fix(sessions): preserve concurrent writes during compaction

src/agents/memory/openai_responses_compaction_session.py

@@ -142,6 +142,10 @@ def __init__(
         # Serialize wrapper mutations against compaction snapshot/replace/restore so a
         # cancellation rollback cannot rewrite past a newer concurrent write.
         self._mutation_lock = asyncio.Lock()
+        # Runner persistence can carry this wrapper-local generation across the
+        # append-to-compaction gap. A later wrapper mutation revokes that one
+        # pending automatic replacement without inferring ownership from history.
+        self._mutation_generation = 0
 
     @property
     def client(self) -> AsyncOpenAI:
@@ -178,6 +182,35 @@ async def run_compaction(
         When a run context is provided, the billed compaction request contributes to
         that run's usage totals.
         """
+        # Keep one wrapper mutation boundary from the snapshot through replacement.
+        # A concurrent add, pop, or clear waits here and then runs against the
+        # compacted state instead of being overwritten by a stale replacement.
+        async with self._mutation_lock:
+            has_expected_generation = wrapper is not None and hasattr(
+                wrapper, "_session_compaction_generation"
+            )
+            expected_generation = (
+                getattr(wrapper, "_session_compaction_generation", None)
+                if has_expected_generation
+                else None
+            )
+            if has_expected_generation and (
+                not isinstance(expected_generation, int)
+                or expected_generation != self._mutation_generation
+            ):
+                logger.warning(
+                    "Skipped compaction because Session history changed after this "
+                    "run appended its items."
+                )
+                return
+            await self._run_compaction_locked(args, wrapper=wrapper)
+
+    async def _run_compaction_locked(
+        self,
+        args: OpenAIResponsesCompactionArgs | None,
+        *,
+        wrapper: RunContextWrapper[Any] | None,
+    ) -> None:
         if args and args.get("response_id"):
             self._response_id = args["response_id"]
         requested_mode = args.get("compaction_mode") if args else None
@@ -245,14 +278,18 @@ async def run_compaction(
             _normalize_compaction_output_items(compacted.output or [])
         )
 
-        async with self._mutation_lock:
-            previous_items = await self._get_all_underlying_session_items()
+        previous_items = await self._get_all_underlying_session_items()
+        try:
             await self._replace_underlying_session_items(
                 output_items=output_items,
                 previous_items=previous_items,
             )
-            self._compaction_candidate_items = select_compaction_candidate_items(output_items)
-            self._session_items = output_items
+        except (Exception, asyncio.CancelledError):
+            self._mutation_generation += 1
+            raise
+        self._mutation_generation += 1
+        self._compaction_candidate_items = select_compaction_candidate_items(output_items)
+        self._session_items = output_items
 
         logger.debug(
             "compact: done for %s (mode=%s, output=%s, candidates=%s)",
@@ -265,6 +302,14 @@ async def run_compaction(
     async def get_items(self, limit: int | None = None) -> list[TResponseInputItem]:
         return await self.underlying_session.get_items(limit)
 
+    async def _get_items_with_generation(
+        self, limit: int | None = None
+    ) -> tuple[list[TResponseInputItem], int]:
+        """Read one Runner snapshot with its exact wrapper generation."""
+        async with self._mutation_lock:
+            items = await self.underlying_session.get_items(limit)
+            return items, self._mutation_generation
+
     async def _get_all_underlying_session_items(self) -> list[TResponseInputItem]:
         return await self.underlying_session.get_items(limit=_ALL_SESSION_ITEMS_LIMIT)
 
@@ -410,37 +455,69 @@ def _clear_deferred_compaction(self) -> None:
         self._deferred_response_id = None
 
     async def add_items(self, items: list[TResponseInputItem]) -> None:
+        async with self._mutation_lock:
+            await self._add_items_locked(items)
+
+    async def _add_items_with_generation(
+        self,
+        items: list[TResponseInputItem],
+        *,
+        expected_generation: int | None,
+    ) -> int | None:
+        """Append one Runner batch and retain ownership only when its read stayed current."""
+        async with self._mutation_lock:
+            owns_generation = expected_generation == self._mutation_generation
+            await self._add_items_locked(items)
+            return self._mutation_generation if owns_generation else None
+
+    async def _add_items_locked(self, items: list[TResponseInputItem]) -> None:
+        try:
+            await self.underlying_session.add_items(items)
+        except (Exception, asyncio.CancelledError):
+            # The backend may have committed before acknowledgement failed. Re-read its
+            # authoritative history before compaction instead of retaining a stale cache.
+            self._compaction_candidate_items = None
+            self._session_items = None
+            self._mutation_generation += 1
+            raise
+        self._mutation_generation += 1
+        if self._compaction_candidate_items is not None:
+            new_items = _normalize_compaction_session_items(items)
+            new_candidates = select_compaction_candidate_items(new_items)
+            if new_candidates:
+                self._compaction_candidate_items.extend(new_candidates)
+        if self._session_items is not None:
+            self._session_items.extend(_normalize_compaction_session_items(items))
+
+    async def pop_item(self) -> TResponseInputItem | None:
         async with self._mutation_lock:
             try:
-                await self.underlying_session.add_items(items)
+                popped = await self.underlying_session.pop_item()
             except (Exception, asyncio.CancelledError):
-                # The backend may have committed before acknowledgement failed. Re-read its
-                # authoritative history before compaction instead of retaining a stale cache.
                 self._compaction_candidate_items = None
                 self._session_items = None
+                self._mutation_generation += 1
                 raise
-            if self._compaction_candidate_items is not None:
-                new_items = _normalize_compaction_session_items(items)
-                new_candidates = select_compaction_candidate_items(new_items)
-                if new_candidates:
-                    self._compaction_candidate_items.extend(new_candidates)
-            if self._session_items is not None:
-                self._session_items.extend(_normalize_compaction_session_items(items))
-
-    async def pop_item(self) -> TResponseInputItem | None:
-        async with self._mutation_lock:
-            popped = await self.underlying_session.pop_item()
             if popped:
                 self._compaction_candidate_items = None
                 self._session_items = None
+                self._mutation_generation += 1
             return popped
 
