diff --git a/api/src/routes/payday.ts b/api/src/routes/payday.ts
index 681909a..6ab333d 100644
--- a/api/src/routes/payday.ts
+++ b/api/src/routes/payday.ts
@@ -105,21 +105,22 @@ const paydayRoutes: FastifyPluginAsync<PaydayRoutesOptions> = async (app, opts)
 
     // Determine the currently due pay cycle:
     // - on payday: cycle starts today
-    // - after payday: cycle starts on the last expected payday
-    const lookbackDaysByFrequency = {
-      weekly: 14,
-      biweekly: 28,
-      monthly: 62,
+    // - after payday: cycle starts on the immediately prior expected payday
+    const oneCycleLookbackDaysByFrequency = {
+      weekly: 7,
+      biweekly: 14,
+      monthly: 32,
     } as const;
-    const lookbackAnchor = new Date(
-      now.getTime() - lookbackDaysByFrequency[user.incomeFrequency] * DAY_MS
+    const previousPaydayAnchor = new Date(
+      nextPayday.getTime() - oneCycleLookbackDaysByFrequency[user.incomeFrequency] * DAY_MS
     );
-    const currentCycleStart = calculateNextPayday(
+    const previousExpectedPayday = calculateNextPayday(
       user.firstIncomeDate,
       user.incomeFrequency,
-      lookbackAnchor,
+      previousPaydayAnchor,
       userTimezone
     );
+    const currentCycleStart = isPayday ? nextPayday : previousExpectedPayday;
     const isCycleDue = now.getTime() >= currentCycleStart.getTime();
     const currentCycleEnd =
       currentCycleStart.getTime() === nextPayday.getTime()