diff --git a/apps/api/v2/src/ee/calendars/services/calendars.service.ts b/apps/api/v2/src/ee/calendars/services/calendars.service.ts
index 50d88e272209e0..c57608c903b48a 100644
--- a/apps/api/v2/src/ee/calendars/services/calendars.service.ts
+++ b/apps/api/v2/src/ee/calendars/services/calendars.service.ts
@@ -83,32 +83,31 @@ export class CalendarsService {
       calendarsToLoad,
       userId
     );
-    try {
-      const calendarBusyTimes = await getBusyCalendarTimes(
-        this.buildNonDelegationCredentials(credentials),
-        dateFrom,
-        dateTo,
-        composedSelectedCalendars
-      );
-      const calendarBusyTimesConverted = calendarBusyTimes.map(
-        (busyTime: EventBusyDate & { timeZone?: string }) => {
-          const busyTimeStart = DateTime.fromJSDate(new Date(busyTime.start)).setZone(timezone);
-          const busyTimeEnd = DateTime.fromJSDate(new Date(busyTime.end)).setZone(timezone);
-          const busyTimeStartDate = busyTimeStart.toJSDate();
-          const busyTimeEndDate = busyTimeEnd.toJSDate();
-          return {
-            ...busyTime,
-            start: busyTimeStartDate,
-            end: busyTimeEndDate,
-          };
-        }
-      );
-      return calendarBusyTimesConverted;
-    } catch (error) {
+    const calendarBusyTimesQuery = await getBusyCalendarTimes(
+      this.buildNonDelegationCredentials(credentials),
+      dateFrom,
+      dateTo,
+      composedSelectedCalendars
+    );
+    if (!calendarBusyTimesQuery.success) {
       throw new InternalServerErrorException(
         "Unable to fetch connected calendars events. Please try again later."
       );
     }
+    const calendarBusyTimesConverted = calendarBusyTimesQuery.data.map(
+      (busyTime: EventBusyDate & { timeZone?: string }) => {
+        const busyTimeStart = DateTime.fromJSDate(new Date(busyTime.start)).setZone(timezone);
+        const busyTimeEnd = DateTime.fromJSDate(new Date(busyTime.end)).setZone(timezone);
+        const busyTimeStartDate = busyTimeStart.toJSDate();
+        const busyTimeEndDate = busyTimeEnd.toJSDate();
+        return {
+          ...busyTime,
+          start: busyTimeStartDate,
+          end: busyTimeEndDate,
+        };
+      }
+    );
+    return calendarBusyTimesConverted;
   }
 
   async getUniqCalendarCredentials(calendarsToLoad: Calendar[], userId: User["id"]) {
diff --git a/apps/web/test/lib/getSchedule.test.ts b/apps/web/test/lib/getSchedule.test.ts
index a26d26e72ac99d..b69192904224a2 100644
--- a/apps/web/test/lib/getSchedule.test.ts
+++ b/apps/web/test/lib/getSchedule.test.ts
@@ -1281,12 +1281,15 @@ describe("getSchedule", () => {
       const { dateString: plus2DateString } = getDate({ dateIncrement: 2 });
       const { dateString: plus3DateString } = getDate({ dateIncrement: 3 });
 
-      CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([
-        {
-          start: `${plus3DateString}T04:00:00.000Z`,
-          end: `${plus3DateString}T05:59:59.000Z`,
-        },
-      ]);
+      CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({
+        success: true,
+        data: [
+          {
+            start: `${plus3DateString}T04:00:00.000Z`,
+            end: `${plus3DateString}T05:59:59.000Z`,
+          },
+        ],
+      });
 
       const scenarioData = {
         eventTypes: [
@@ -1347,12 +1350,15 @@ describe("getSchedule", () => {
       const { dateString: plus2DateString } = getDate({ dateIncrement: 2 });
       const { dateString: plus3DateString } = getDate({ dateIncrement: 3 });
 
