostgreSQLSlotRepository:
                     "forced_close_at=%s, stop_loss_price=%s, take_profit_price=%s, "
                     "instance_key=%s, retired_at=%s, timeout_sec=%s, slippage_pct=%s, "
                     "occupancy_seq=%s, venue=%s, cancel_state=%s, "
-                    "cancel_requested_at=%s, updated_at=%s WHERE slot_id=%s",
+                    "cancel_requested_at=%s, order_submitted_at=%s, order_date=%s, "
+                    "cancel_attempts=%s, updated_at=%s WHERE slot_id=%s",
                     (
                         slot.status.value,
                         slot.symbol,
@@ -241,6 +244,9 @@ class PostgreSQLSlotRepository:
                         slot.venue,
                         slot.cancel_state,
                         slot.cancel_requested_at,
+                        slot.order_submitted_at,
+                        slot.order_date,
+                        slot.cancel_attempts,
                         slot.updated_at or datetime.now(tz=timezone.utc),
                         slot.slot_id,
                     ),
@@ -295,16 +301,22 @@ class PostgreSQLSlotRepository:
         broker_order_id: str,
         *,
         venue: Optional[str] = None,
+        submitted_at: Optional[datetime] = None,
     ) -> bool:
+        submitted_at = submitted_at or datetime.now(tz=timezone.utc)
+        order_date = submitted_at.astimezone(_KST).strftime("%Y%m%d")
         with self._psycopg.connect(self._dsn, autocommit=False) as conn:
             with conn.cursor() as cur:
                 cur.execute(
                     "UPDATE daily_slot SET broker_order_id=%s, "
-                    "venue=COALESCE(%s, venue), updated_at=%s "
+                    "venue=COALESCE(%s, venue), order_submitted_at=%s, order_date=%s, "
+                    "cancel_attempts=0, updated_at=%s "
                     "WHERE slot_id=%s AND broker_order_id IS NULL",
                     (
                         broker_order_id,
                         venue,
+                        submitted_at,
+                        order_date,
                         datetime.now(tz=timezone.utc),
                         slot_id,
                     ),
@@ -366,6 +378,31 @@ class PostgreSQLSlotRepository:
                 conn.commit()
                 return ok
 
+    def reserve_cancel_attempt(
+        self,
+        slot_id: UUID,
+        broker_order_id: str,
+        *,
+        retry_before: Optional[datetime] = None,
+    ) -> bool:
+        """Atomically reserve first cancel or an authoritative backoff-gated retry."""
+        now = datetime.now(tz=timezone.utc)
+        with self._psycopg.connect(self._dsn, autocommit=False) as conn:
+            with conn.cursor() as cur:
+                cur.execute(
+                    "UPDATE daily_slot SET cancel_state='unknown', cancel_requested_at=%s, "
+                    "cancel_attempts=cancel_attempts+1, updated_at=%s "
+                    "WHERE slot_id=%s AND broker_order_id=%s "
+                    "AND status IN ('pending_buy','pending_sell') "
+                    "AND (cancel_state IS NULL OR "
+                    "(%s IS NOT NULL AND cancel_state IN ('rejected','unknown') "
+                    "AND cancel_attempts < 4 AND cancel_requested_at <= %s))",
+                    (now, now, slot_id, broker_order_id, retry_before, retry_before),
+                )
+                ok = cur.rowcount == 1
+                conn.commit()
+                return ok
+
     def list_dispatched_pending(self, instance_key: str = "default") -> list[Slot]:
         with self._psycopg.connect(self._dsn) as conn:
             with conn.cursor() as cur:
@@ -382,7 +419,8 @@ class PostgreSQLSlotRepository:
             with conn.cursor() as cur:
                 cur.execute(
                     "UPDATE daily_slot SET broker_order_id=NULL, cancel_state=NULL, "
-                    "cancel_requested_at=NULL, updated_at=%s WHERE slot_id=%s",
+                    "cancel_requested_at=NULL, order_submitted_at=NULL, order_date=NULL, "
+                    "cancel_attempts=0, updated_at=%s WHERE slot_id=%s",
                     (datetime.now(tz=timezone.utc), slot_id),
                 )
                 conn.commit()
@@ -410,7 +448,8 @@ class PostgreSQLSlotRepository:
         # created_at(14) updated_at(15) instance_key(16) retired_at(17)
         # timeout_sec(18) slippage_pct(19)  [dcy-022/REQ-068]
         # occupancy_seq(20) [dcy-028/REQ-081], venue(21),
-        # cancel_state(22), cancel_requested_at(23)
+        # cancel_state(22), cancel_requested_at(23), order_submitted_at(24),
+        # order_date(25), cancel_attempts(26)
         return Slot(
             slot_id=row[0] if isinstance(row[0], UUID) else UUID(str(row[0])),
             status=SlotState(row[1]),
@@ -436,6 +475,9 @@ class PostgreSQLSlotRepository:
             venue=str(row[21]) if len(row) > 21 and row[21] is not None else "KRX",
             cancel_state=str(row[22]) if len(row) > 22 and row[22] is not None else None,
             cancel_requested_at=row[23] if len(row) > 23 else None,
+            order_submitted_at=row[24] if len(row) > 24 else None,
+            order_date=str(row[25]) if len(row) > 25 and row[25] is not None else None,
+            cancel_attempts=int(row[26]) if len(row) > 26 and row[26] is not None else 0,
         )
 
