fix: a first watch state and a first Watch later survive two requests at once

The first checkpoint of an item and the final flush beside it both read no
state and both inserted; the loser failed on uq_plex_user_item. Two first saves
each made a Watch later list. Both are created by an ON CONFLICT DO NOTHING
insert and then read; a partial unique index holds one Watch later per user, and
the migration folds an existing second list into the first. Plex keeps one
per-item state map (rollup.item_state_map).

backend/alembic/versions/0112_one_watch_later.py

@@ -0,0 +1,55 @@
+"""One Watch later list per user, held by the database
+
+Revision ID: 0112_one_watch_later
+Revises: 0111_audit_request_id
+Create Date: 2026-10-20
+
+Watch later was made on a user's first save by a read then an insert, so two first saves at once
+each made a list, and the reader then picked between them at random. A partial unique index holds
+"one per user" now. An instance that already has a second list keeps the oldest: the others' videos
+move into it (after its own, in their order; one it already holds is not added twice), then they go.
+"""
+
+import sqlalchemy as sa
+from alembic import op
+
+revision: str = "0112_one_watch_later"
+down_revision: str | None = "0111_audit_request_id"
+branch_labels: str | None = None
+depends_on: str | None = None
+
+_EXTRA = """
+    SELECT p.id, k.keep_id
+    FROM playlists p
+    JOIN (
+        SELECT user_id, min(id) AS keep_id FROM playlists WHERE kind = 'watch_later' GROUP BY user_id
+    ) k ON k.user_id = p.user_id
+    WHERE p.kind = 'watch_later' AND p.id <> k.keep_id
+"""
+
+
+def upgrade() -> None:
+    op.execute(
+        f"""
+        INSERT INTO playlist_items (playlist_id, video_id, position, added_at)
+        SELECT e.keep_id, i.video_id,
+               (SELECT coalesce(max(position), -1) FROM playlist_items WHERE playlist_id = e.keep_id)
+               + row_number() OVER (PARTITION BY e.keep_id ORDER BY i.playlist_id, i.position, i.id),
+               i.added_at
+        FROM playlist_items i
+        JOIN ({_EXTRA}) e ON e.id = i.playlist_id
+        ON CONFLICT ON CONSTRAINT uq_playlist_video DO NOTHING
+        """
+    )
+    op.execute(f"DELETE FROM playlists WHERE id IN (SELECT id FROM ({_EXTRA}) e)")
+    op.create_index(
+        "uq_playlist_watch_later",
+        "playlists",
+        ["user_id"],
+        unique=True,
+        postgresql_where=sa.text("kind = 'watch_later'"),
+    )
+
+
+def downgrade() -> None:
+    op.drop_index("uq_playlist_watch_later", table_name="playlists")

backend/app/plex/queries.py

@@ -108,20 +108,6 @@ def state(db: Session, user: User | int, item_id: int) -> PlexState | None:
     )
 
 
-def states(db: Session, user: User | int, item_ids: list[int]) -> dict[int, PlexState]:
-    """The user's state on each of these items that has one, by item id."""
-    if not item_ids:
-        return {}
-    return {
-        s.item_id: s
-        for s in db.execute(
-            select(PlexState).where(
-                owned_by(PlexState.user_id, user), PlexState.item_id.in_(item_ids)
-            )
-        ).scalars()
-    }
-
-
 # --- a show ----------------------------------------------------------------------------------
 
 

backend/app/plex/rollup.py

@@ -8,6 +8,7 @@ from datetime import datetime, timezone
 from sqlalchemy import and_, case, func, or_, select
 from sqlalchemy.orm import Session, aliased
 
+from app.models import User
 from app.userscope import owned_by
 from app.plex.models import PlexItem, PlexState
 from app.plex.cards import ShowState
@@ -106,7 +107,7 @@ def state_map(db: Session, user_id: int, show_ids: list[int]) -> dict[int, ShowS
     return {r.show_id: show_state(r.total, r.watched, r.inprog) for r in rows}
 
 
-def item_state_map(db: Session, user_id: int, item_ids: list[int]) -> dict[int, PlexState]:
+def item_state_map(db: Session, user_id: User | int, item_ids: list[int]) -> dict[int, PlexState]:
     """A user's PlexState rows for a set of leaf items (movies or episodes), keyed by item_id — the
     leaf analogue of `state_map` (which rolls a show's episodes up to a `ShowState`). One batched
     fetch, so the caller serializes cards without a per-card query. Empty in → empty dict (no `IN ()`)."""