-      CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([
-        {
-          start: `${plus3DateString}T04:00:00.000Z`,
-          end: `${plus3DateString}T05:59:59.000Z`,
-        },
-      ]);
+      CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({
+        success: true,
+        data: [
+          {
+            start: `${plus3DateString}T04:00:00.000Z`,
+            end: `${plus3DateString}T05:59:59.000Z`,
+          },
+        ],
+      });
 
       const scenarioData = {
         eventTypes: [
@@ -1421,7 +1427,7 @@ describe("getSchedule", () => {
       const { dateString: plus1DateString } = getDate({ dateIncrement: 1 });
       const { dateString: plus2DateString } = getDate({ dateIncrement: 2 });
 
-      CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+      CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
 
       const scenarioData = {
         eventTypes: [
diff --git a/packages/lib/CalendarManager.ts b/packages/lib/CalendarManager.ts
index 581c8bafa3e08c..8d29874a3a4555 100644
--- a/packages/lib/CalendarManager.ts
+++ b/packages/lib/CalendarManager.ts
@@ -245,21 +245,11 @@ export const getBusyCalendarTimes = async (
   }
 
   // const months = getMonths(dateFrom, dateTo);
+  // Subtract 11 hours from the start date to avoid problems in UTC- time zones.
+  const startDate = dayjs(dateFrom).subtract(11, "hours").format();
+  // Add 14 hours from the start date to avoid problems in UTC+ time zones.
+  const endDate = dayjs(dateTo).add(14, "hours").format();
   try {
-    // Subtract 11 hours from the start date to avoid problems in UTC- time zones.
-    const startDate = dayjs(dateFrom).subtract(11, "hours").format();
-    // Add 14 hours from the start date to avoid problems in UTC+ time zones.
-    const endDate = dayjs(dateTo).add(14, "hours").format();
-
-    log.debug(
-      "getBusyCalendarTimes manipulated dates",
-      safeStringify({
-        newStartDate: startDate,
-        newEndDate: endDate,
-        oldStartDate: dateFrom,
-        oldEndDate: dateTo,
-      })
-    );
     if (includeTimeZone) {
       results = await getCalendarsEventsWithTimezones(
         deduplicatedCredentials,
@@ -281,8 +271,9 @@ export const getBusyCalendarTimes = async (
       selectedCalendarIds: selectedCalendars.map((calendar) => calendar.externalId),
       error: safeStringify(e),
     });
+    return { success: false, data: [{ start: startDate, end: endDate, source: "error-placeholder" }] };
   }
-  return results.reduce((acc, availability) => acc.concat(availability), []);
+  return { success: true, data: results.reduce((acc, availability) => acc.concat(availability), []) };
 };
 
 export const createEvent = async (
diff --git a/packages/lib/getBusyTimes.ts b/packages/lib/getBusyTimes.ts
index 90c09d2c76278f..ee8131027dbb43 100644
--- a/packages/lib/getBusyTimes.ts
+++ b/packages/lib/getBusyTimes.ts
@@ -179,13 +179,24 @@ const _getBusyTimes = async (params: {
   performance.measure(`prisma booking get took $1'`, "prismaBookingGetStart", "prismaBookingGetEnd");
   if (credentials?.length > 0 && !bypassBusyCalendarTimes) {
     const startConnectedCalendarsGet = performance.now();
-    const calendarBusyTimes = await getBusyCalendarTimes(
+
+    const calendarBusyTimesQuery = await getBusyCalendarTimes(
       credentials,
       startTime,
       endTime,
       selectedCalendars,
       shouldServeCache
     );
+
+    if (!calendarBusyTimesQuery.success) {
+      throw new Error(
+        `Failed to fetch busy calendar times for selected calendars ${selectedCalendars.map(
+          (calendar) => calendar.id
+        )}`
+      );
+    }
+
+    const calendarBusyTimes = calendarBusyTimesQuery.data;
     const endConnectedCalendarsGet = performance.now();
     logger.debug(
       `Connected Calendars get took ${
diff --git a/packages/lib/getUserAvailability.ts b/packages/lib/getUserAvailability.ts
index 5654bc76854b68..393bdc480709cb 100644
--- a/packages/lib/getUserAvailability.ts
+++ b/packages/lib/getUserAvailability.ts
@@ -411,24 +411,39 @@ const _getUserAvailability = async function getUsersWorkingHoursLifeTheUniverseA
     ? EventTypeRepository.getSelectedCalendarsFromUser({ user, eventTypeId: eventType.id })
     : user.userLevelSelectedCalendars;
 