 
diff --git a/trex_core/adapters/persistence/sql/022_persist_order_timeout_anchor.sql b/trex_core/adapters/persistence/sql/022_persist_order_timeout_anchor.sql
new file mode 100644
index 0000000..7b90f06
--- /dev/null
+++ b/trex_core/adapters/persistence/sql/022_persist_order_timeout_anchor.sql
@@ -0,0 +1,27 @@
+-- GitHub #58: persist the effective timeout's immutable dispatch anchor and
+-- original KST order date separately from mutable row bookkeeping. Existing
+-- dispatched rows deliberately remain NULL: updated_at/created_at are mutable
+-- bookkeeping and cannot prove the original submission timestamp or order day.
+-- Runtime keeps those legacy rows fail-closed and raises a sanitized alarm.
+ALTER TABLE daily_slot
+    ADD COLUMN IF NOT EXISTS order_submitted_at TIMESTAMPTZ;
+
+ALTER TABLE daily_slot
+    ADD COLUMN IF NOT EXISTS order_date TEXT;
+
+ALTER TABLE daily_slot
+    ADD COLUMN IF NOT EXISTS cancel_attempts INTEGER NOT NULL DEFAULT 0;
+
+ALTER TABLE daily_slot
+    DROP CONSTRAINT IF EXISTS daily_slot_order_date_check;
+
+ALTER TABLE daily_slot
+    ADD CONSTRAINT daily_slot_order_date_check
+    CHECK (order_date IS NULL OR order_date ~ '^[0-9]{8}$');
+
+ALTER TABLE daily_slot
+    DROP CONSTRAINT IF EXISTS daily_slot_cancel_attempts_check;
+
+ALTER TABLE daily_slot
+    ADD CONSTRAINT daily_slot_cancel_attempts_check
+    CHECK (cancel_attempts >= 0);
diff --git a/trex_core/application/broker_port.py b/trex_core/application/broker_port.py
index 7828198..afb16a0 100644
--- a/trex_core/application/broker_port.py
+++ b/trex_core/application/broker_port.py
@@ -9,6 +9,7 @@ from __future__ import annotations
 
 import os
 from dataclasses import dataclass, field
+from datetime import datetime
 from decimal import Decimal
 from enum import Enum
 from typing import Any, Optional, Protocol
@@ -75,6 +76,7 @@ class OrderAck:
     # never has to infer the original venue.
     venue: Optional[str] = None
     raw: dict[str, Any] = field(default_factory=dict)
+    submitted_at: Optional[datetime] = None
 
 
 @dataclass(frozen=True)
@@ -135,7 +137,15 @@ class BrokerPort(Protocol):
         """Submit an order. Returns accepted + broker_order_id (no synchronous fill)."""
         ...
 