backend/app/plex/service.py

@@ -19,7 +19,7 @@ from app.plex import people as plex_people
 from app.plex import tmdb as plex_tmdb
 from app.plex.lookups import by_rating_key
 from app.models import User
-from app.plex import queries
+from app.plex import queries, rollup
 from app.plex.models import (
     PlexCollection,
     PlexItem,
@@ -302,6 +302,23 @@ def mark_finished(db: Session, user_id: int, item_id: int, now: datetime) -> boo
     return False
 
 
+def _state_row(db: Session, user: User, item_id: int, st: PlexState | None) -> PlexState:
+    """The user's state row on this item, made if the read before found none. Made by the insert
+    itself (ON CONFLICT DO NOTHING) and then read: the first checkpoint of an item and the `final`
+    flush beside it routinely both read "none", and a plain add let the second one fail on
+    `uq_plex_user_item` — a 500, and the push it was carrying lost."""
+    if st is not None:
+        return st
+    db.execute(
+        pg_insert(PlexState)
+        .values(user_id=user.id, item_id=item_id)
+        .on_conflict_do_nothing(constraint="uq_plex_user_item")
+    )
+    made = queries.state(db, user, item_id)
+    assert made is not None  # inserted now, or committed by the request that won
+    return made
+
+
 def clear_progress(db: Session, st: PlexState | None, now: datetime) -> None:
     """A checkpoint too early to keep: a state that held nothing else goes, any other forgets its
     position."""
@@ -325,9 +342,7 @@ def checkpoint(
 ) -> PlexState:
     """Record a resume position. `dirty` marks it not yet mirrored to Plex — set before a push, so
     the reconcile re-pushes it if the push fails and the push can settle it once Plex confirms."""
-    if st is None:
-        st = PlexState(user_id=user.id, item_id=item_id)
-        db.add(st)
+    st = _state_row(db, user, item_id, st)
     st.position_seconds = position
     st.progress_updated_at = now
     if dirty:
@@ -345,9 +360,7 @@ def set_status(
     db: Session, user: User, item_id: int, st: PlexState | None, status: str
 ) -> PlexState:
     """Set a watched or hidden status; watched also clears the resume point."""
-    if st is None:
-        st = PlexState(user_id=user.id, item_id=item_id)
-        db.add(st)
+    st = _state_row(db, user, item_id, st)
     st.status = status
     if status == "watched":
         st.watched_at = datetime.now(timezone.utc)
@@ -364,7 +377,7 @@ def bulk_state(
     (item id, rating key, action) pushes a linked Plex account needs. Unwatching keeps the user's
     private "hidden" marks."""
     now = datetime.now(timezone.utc)
-    existing = queries.states(db, user_id, [e.id for e in eps])
+    existing = rollup.item_state_map(db, user_id, [e.id for e in eps])
     to_push: list[tuple[int, str, str]] = []
     for e in eps:
         st = existing.get(e.id)

backend/app/reader/models.py

@@ -11,12 +11,14 @@ from sqlalchemy import (
     DateTime,
     Float,
     ForeignKey,
+    Index,
     Integer,
     JSON,
     String,
     Text,
     UniqueConstraint,
     func,
+    text,
 )
 from sqlalchemy.orm import Mapped, mapped_column, relationship
 
@@ -93,6 +95,15 @@ class Playlist(Base, TimestampMixin, UpdatedAtMixin):
     sync phases; the foundation phase only uses local playlists.)"""
 
     __tablename__ = "playlists"
+    __table_args__ = (
+        # One Watch later per user, held by the database: two first saves at once each made one.
+        Index(
+            "uq_playlist_watch_later",
+            "user_id",
+            unique=True,
+            postgresql_where=text("kind = 'watch_later'"),
+        ),
+    )
 
     id: Mapped[int] = mapped_column(primary_key=True)
     user_id: Mapped[int] = mapped_column(ForeignKey("users.id", ondelete="CASCADE"), index=True)

backend/app/reader/service.py

@@ -9,7 +9,7 @@ unique key, a row lock taken before a presence check. The comfort shelf's writes
 
 from datetime import datetime, timezone
 
-from sqlalchemy import exists, func, select, update
+from sqlalchemy import exists, func, select, text, update
 from sqlalchemy.dialects.postgresql import insert as pg_insert
 from sqlalchemy.orm import Session
 