-  const busyTimes = await getBusyTimes({
-    credentials: user.credentials,
-    startTime: getBusyTimesStart,
-    endTime: getBusyTimesEnd,
-    eventTypeId,
-    userId: user.id,
-    userEmail: user.email,
-    username: `${user.username}`,
-    beforeEventBuffer,
-    afterEventBuffer,
-    selectedCalendars,
-    seatedEvent: !!eventType?.seatsPerTimeSlot,
-    rescheduleUid: initialData?.rescheduleUid || null,
-    duration,
-    currentBookings: initialData?.currentBookings,
-    bypassBusyCalendarTimes,
-    shouldServeCache,
-  });
+  let busyTimes = [];
+  try {
+    busyTimes = await getBusyTimes({
+      credentials: user.credentials,
+      startTime: getBusyTimesStart,
+      endTime: getBusyTimesEnd,
+      eventTypeId,
+      userId: user.id,
+      userEmail: user.email,
+      username: `${user.username}`,
+      beforeEventBuffer,
+      afterEventBuffer,
+      selectedCalendars,
+      seatedEvent: !!eventType?.seatsPerTimeSlot,
+      rescheduleUid: initialData?.rescheduleUid || null,
+      duration,
+      currentBookings: initialData?.currentBookings,
+      bypassBusyCalendarTimes,
+      shouldServeCache,
+    });
+  } catch (error) {
+    log.error(`Error fetching busy times for user ${username}:`, error);
+    return {
+      busy: [],
+      timeZone,
+      dateRanges: [],
+      oooExcludedDateRanges: [],
+      workingHours: [],
+      dateOverrides: [],
+      currentSeats: [],
+      datesOutOfOffice: undefined,
+    };
+  }
 
   const detailedBusyTimes: EventBusyDetails[] = [
     ...busyTimes.map((a) => ({
diff --git a/packages/lib/server/getLuckyUser.test.ts b/packages/lib/server/getLuckyUser.test.ts
index bcff1771528cf9..7d14f6debdb8bd 100644
--- a/packages/lib/server/getLuckyUser.test.ts
+++ b/packages/lib/server/getLuckyUser.test.ts
@@ -55,7 +55,7 @@ it("can find lucky user with maximize availability", async () => {
     }),
   ];
 
-  CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+  CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
   prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
 
   // TODO: we may be able to use native prisma generics somehow?
@@ -107,7 +107,7 @@ it("can find lucky user with maximize availability and priority ranking", async
     }),
   ];
 
-  CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+  CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
   prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
 
   // TODO: we may be able to use native prisma generics somehow?
@@ -289,7 +289,7 @@ describe("maximize availability and weights", () => {
       }),
     ];
 
-    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
     prismaMock.user.findMany.mockResolvedValue(users);
     prismaMock.host.findMany.mockResolvedValue([]);
@@ -392,7 +392,7 @@ describe("maximize availability and weights", () => {
       }),
     ];
 
-    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
     prismaMock.user.findMany.mockResolvedValue(users);
     prismaMock.host.findMany.mockResolvedValue([]);
@@ -500,7 +500,7 @@ describe("maximize availability and weights", () => {
       }),
     ];
 
-    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
     prismaMock.user.findMany.mockResolvedValue(users);
     prismaMock.host.findMany.mockResolvedValue([]);
@@ -600,7 +600,7 @@ describe("maximize availability and weights", () => {
       },
     ];
 
-    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
 
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([
       {
@@ -707,13 +707,16 @@ describe("maximize availability and weights", () => {
     ];
 