-    def poll_fill(self, broker_order_id: str, *, side: str, symbol: str) -> FillStatus:
+    def poll_fill(
+        self,
+        broker_order_id: str,
+        *,
+        side: str,
+        symbol: str,
+        order_date: Optional[str] = None,
+        submitted_at: Optional[datetime] = None,
+    ) -> FillStatus:
         """Observe current fill status for a previously accepted order."""
         ...
 
diff --git a/trex_core/application/execution.py b/trex_core/application/execution.py
index 80cace5..b7f8f87 100644
--- a/trex_core/application/execution.py
+++ b/trex_core/application/execution.py
@@ -23,9 +23,10 @@ single producer for ledger work items (NFR-3, single record subject).
 
 from __future__ import annotations
 
+import inspect
 import logging
 from dataclasses import dataclass, replace
-from datetime import datetime, timezone
+from datetime import datetime, timedelta, timezone
 from typing import Callable, Optional
 
 from trex_core.application.alarm_emitter import AlarmEmitter
@@ -86,6 +87,7 @@ class ExecutionService:
         instance_key: str = "default",
         alarm_emitter: Optional[AlarmEmitter] = None,
         balance_reader: Optional[Callable[[], list[BalanceItem]]] = None,
+        clock: Optional[Callable[[], datetime]] = None,
     ) -> None:
         self._svc = slot_service
         self._repo = repo
@@ -106,6 +108,11 @@ class ExecutionService:
         )
         # dcy-033 / REQ-100: best-effort alarm emitter (None = no alarms sent).
         self._alarm_emitter = alarm_emitter
+        # One emission per durable unresolved state/attempt in this process.
+        # A restart intentionally emits once again, covering a crash between a
+        # durable cancel reservation and best-effort alarm publication.
+        self._order_alarm_keys: set[tuple[str, str, int]] = set()
+        self._clock = clock or (lambda: datetime.now(tz=timezone.utc))
         # dcy-041 / GitHub #45: pending-sell quantity may use a bounded
         # account snapshot only through this injected reader. Reconciliation
         # remains wired directly to the live broker.
@@ -216,6 +223,7 @@ class ExecutionService:
                     slot.slot_id,
                     ack.broker_order_id,
                     venue=ack.venue,
+                    submitted_at=ack.submitted_at,
                 )
                 r.dispatched += 1
                 if ack.reason and ack.reason.startswith("submit_outcome_unknown:"):
@@ -258,11 +266,11 @@ class ExecutionService:
                 r.rolled_back += 1
 
     def _poll(self, r: ExecutionResult) -> None:
-        now = datetime.now(tz=timezone.utc)
+        now = self._clock().astimezone(timezone.utc)
         for slot in self._repo.list_dispatched_pending(self._instance_key):
             side = "buy" if slot.status is SlotState.PENDING_BUY else "sell"
             set_correlation_id(str(slot.slot_id))  # REQ-084: same key as submit
-            fs = self._broker.poll_fill(slot.broker_order_id, side=side, symbol=slot.symbol or "")
+            fs = self._poll_fill(slot, side)
             resolved_order_id = (
                 fs.raw.get("resolved_broker_order_id") if isinstance(fs.raw, dict) else None
             )
@@ -312,7 +320,18 @@ class ExecutionService:
                 # tick, but surface if it has been stuck too long (FR-3), and
                 # send a cancel if the slot-level timeout is exceeded (REQ-069).
                 self._check_stale_pending(slot, now, r)
-                self._try_timeout_cancel(slot, now, side, r)
+                self._try_timeout_cancel(slot, now, side, fs, r)
+
+    def _poll_fill(self, slot, side: str):
+        """Use immutable order metadata when the adapter supports the new seam."""
+        poll = self._broker.poll_fill
+        parameters = inspect.signature(poll).parameters
+        kwargs = {"side": side, "symbol": slot.symbol or ""}
+        if "order_date" in parameters:
+            kwargs["order_date"] = slot.order_date
+        if "submitted_at" in parameters:
+            kwargs["submitted_at"] = slot.order_submitted_at
+        return poll(slot.broker_order_id, **kwargs)
 
