diff --git a/src/lib/medications/scheduling/recurrence.ts b/src/lib/medications/scheduling/recurrence.ts
index b83bf0b63..71d2717b3 100644
--- a/src/lib/medications/scheduling/recurrence.ts
+++ b/src/lib/medications/scheduling/recurrence.ts
@@ -317,21 +317,27 @@ export function nextOccurrenceAfter(
       Math.min(dayFloor.getTime(), rollingDoseDayFloor(schedule, ctx)),
     );
     // The rolling slot is a single deterministic instant — `lastIntakeAt + N`
-    // (or the anchor) — not an open-ended walk, so the 10-year anti-spin
-    // `hardCap` must never gate it. It collides at the fencepost: a reminder at
-    // the maximum ten-year rolling interval, satisfied so that `after ===
-    // lastIntakeAt`, produces a next slot exactly `after + 3650 days` — equal
-    // to `hardCap` to the millisecond, so the notify-hour slot spills a few
-    // hours past the raw boundary and `expandRolling` clips it to nothing
+    // (or the anchor) at the notify-hour — not an open-ended walk, so the
+    // 10-year anti-spin `hardCap` must never gate it. It collides at the
+    // fencepost: a reminder at the maximum ten-year rolling interval, satisfied
+    // so that `after === lastIntakeAt`, produces a next slot exactly `after +
+    // 3650 days` — equal to `hardCap` to the millisecond, so the notify-hour
+    // slot spills past the raw boundary and `expandRolling` clips it to nothing
     // (a ten-year booster silently lost its next due on the very dose that
-    // should re-anchor it). Bound the search by the deterministic slot's own
-    // day instead; `endsOn` stays enforced inside `expandRolling`, so a
-    // course-window reminder still self-expires.
+    // should re-anchor it). Bound the search by the deterministic slot's OWN
+    // end-of-day. The bound must key off the applied notify-hour instant, not
+    // the raw anchor: when the anchor sits in the late-UTC evening its local
+    // notify-hour slot falls on the NEXT UTC day, so an anchor-day ceiling is a
+    // day short and re-clips the very slot it meant to admit. `endsOn` stays
+    // enforced inside `expandRolling`, so a course-window reminder still
+    // self-expires.
+    const rollingSlotInstant = applyTimeOfDayToDate(
+      rollingDoseAnchor(schedule, ctx),
+      schedule.timesOfDay[0] ?? schedule.windowStart,
+      ctx.timeZone,
+    );
     const rollingCeil = new Date(
-      Math.max(
-        limit.getTime(),
-        endOfUtcDay(rollingDoseAnchor(schedule, ctx)).getTime(),
-      ),
+      Math.max(limit.getTime(), endOfUtcDay(rollingSlotInstant).getTime()),
     );
     const slots = expandRolling(schedule, ctx, floor, rollingCeil);
     for (const s of slots) {