     async def clear_session(self) -> None:
         async with self._mutation_lock:
-            await self.underlying_session.clear_session()
+            try:
+                await self.underlying_session.clear_session()
+            except (Exception, asyncio.CancelledError):
+                self._compaction_candidate_items = None
+                self._session_items = None
+                self._deferred_response_id = None
+                self._mutation_generation += 1
+                raise
             self._compaction_candidate_items = []
             self._session_items = []
             self._deferred_response_id = None
+            self._mutation_generation += 1
 
     async def _ensure_compaction_candidates(
         self,

src/agents/run_internal/session_persistence.py

@@ -199,8 +199,17 @@ async def _session_get_items(
     limit: int | None | object = _SESSION_LIMIT_UNSET,
     *,
     wrapper: RunContextWrapper[Any] | None = None,
+    capture_compaction_generation: bool = False,
 ) -> list[TResponseInputItem]:
     """Read session items while preserving the legacy method call shape."""
+    get_with_generation = getattr(session, "_get_items_with_generation", None)
+    if capture_compaction_generation and wrapper is not None and callable(get_with_generation):
+        if limit is _SESSION_LIMIT_UNSET:
+            result, generation = await _call_session_method(get_with_generation)
+        else:
+            result, generation = await _call_session_method(get_with_generation, limit=limit)
+        wrapper._session_compaction_generation = generation  # type: ignore[attr-defined]
+        return cast(list[TResponseInputItem], result)
     wrapper = _get_session_wrapper(session, wrapper)
     if limit is _SESSION_LIMIT_UNSET:
         result = await _call_session_method(session.get_items, wrapper=wrapper)
@@ -216,6 +225,16 @@ async def _session_add_items(
     wrapper: RunContextWrapper[Any] | None = None,
 ) -> None:
     """Append session items while preserving the legacy method call shape."""
+    add_with_generation = getattr(session, "_add_items_with_generation", None)
+    if wrapper is not None and callable(add_with_generation):
+        expected_generation = getattr(wrapper, "_session_compaction_generation", None)
+        generation = await _call_session_method(
+            add_with_generation,
+            items,
+            expected_generation=expected_generation,
+        )
+        wrapper._session_compaction_generation = generation  # type: ignore[attr-defined]
+        return
     wrapper = _get_session_wrapper(session, wrapper)
     await _call_session_method(session.add_items, items, wrapper=wrapper)
 
@@ -360,9 +379,14 @@ async def prepare_input_with_session(
             session,
             limit=resolved_settings.limit,
             wrapper=wrapper,
+            capture_compaction_generation=True,
         )
     else:
-        history = await _session_get_items(session, wrapper=wrapper)
+        history = await _session_get_items(
+            session,
+            wrapper=wrapper,
+            capture_compaction_generation=True,
+        )
     is_openai_conversation_session = isinstance(session, OpenAIConversationsSession)
     converted_history = [
         strip_internal_input_item_metadata(ensure_input_item_format(item)) for item in history
@@ -674,9 +698,13 @@ async def save_result_to_session(
                 resumed_write_state._current_turn_persisted_item_count + saved_run_items_count
             ),
         }
-        await resume_pending_session_write(resumed_write_state, session, wrapper=wrapper)
+        await resume_pending_session_write(
+            resumed_write_state,
+            session,
+            wrapper=compaction_wrapper,
+        )
     else:
-        await _session_add_items(session, items_to_save, wrapper=wrapper)
+        await _session_add_items(session, items_to_save, wrapper=compaction_wrapper)
 
     if run_state is not None:
         run_state._current_turn_persisted_item_count = already_persisted + saved_run_items_count
@@ -801,7 +829,15 @@ def digests(items: Sequence[TResponseInputItem]) -> list[str]:
             append = True
         else:
             expected = before + digests(pending["items"])
-            tail = await _session_get_items(session, limit=len(expected), wrapper=wrapper)
+            committed_generation: int | None = None
+            get_with_generation = getattr(session, "_get_items_with_generation", None)
+            if wrapper is not None and callable(get_with_generation):
+                tail, committed_generation = await _call_session_method(
+                    get_with_generation,
+                    limit=len(expected),
+                )
+            else:
+                tail = await _session_get_items(session, limit=len(expected), wrapper=wrapper)
             observed = digests(tail)
             committed = observed == expected
             unchanged = observed[-len(before) :] == before if before else not observed
@@ -811,6 +847,8 @@ def digests(items: Sequence[TResponseInputItem]) -> list[str]:
                     "Repair the original Session before resuming; do not rerun the completed tool."
                 )
             append = unchanged
+            if committed and committed_generation is not None and wrapper is not None:
+                wrapper._session_compaction_generation = committed_generation  # type: ignore[attr-defined]
         if append:
             # Backends may retain or transform their input; the durable checkpoint stays detached.
             await _session_add_items(session, copy.deepcopy(pending["items"]), wrapper=wrapper)