     # ------------------------------------------------------------
     def _balance_map(self) -> dict:
@@ -553,39 +572,40 @@ class ExecutionService:
                 self._stale_threshold_sec,
             )
 
-    def _try_timeout_cancel(self, slot, now: datetime, side: str, r: ExecutionResult) -> None:
-        """Send cancel_order when the slot-level timeout is exceeded (dcy-022/REQ-069).
-
-        Best-effort: a failure only logs a warning — the slot is NOT changed here.
-        Actual rollback happens on the next poll tick when the broker confirms the
-        cancel (is_terminal_reject) or partial fill then cancel (is_partial_cancel).
-        This design is safe across the cancel-fill race: if the cancel races with a
-        fill, the next poll sees is_filled and follows the normal fill path (FR-4).
-        """
+    def _try_timeout_cancel(self, slot, now: datetime, side: str, fs, r: ExecutionResult) -> None:
+        """Begin or safely retry cancellation after the immutable deadline."""
         if str(slot.broker_order_id or "").startswith("submission-unknown:"):
             return
-        if slot.cancel_state is not None:
+        if slot.timeout_sec is None:
             return
-        if slot.timeout_sec is None or slot.updated_at is None:
+        if slot.order_submitted_at is None or slot.order_date is None:
+            self._emit_order_metadata_unknown_alarm(slot)
             return
-        age = (now - slot.updated_at).total_seconds()
+        age = (now - slot.order_submitted_at).total_seconds()
         if age < slot.timeout_sec:
             return
+
+        is_retry = slot.cancel_state in {
+            CancelState.REJECTED.value,
+            CancelState.UNKNOWN.value,
+        }
+        if slot.cancel_state is not None and not is_retry:
+            return
+        if is_retry:
+            self._emit_unresolved_cancel_alarm(slot)
+            if not (isinstance(fs.raw, dict) and fs.raw.get("order_open_confirmed") is True):
+                return
+            backoff_sec = min(300, 5 * (2 ** max(0, slot.cancel_attempts - 1)))
+            retry_before = now - timedelta(seconds=backoff_sec)
+        else:
+            retry_before = None
+
         qty = int(slot.qty or 0)
-        # Write UNKNOWN before external I/O. If the process dies after KIS
-        # receives the request but before the response is persisted, restart
-        # polls the order instead of issuing a blind second cancellation.
-        if not self._repo.mark_cancel_outcome(
+        if not self._repo.reserve_cancel_attempt(
             slot.slot_id,
             str(slot.broker_order_id),
-            CancelState.UNKNOWN.value,
-            only_if_unset=True,
+            retry_before=retry_before,
         ):
-            _log.error(
-                "cancel attempt reservation conflict: slot=%s broker_order_id=%s",
-                slot.slot_id,
-                slot.broker_order_id,
-            )
             return
         try:
             cancel_kwargs = {
@@ -610,8 +630,7 @@ class ExecutionService:
         )
         if not persisted:
             _log.error(
-                "cancel outcome persistence conflict: slot=%s broker_order_id=%s "
-                "outcome=%s",
+                "cancel outcome persistence conflict: slot=%s broker_order_id=%s outcome=%s",
                 slot.slot_id,
                 slot.broker_order_id,
                 outcome.state.value,
@@ -619,6 +638,14 @@ class ExecutionService:
             return
         if outcome.is_requested:
             r.timeout_cancelled += 1
+        elif outcome.state in {CancelState.REJECTED, CancelState.UNKNOWN}:
+            self._emit_unresolved_cancel_alarm(
+                replace(
+                    slot,
+                    cancel_state=outcome.state.value,
+                    cancel_attempts=slot.cancel_attempts + 1,
+                )
+            )
         _log.warning(
             "timeout cancel result: slot=%s status=%s broker_order_id=%s "
             "age_sec=%.0f timeout_sec=%d outcome=%s",
@@ -630,6 +657,52 @@ class ExecutionService:
             outcome.state.value,
         )
 
