diff --git a/lib/services/microsoft-calendar-sync.ts b/lib/services/microsoft-calendar-sync.ts
index a9939f3..e380c7f 100644
--- a/lib/services/microsoft-calendar-sync.ts
+++ b/lib/services/microsoft-calendar-sync.ts
@@ -285,10 +285,13 @@ export async function syncMicrosoftCalendar(
     }
 
     // Fetch events from Microsoft Graph API
+    // Sync from 1 month ago to 6 months in the future to catch all events
     const startDate = new Date();
-    startDate.setMonth(startDate.getMonth() - 1); // Sync last month to next 3 months
+    startDate.setMonth(startDate.getMonth() - 1);
+    startDate.setHours(0, 0, 0, 0); // Start of day
     const endDate = new Date();
-    endDate.setMonth(endDate.getMonth() + 3);
+    endDate.setMonth(endDate.getMonth() + 6);
+    endDate.setHours(23, 59, 59, 999); // End of day
 
     logger.info('Starting Microsoft calendar sync', {
       calendarSyncId,
@@ -309,6 +312,10 @@ export async function syncMicrosoftCalendar(
     logger.info('Fetched Microsoft events', {
       calendarSyncId,
       eventCount: microsoftEvents.length,
+      dateRange: { 
+        start: startDate.toISOString(), 
+        end: endDate.toISOString() 
+      },
       events: microsoftEvents.slice(0, 10).map(e => ({ 
         id: e.id, 
         subject: e.subject, 
@@ -319,12 +326,28 @@ export async function syncMicrosoftCalendar(
     });
     
     if (microsoftEvents.length === 0) {
-      logger.warn('No Microsoft events found', {
+      logger.warn('No Microsoft events found in date range', {
         calendarSyncId,
         email: creds.email,
         externalCalendarId: syncConfig.externalCalendarId,
         dateRange: { start: startDate.toISOString(), end: endDate.toISOString() },
       });
+    } else {
+      // Log events in the future to help debug
+      const now = new Date();
+      const futureEvents = microsoftEvents.filter(e => {
+        const eventStart = e.start.dateTime || e.start.date;
+        return new Date(eventStart) > now;
+      });
+      logger.info('Microsoft events in the future', {
+        calendarSyncId,
+        futureEventCount: futureEvents.length,
+        futureEvents: futureEvents.slice(0, 5).map(e => ({
+          id: e.id,
+          subject: e.subject,
+          start: e.start.dateTime || e.start.date,
+        })),
+      });
     }
 
     // Convert Microsoft events to CalDAV-like format