     CalendarManagerMock.getBusyCalendarTimes
-      .mockResolvedValueOnce([
-        {
-          start: dayjs().utc().startOf("month").toDate(),
-          end: dayjs().utc().startOf("month").add(3, "day").toDate(),
-          timeZone: "UTC",
-        },
-      ])
+      .mockResolvedValueOnce({
+        success: true,
+        data: [
+          {
+            start: dayjs().utc().startOf("month").toDate(),
+            end: dayjs().utc().startOf("month").add(3, "day").toDate(),
+            timeZone: "UTC",
+          },
+        ],
+      })
       .mockResolvedValue([]);
 
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
@@ -817,7 +820,7 @@ describe("maximize availability and weights", () => {
       },
     ];
 
-    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
 
     // TODO: we may be able to use native prisma generics somehow?
@@ -1279,7 +1282,7 @@ describe("attribute weights and virtual queues", () => {
       chosenRouteId: routeId,
     };
 
-    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue([]);
+    CalendarManagerMock.getBusyCalendarTimes.mockResolvedValue({ success: true, data: [] });
     prismaMock.outOfOfficeEntry.findMany.mockResolvedValue([]);
 
     prismaMock.user.findMany.mockResolvedValue(users);
diff --git a/packages/lib/server/getLuckyUser.ts b/packages/lib/server/getLuckyUser.ts
index 25354d539916e1..8ad0b7f4399b7f 100644
--- a/packages/lib/server/getLuckyUser.ts
+++ b/packages/lib/server/getLuckyUser.ts
@@ -456,7 +456,7 @@ async function getCalendarBusyTimesOfInterval(
   rrTimestampBasis: RRTimestampBasis,
   meetingStartTime?: Date
 ): Promise<{ userId: number; busyTimes: (EventBusyDate & { timeZone?: string })[] }[]> {
-  return Promise.all(
+  const usersBusyTimesQuery = await Promise.all(
     usersWithCredentials.map((user) =>
       getBusyCalendarTimes(
         user.credentials,
@@ -465,12 +465,19 @@ async function getCalendarBusyTimesOfInterval(
         user.userLevelSelectedCalendars,
         true,
         true
-      ).then((busyTimes) => ({
-        userId: user.id,
-        busyTimes,
-      }))
+      )
     )
   );
+
+  return usersBusyTimesQuery.reduce((usersBusyTime, userBusyTimeQuery, index) => {
+    if (userBusyTimeQuery.success) {
+      usersBusyTime.push({
+        userId: usersWithCredentials[index].id,
+        busyTimes: userBusyTimeQuery.data,
+      });
+    }
+    return usersBusyTime;
+  }, [] as { userId: number; busyTimes: Awaited<ReturnType<typeof getBusyCalendarTimes>>["data"] }[]);
 }
 
 async function getBookingsOfInterval({
diff --git a/packages/trpc/server/routers/viewer/availability/calendarOverlay.handler.ts b/packages/trpc/server/routers/viewer/availability/calendarOverlay.handler.ts
index 8fd01a29bde6e7..253c390e5520ac 100644
--- a/packages/trpc/server/routers/viewer/availability/calendarOverlay.handler.ts
+++ b/packages/trpc/server/routers/viewer/availability/calendarOverlay.handler.ts
@@ -84,13 +84,22 @@ export const calendarOverlayHandler = async ({ ctx, input }: ListOptions) => {
   });
 
   // get all clanedar services
-  const calendarBusyTimes = await getBusyCalendarTimes(
+  const calendarBusyTimesQuery = await getBusyCalendarTimes(
     credentials,
     dateFrom,
     dateTo,
     composedSelectedCalendars
   );
 
+  if (!calendarBusyTimesQuery.success) {
+    throw new TRPCError({
+      code: "INTERNAL_SERVER_ERROR",
+      message: "Failed to fetch busy calendar times",
+    });
+  }
+
+  const calendarBusyTimes = calendarBusyTimesQuery.data;
+
   // Convert to users timezone
 
   const userTimeZone = input.loggedInUsersTz;