+    def _emit_unresolved_cancel_alarm(self, slot) -> None:
+        key = (str(slot.slot_id), str(slot.cancel_state), slot.cancel_attempts)
+        if key in self._order_alarm_keys:
+            return
+        self._order_alarm_keys.add(key)
+        _log.critical(
+            "cancel unresolved: slot=%s status=%s broker_order_id=%s outcome=%s "
+            "(fail-closed pending; authoritative polling continues)",
+            slot.slot_id,
+            slot.status.value,
+            slot.broker_order_id,
+            slot.cancel_state,
+        )
+        if self._alarm_emitter is not None:
+            self._alarm_emitter.publish_alarm(
+                "order_cancel_unresolved",
+                f"주문 취소 미확정: 슬롯 pending 유지 (slot={slot.slot_id})",
+                fields={
+                    "slot_id": str(slot.slot_id),
+                    "symbol": slot.symbol,
+                    "cancel_state": slot.cancel_state,
+                    "order_date": slot.order_date,
+                },
+            )
+
+    def _emit_order_metadata_unknown_alarm(self, slot) -> None:
+        key = (str(slot.slot_id), "order_metadata_unknown", slot.cancel_attempts)
+        if key in self._order_alarm_keys:
+            return
+        self._order_alarm_keys.add(key)
+        _log.critical(
+            "order reconciliation metadata unknown: slot=%s status=%s "
+            "(fail-closed pending; no timeout cancel retry)",
+            slot.slot_id,
+            slot.status.value,
+        )
+        if self._alarm_emitter is not None:
+            self._alarm_emitter.publish_alarm(
+                "order_reconciliation_metadata_unknown",
+                f"주문 원시각/원주문일 미확인: 슬롯 pending 유지 (slot={slot.slot_id})",
+                fields={
+                    "slot_id": str(slot.slot_id),
+                    "symbol": slot.symbol,
+                },
+            )
+
     def _emit_event(self, event_type: str, slot, routing_strategy_id: Optional[str] = None) -> None:
         if self._event_emitter is None:
             return
@@ -734,11 +807,9 @@ class ExecutionService:
                 cancel_kwargs["venue"] = slot.venue
             # Durable unknown reservation closes the crash window between the
             # outbound request and saving its immediate result.
-            if not self._repo.mark_cancel_outcome(
+            if not self._repo.reserve_cancel_attempt(
                 slot.slot_id,
                 str(slot.broker_order_id),
-                CancelState.UNKNOWN.value,
-                only_if_unset=True,
             ):
                 return "cancel_already_recorded"
             outcome = self._broker.cancel_order(slot.broker_order_id, **cancel_kwargs)
diff --git a/trex_core/application/intents.py b/trex_core/application/intents.py
index 089fd75..d0f05cb 100644
--- a/trex_core/application/intents.py
+++ b/trex_core/application/intents.py
@@ -38,6 +38,7 @@ from trex_core.domain.slot import (
 )
 
 _MAX_ADMIT_RETRY = 8
+_HARD_ORDER_TIMEOUT_SEC = 3600
 
 
 @dataclass(frozen=True)
@@ -129,9 +130,15 @@ class IntentService:
         # expected to set max_active_slots in the instance TOML — design §5).
         self._instance_key = instance_key
         self._max_active_slots = max_active_slots
-        # dcy-022 / REQ-068: default timeout when intent omits timeout_sec.
-        # None = OFF = indefinite wait (legacy behavior). Per-intent value overrides.
-        self._default_order_timeout_sec = default_order_timeout_sec
+        # Omission never disables timeout. Runtime validates configured values;
+        # this seam remains fail-safe for direct application construction.
+        self._default_order_timeout_sec = (
+            default_order_timeout_sec
+            if isinstance(default_order_timeout_sec, int)
+            and not isinstance(default_order_timeout_sec, bool)
+            and 1 <= default_order_timeout_sec <= _HARD_ORDER_TIMEOUT_SEC
+            else _HARD_ORDER_TIMEOUT_SEC
+        )
         # BAT-050 / REQ-104: reconcile-warning gate store (Optional).
         # When None, gate is skipped (backward compat, NFR-4).
         self._warn_store = warn_store
@@ -219,6 +226,9 @@ class IntentService:
         dcy-036 / REQ-114: entry gate — if entry_allowed_fn returns False,
         BuyIntent is rejected before any slot lookup."""
 