@@ -319,17 +319,25 @@ def create_playlist(db: Session, user: User, name: str) -> Playlist:
 
 
 def watch_later(db: Session, user: User) -> Playlist:
-    """The user's built-in Watch later playlist, created on first use."""
+    """The user's built-in Watch later playlist, created on first use. Created by the insert itself
+    (ON CONFLICT DO NOTHING on the one-per-user index) and then read: the first two saves at once
+    both read "none", and each used to make a list of its own."""
     pl = queries.watch_later(db, user)
     if pl is None:
-        pl = Playlist(
-            user_id=user.id,
-            name="Watch later",
-            kind="watch_later",
-            position=_next_playlist_position(db, user.id),
+        db.execute(
+            pg_insert(Playlist)
+            .values(
+                user_id=user.id,
+                name="Watch later",
+                kind="watch_later",
+                position=_next_playlist_position(db, user.id),
+            )
+            .on_conflict_do_nothing(
+                index_elements=["user_id"], index_where=text("kind = 'watch_later'")
+            )
         )
-        db.add(pl)
-        db.flush()  # the id, for the item the caller adds next
+        pl = queries.watch_later(db, user)
+        assert pl is not None  # inserted now, or committed by the request that won
     return pl
 
 

backend/app/routes/plex/detail.py

@@ -100,7 +100,7 @@ def show_detail(
         raise not_found("show")
     seasons = queries.seasons(db, sh)
     eps = queries.episodes(db, sh)
-    states = queries.states(db, user, [e.id for e in eps])
+    states = rollup.item_state_map(db, user, [e.id for e in eps])
     by_season: dict[int | None, list] = {}
     all_cards: list[dict] = []  # every episode, in season/episode order → show-level rollup
     for e in eps:
@@ -247,7 +247,7 @@ def _collection_strips(db: Session, it: "PlexItem", user_id: int, lang: str) ->
     for col in ordered:
         rk = col.rating_key
         members = queries.library_movies_in(db, it.library_id, rk, lang, limit=60)
-        states = queries.states(db, user_id, [m.id for m in members])
+        states = rollup.item_state_map(db, user_id, [m.id for m in members])
         out.append(
             {
                 "id": rk,

backend/app/routes/plex/playlists.py

@@ -9,7 +9,7 @@ from sqlalchemy.orm import Session
 from app.auth import current_user
 from app.db import get_db
 from app.models import User
-from app.plex import queries, service
+from app.plex import queries, rollup, service
 from app.plex.cards import display_title, leaf_card, norm_lang
 from app.refusal import refused
 from app.routes._common import not_found
@@ -99,7 +99,7 @@ def playlist_detail(
     lang = norm_lang(lang)
     pl = _own_playlist(db, user, pid)
     items = queries.playlist_items(db, pl.id)
-    states = queries.states(db, user, [it.id for it in items])
+    states = rollup.item_state_map(db, user, [it.id for it in items])
     shows = queries.shows_by_ids(db, {it.show_id for it in items if it.show_id})
     cards = [
         leaf_card(

backend/tests/test_migration_0112.py

@@ -0,0 +1,68 @@
+"""Migration 0112's data step, DB-lane: a user who already has two Watch later lists keeps the oldest,
+with the other's videos moved in after its own (one it already held is not added twice), and the
+one-per-user index then refuses a second list.
+
+The schema half is checked by test_migrations.py; a video lost on the way is invisible there.
+"""
+
+from datetime import datetime, timezone
+
+import pytest
+from alembic import command
+from alembic.config import Config
+from sqlalchemy import text
+from sqlalchemy.exc import IntegrityError
+
+from app.catalog.models import Channel, Video
+from app.db import engine
+
+
+def test_a_second_watch_later_is_folded_into_the_first(db, make_user):
+    user, other = make_user(), make_user()
+    db.add(Channel(id="UCm", title="M"))
+    now = datetime.now(timezone.utc)
+    for v in ("v1", "v2", "v3"):
+        db.add(Video(id=v, channel_id="UCm", published_at=now, duration_seconds=60))
+    db.commit()
+    cfg = Config("alembic.ini")
+    command.downgrade(cfg, "0111_audit_request_id")
+    try:
+        with engine.begin() as conn:
+            ids = conn.execute(
+                text(
+                    "INSERT INTO playlists (user_id, name, kind, position) VALUES"
+                    " (:u, 'Watch later', 'watch_later', 0), (:u, 'Watch later', 'watch_later', 1),"
+                    " (:o, 'Watch later', 'watch_later', 0) RETURNING id"
+                ),
+                {"u": user.id, "o": other.id},
+            ).scalars()
+            first, second, theirs = list(ids)
+            conn.execute(
+                text(
+                    "INSERT INTO playlist_items (playlist_id, video_id, position) VALUES"
+                    " (:a, 'v1', 0), (:b, 'v2', 0), (:b, 'v1', 1), (:c, 'v3', 0)"
+                ),
+                {"a": first, "b": second, "c": theirs},
+            )
+    finally:
+        command.upgrade(cfg, "head")
+
+    with engine.connect() as conn:
+        lists = conn.execute(
+            text("SELECT id, user_id FROM playlists WHERE kind = 'watch_later' ORDER BY id")
+        ).all()
+        assert [tuple(r) for r in lists] == [(first, user.id), (theirs, other.id)]
+        items = conn.execute(
+            text(
+                "SELECT playlist_id, video_id, position FROM playlist_items ORDER BY playlist_id, position"
+            )
+        ).all()
+        assert [tuple(r) for r in items] == [(first, "v1", 0), (first, "v2", 1), (theirs, "v3", 0)]
+    with pytest.raises(IntegrityError), engine.begin() as conn:
+        conn.execute(
+            text(
+                "INSERT INTO playlists (user_id, name, kind, position)"
+                " VALUES (:u, 'Watch later', 'watch_later', 2)"
+            ),
+            {"u": user.id},
+        )