+        timeout_error = self._timeout_error(intent.timeout_sec)
+        if timeout_error is not None:
+            return IntentDecision(intent.intent_id, "rejected", None, timeout_error)
         if intent.venue not in {"AUTO", "KRX", "NXT", "SOR"}:
             return IntentDecision(intent.intent_id, "rejected", None, "invalid_venue")
 
@@ -334,6 +344,9 @@ class IntentService:
         return IntentDecision(intent.intent_id, "rejected", None, "already_active")
 
     def _admit_sell(self, intent: SellIntent) -> IntentDecision:
+        timeout_error = self._timeout_error(intent.timeout_sec)
+        if timeout_error is not None:
+            return IntentDecision(intent.intent_id, "rejected", None, timeout_error)
         if intent.venue not in {"AUTO", "KRX", "NXT", "SOR"}:
             return IntentDecision(intent.intent_id, "rejected", None, "invalid_venue")
 
@@ -385,3 +398,13 @@ class IntentService:
         except SlotStateMismatchError:
             return IntentDecision(intent.intent_id, "rejected", None, "slot_state_changed")
         return IntentDecision(intent.intent_id, "admitted", updated.slot_id, None)
+
+    @staticmethod
+    def _timeout_error(timeout_sec: object) -> Optional[str]:
+        if timeout_sec is None:
+            return None
+        if not isinstance(timeout_sec, int) or isinstance(timeout_sec, bool):
+            return "bad_request:timeout_sec_must_be_integer"
+        if not 1 <= timeout_sec <= _HARD_ORDER_TIMEOUT_SEC:
+            return "bad_request:timeout_sec_out_of_range"
+        return None
diff --git a/trex_core/application/messaging_handlers.py b/trex_core/application/messaging_handlers.py
index d0d7a8a..525bc78 100644
--- a/trex_core/application/messaging_handlers.py
+++ b/trex_core/application/messaging_handlers.py
@@ -608,7 +608,9 @@ def _opt_float(v) -> Optional[float]:
 def _opt_int(v) -> Optional[int]:
     if v is None:
         return None
-    return int(v)
+    if not isinstance(v, int) or isinstance(v, bool):
+        raise ValueError("integer required")
+    return v
 
 
 def _opt_dt(v) -> Optional[datetime]:
diff --git a/trex_core/domain/slot/in_memory_repository.py b/trex_core/domain/slot/in_memory_repository.py
index 7e4c5bf..dcf2b19 100644
--- a/trex_core/domain/slot/in_memory_repository.py
+++ b/trex_core/domain/slot/in_memory_repository.py
@@ -9,7 +9,7 @@ from __future__ import annotations
 import threading
 from contextlib import contextmanager
 from dataclasses import replace
-from datetime import datetime, timezone
+from datetime import datetime, timedelta, timezone
 from typing import Iterator, Optional
 from uuid import UUID, uuid4
 
@@ -163,6 +163,7 @@ class InMemorySlotRepository:
 
     # --- order execution queue (BAT-004 / REQ-013, option A) ---
     _PENDING = (SlotState.PENDING_BUY, SlotState.PENDING_SELL)
+    _KST = timezone(timedelta(hours=9))
 
     def list_undispatched_pending(
         self,
@@ -191,15 +192,20 @@ class InMemorySlotRepository:
         broker_order_id: str,
         *,
         venue: Optional[str] = None,
+        submitted_at: Optional[datetime] = None,
     ) -> bool:
-        """Atomically persist dispatch identity and the actual broker venue."""
+        """Atomically persist dispatch identity and its immutable clock."""
         s = self._slots.get(slot_id)
         if s is None or s.broker_order_id is not None:
             return False
+        submitted_at = submitted_at or datetime.now(tz=timezone.utc)
         self._slots[slot_id] = replace(
             s,
             broker_order_id=broker_order_id,
             venue=venue if venue is not None else s.venue,
+            order_submitted_at=submitted_at,
+            order_date=submitted_at.astimezone(self._KST).strftime("%Y%m%d"),
+            cancel_attempts=0,
             updated_at=datetime.now(tz=timezone.utc),
         )
         return True
@@ -245,6 +251,39 @@ class InMemorySlotRepository:
         )
         return True
 
+    def reserve_cancel_attempt(
+        self,
+        slot_id: UUID,
+        broker_order_id: str,
+        *,
+        retry_before: Optional[datetime] = None,
+    ) -> bool:
+        s = self._slots.get(slot_id)
+        retry_allowed = (
+            retry_before is not None
+            and s is not None
+            and s.cancel_state in {"rejected", "unknown"}
+            and s.cancel_attempts < 4
+            and s.cancel_requested_at is not None
+            and s.cancel_requested_at <= retry_before
+        )
+        if (
+            s is None
+            or s.broker_order_id != broker_order_id
+            or s.status not in self._PENDING
+            or (s.cancel_state is not None and not retry_allowed)
+        ):
+            return False
+        now = datetime.now(tz=timezone.utc)
+        self._slots[slot_id] = replace(
+            s,
+            cancel_state="unknown",
+            cancel_requested_at=now,
+            cancel_attempts=s.cancel_attempts + 1,
+            updated_at=now,
+        )
+        return True
+
     def list_dispatched_pending(self, instance_key: str = "default") -> list[Slot]:
         """Pending slots already dispatched (broker_order_id NOT NULL) — poll targets."""
         return [
@@ -266,6 +305,9 @@ class InMemorySlotRepository:
                 broker_order_id=None,
                 cancel_state=None,
                 cancel_requested_at=None,
+                order_submitted_at=None,
+                order_date=None,
+                cancel_attempts=0,
                 updated_at=datetime.now(tz=timezone.utc),
             )
 
diff --git a/trex_core/domain/slot/models.py b/trex_core/domain/slot/models.py
index c1a7543..ffdb158 100644
--- a/trex_core/domain/slot/models.py
+++ b/trex_core/domain/slot/models.py
@@ -64,6 +64,11 @@ class Slot:
     # across ticks and restarts.
     cancel_state: Optional[str] = None
     cancel_requested_at: Optional[datetime] = None
+    # Immutable dispatch clock and original KST order date. Unlike updated_at,
+    # these survive polling/cancel bookkeeping and anchor deadline/recovery.
+    order_submitted_at: Optional[datetime] = None
+    order_date: Optional[str] = None
+    cancel_attempts: int = 0
 
 
 # Canonical column contract for `Slot` (dcy-001 OQ-2 / FR-5).
@@ -95,6 +100,9 @@ EXPECTED_SLOT_FIELDS: frozenset[str] = frozenset({
     "venue",
     "cancel_state",
     "cancel_requested_at",
+    "order_submitted_at",
+    "order_date",
+    "cancel_attempts",
 })
 
 
diff --git a/trex_core/domain/slot/service.py b/trex_core/domain/slot/service.py
index b184bc8..db3f892 100644
--- a/trex_core/domain/slot/service.py
+++ b/trex_core/domain/slot/service.py
@@ -213,6 +213,9 @@ class SlotService:
                 venue="KRX",
                 cancel_state=None,
                 cancel_requested_at=None,
+                order_submitted_at=None,
+                order_date=None,
+                cancel_attempts=0,
                 updated_at=datetime.now(tz=timezone.utc),
             )
 