backend/tests/test_plex_service.py

@@ -12,7 +12,7 @@ from datetime import datetime, timezone
 
 from sqlalchemy import select
 
-from app.plex import library, queries, service
+from app.plex import library, queries, rollup, service
 from app.plex.models import PlexCollection, PlexItem, PlexLibrary, PlexShow, PlexState
 from app.plex.query import LibraryFilters
 
@@ -71,9 +71,9 @@ def test_a_users_watch_state_is_theirs_alone(db, make_user):
     _state(db, owner, it, status="watched")
     assert queries.state(db, owner, it.id).status == "watched"
     assert queries.state(db, stranger, it.id) is None
-    assert queries.states(db, stranger, [it.id]) == {}
-    assert set(queries.states(db, owner, [it.id])) == {it.id}
-    assert queries.states(db, owner, []) == {}
+    assert rollup.item_state_map(db, stranger, [it.id]) == {}
+    assert set(rollup.item_state_map(db, owner, [it.id])) == {it.id}
+    assert rollup.item_state_map(db, owner, []) == {}
 
 
 def test_the_grid_shows_the_callers_state_and_hides_only_what_they_hid(db, make_user):
@@ -421,3 +421,18 @@ def test_only_the_owners_own_link_pushes_their_watch_state(db, make_user):
     db.commit()
     assert watch_sync.link_for_push(db, owner.id).id == link.id
     assert watch_sync.link_for_push(db, other.id) is None
+
+
+def test_a_first_write_that_lost_the_race_updates_the_winners_row(db, make_user):
+    """The first checkpoint of an item and the `final` flush beside it both read "no state"; the one
+    that writes second must land on the row the first made, not fail on `uq_plex_user_item`."""
+    user = make_user()
+    it = _movie(db, _lib(db), "m-race")
+    _state(db, user, it, position_seconds=10)  # the request that won, committed
+    st = service.checkpoint(db, user, it.id, None, 42, NOW, dirty=True)  # read "none" before it
+    assert (st.position_seconds, st.synced_to_plex) == (42, False)
+    st = service.set_status(db, user, it.id, None, "hidden")
+    assert st.status == "hidden"
+    db.commit()
+    rows = db.scalars(select(PlexState).where(PlexState.item_id == it.id)).all()
+    assert [(r.position_seconds, r.status) for r in rows] == [(42, "hidden")]

backend/tests/test_reader_service.py

@@ -308,3 +308,21 @@ def test_a_pin_is_one_per_thing_and_only_its_owners(db, make_user):
     pins.remove(db, pins.own_pin(db, user, pin.id))
     db.commit()
     assert db.execute(select(ComfortPin)).first() is None
+
+
+def test_a_watch_later_save_that_lost_the_race_uses_the_winners_list(db, make_user, monkeypatch):
+    """The first two saves at once both read "no Watch later"; the second must land in the list the
+    first made, not make one of its own."""
+    user = make_user()
+    won = service.watch_later(db, user)
+    db.commit()
+    real = queries.watch_later
+    stale = [True]  # this request's first read happened before the winner committed
+
+    def read(d, u):
+        return None if stale and stale.pop() else real(d, u)
+
+    monkeypatch.setattr(queries, "watch_later", read)
+    assert service.watch_later(db, user).id == won.id
+    db.commit()
+    assert [p.id for p in queries.playlists_for(db, user) if p.kind == "watch_later"] == [won.id]