@@ -287,6 +290,21 @@ class SlotService:
             venue=new_venue,
             cancel_state=None,
             cancel_requested_at=None,
+            order_submitted_at=(
+                slot.order_submitted_at
+                if to_state in {SlotState.PENDING_BUY, SlotState.PENDING_SELL}
+                else None
+            ),
+            order_date=(
+                slot.order_date
+                if to_state in {SlotState.PENDING_BUY, SlotState.PENDING_SELL}
+                else None
+            ),
+            cancel_attempts=(
+                slot.cancel_attempts
+                if to_state in {SlotState.PENDING_BUY, SlotState.PENDING_SELL}
+                else 0
+            ),
             updated_at=datetime.now(tz=timezone.utc),
         )
 
diff --git a/trex_core/runtime/config.py b/trex_core/runtime/config.py
index 04fe027..7d0ea43 100644
--- a/trex_core/runtime/config.py
+++ b/trex_core/runtime/config.py
@@ -170,9 +170,8 @@ class DaemonInstanceConfig:
     # admission capacity cap. BAT-030: asset-centric is the only model; absent
     # means no cap (operators are expected to set it in production).
     max_active_slots: Optional[int] = None
-    # dcy-022 / REQ-068: default order timeout in seconds (opt-in per instance).
-    # None = OFF = indefinite wait (legacy behavior). Per-intent timeout_sec overrides.
-    default_order_timeout_sec: Optional[int] = None
+    # Per-instance override; omission uses the hard 3,600-second fallback.
+    default_order_timeout_sec: int = 3600
     # dcy-024 / REQ-048 CHG-20260611-01: disable autonomous safety-sell worker.
     # Absent = True (safe default). False → trex-safety-sell thread not started.
     safety_sell_enabled: bool = True
@@ -202,11 +201,17 @@ class DaemonInstanceConfig:
             raise RuntimeError(
                 f"instance TOML 'max_active_slots' must be > 0, got {raw_max}: {path}"
             )
-        raw_timeout = data.get("default_order_timeout_sec")
-        default_timeout = int(raw_timeout) if raw_timeout is not None else None
-        if default_timeout is not None and default_timeout <= 0:
+        raw_timeout = data.get("default_order_timeout_sec", 3600)
+        if not isinstance(raw_timeout, int) or isinstance(raw_timeout, bool):
             raise RuntimeError(
-                f"instance TOML 'default_order_timeout_sec' must be > 0, got {raw_timeout}: {path}"
+                f"instance TOML 'default_order_timeout_sec' must be an integer in 1..3600, "
+                f"got {raw_timeout}: {path}"
+            )
+        default_timeout = raw_timeout
+        if not 1 <= default_timeout <= 3600:
+            raise RuntimeError(
+                f"instance TOML 'default_order_timeout_sec' must be in 1..3600, "
+                f"got {raw_timeout}: {path}"
             )
         raw_wd = data.get("watchdog_timeout_sec")
         watchdog_timeout = int(raw_wd) if raw_wd is not None else None
@@ -258,9 +263,8 @@ class DaemonConfig:
     # threshold in seconds. 0 disables (default). When >0, dispatched-pending
     # slots older than this are surfaced (WARN + counter) without state change.
     pending_stale_threshold_sec: int = 0
-    # dcy-022 / REQ-068: default order timeout (seconds). None = OFF = indefinite.
-    # Per-intent timeout_sec overrides. Passed to IntentService at wiring time.
-    default_order_timeout_sec: Optional[int] = None
+    # Effective fallback passed to IntentService; never disabled by omission.
+    default_order_timeout_sec: int = 3600
     # dcy-014 / REQ-048: operator-local timezone (CLI date display etc.). The
     # daily preallocation trigger was removed with the pool model (BAT-030).
     trading_timezone: str = "Asia/Seoul"
@@ -417,4 +421,5 @@ class DaemonConfig:
             safety_sell_enabled=inst.safety_sell_enabled,
             safety_sell=safety_sell,
             credential_fetch_enabled=inst.credential_fetch_enabled,
+            default_order_timeout_sec=inst.default_order_timeout_sec,
         )