diff --git a/apps/web/sentry.server.config.ts b/apps/web/sentry.server.config.ts
index 842f09fccc..a429088bd9 100644
--- a/apps/web/sentry.server.config.ts
+++ b/apps/web/sentry.server.config.ts
@@ -2,4 +2,5 @@ import * as Sentry from "@sentry/nextjs";
 
 Sentry.init({
   dsn: process.env.NEXT_PUBLIC_SENTRY_DSN,
+  tracesSampleRate: 1.0,
 });
diff --git a/packages/core/getUserAvailability.ts b/packages/core/getUserAvailability.ts
index 3c4f77497b..cfb0b4b727 100644
--- a/packages/core/getUserAvailability.ts
+++ b/packages/core/getUserAvailability.ts
@@ -25,6 +25,7 @@ import type {
 } from "@calcom/types/Calendar";
 
 import { getBusyTimes, getBusyTimesForLimitChecks } from "./getBusyTimes";
+import monitorCallbackAsync, { monitorCallbackSync } from "./sentryWrapper";
 
 const log = logger.getSubLogger({ prefix: ["getUserAvailability"] });
 const availabilitySchema = z
@@ -41,7 +42,13 @@ const availabilitySchema = z
   })
   .refine((data) => !!data.username || !!data.userId, "Either username or userId should be filled in.");
 
-const getEventType = async (id: number) => {
+const getEventType = async (
+  ...args: Parameters<typeof _getEventType>
+): Promise<ReturnType<typeof _getEventType>> => {
+  return monitorCallbackAsync(_getEventType, ...args);
+};
+
+const _getEventType = async (id: number) => {
   const eventType = await prisma.eventType.findUnique({
     where: { id },
     select: {
@@ -86,7 +93,11 @@ const getEventType = async (id: number) => {
 
 type EventType = Awaited<ReturnType<typeof getEventType>>;
 
-const getUser = (where: Prisma.UserWhereInput) =>
+const getUser = (...args: Parameters<typeof _getUser>): ReturnType<typeof _getUser> => {
+  return monitorCallbackSync(_getUser, ...args);
+};
+
+const _getUser = (where: Prisma.UserWhereInput) =>
   prisma.user.findFirst({
     where,
     select: {
@@ -99,7 +110,13 @@ const getUser = (where: Prisma.UserWhereInput) =>
 
 type User = Awaited<ReturnType<typeof getUser>>;
 
-export const getCurrentSeats = (eventTypeId: number, dateFrom: Dayjs, dateTo: Dayjs) =>
+export const getCurrentSeats = (
+  ...args: Parameters<typeof _getCurrentSeats>
+): ReturnType<typeof _getCurrentSeats> => {
+  return monitorCallbackSync(_getCurrentSeats, ...args);
+};
+
+const _getCurrentSeats = (eventTypeId: number, dateFrom: Dayjs, dateTo: Dayjs) =>
   prisma.booking.findMany({
     where: {
       eventTypeId,
@@ -122,8 +139,14 @@ export const getCurrentSeats = (eventTypeId: number, dateFrom: Dayjs, dateTo: Da
 
 export type CurrentSeats = Awaited<ReturnType<typeof getCurrentSeats>>;
 
+export const getUserAvailability = async (
+  ...args: Parameters<typeof _getUserAvailability>
+): Promise<ReturnType<typeof _getUserAvailability>> => {
+  return monitorCallbackAsync(_getUserAvailability, ...args);
+};
+
 /** This should be called getUsersWorkingHoursAndBusySlots (...and remaining seats, and final timezone) */
-export const getUserAvailability = async function getUsersWorkingHoursLifeTheUniverseAndEverythingElse(
+const _getUserAvailability = async function getUsersWorkingHoursLifeTheUniverseAndEverythingElse(
   query: {
     withSource?: boolean;
     username?: string;
@@ -305,7 +328,13 @@ export const getUserAvailability = async function getUsersWorkingHoursLifeTheUni
   };
 };
 
-const getPeriodStartDatesBetween = (dateFrom: Dayjs, dateTo: Dayjs, period: IntervalLimitUnit) => {
+const getPeriodStartDatesBetween = (
+  ...args: Parameters<typeof _getPeriodStartDatesBetween>
+): ReturnType<typeof _getPeriodStartDatesBetween> => {
+  return monitorCallbackSync(_getPeriodStartDatesBetween, ...args);
+};
+
+const _getPeriodStartDatesBetween = (dateFrom: Dayjs, dateTo: Dayjs, period: IntervalLimitUnit) => {
   const dates = [];
   let startDate = dayjs(dateFrom).startOf(period);
   const endDate = dayjs(dateTo).endOf(period);
@@ -378,6 +407,12 @@ class LimitManager {
 }
 
 const getBusyTimesFromLimits = async (
+  ...args: Parameters<typeof _getBusyTimesFromLimits>
+): Promise<ReturnType<typeof _getBusyTimesFromLimits>> => {
+  return monitorCallbackAsync(_getBusyTimesFromLimits, ...args);
+};
+
+const _getBusyTimesFromLimits = async (
   bookingLimits: IntervalLimit | null,
   durationLimits: IntervalLimit | null,
   dateFrom: Dayjs,
@@ -450,6 +485,12 @@ const getBusyTimesFromLimits = async (
 };
 
 const getBusyTimesFromBookingLimits = async (
+  ...args: Parameters<typeof _getBusyTimesFromBookingLimits>
+): Promise<ReturnType<typeof _getBusyTimesFromBookingLimits>> => {
+  return monitorCallbackAsync(_getBusyTimesFromBookingLimits, ...args);
+};
+
+const _getBusyTimesFromBookingLimits = async (
   bookings: EventBusyDetails[],
   bookingLimits: IntervalLimit,
   dateFrom: Dayjs,
@@ -504,6 +545,12 @@ const getBusyTimesFromBookingLimits = async (
 };
 
 const getBusyTimesFromDurationLimits = async (
+  ...args: Parameters<typeof _getBusyTimesFromDurationLimits>
+): Promise<ReturnType<typeof _getBusyTimesFromDurationLimits>> => {
+  return monitorCallbackAsync(_getBusyTimesFromDurationLimits, ...args);
+};
+
+const _getBusyTimesFromDurationLimits = async (
   bookings: EventBusyDetails[],
   durationLimits: IntervalLimit,
   dateFrom: Dayjs,
diff --git a/packages/core/sentryWrapper.ts b/packages/core/sentryWrapper.ts
new file mode 100644
index 0000000000..5d2ae4b384
--- /dev/null
+++ b/packages/core/sentryWrapper.ts
@@ -0,0 +1,86 @@
+import * as Sentry from "@sentry/nextjs";
+import type { Span, Transaction } from "@sentry/types";
+
+/*
+WHEN TO USE
+We ran a script that performs a simple mathematical calculation within a loop of 1000000 iterations. 
+Our results were: Plain execution time: 441, Monitored execution time: 8094. 
+This suggests that using these wrappers within large loops can incur significant overhead and is thus not recommended.
+
+For smaller loops, the cost incurred may not be very significant on an absolute scale
+considering that a million monitored iterations only took roughly 8 seconds when monitored.
+*/
+
+const setUpMonitoring = (name: string) => {
+  // Attempt to retrieve the current transaction from Sentry's scope
+  let transaction = Sentry.getCurrentHub().getScope()?.getTransaction();
+
+  // Check if there's an existing transaction, if not, start a new one
+  if (!transaction) {
+    transaction = Sentry.startTransaction({
+      op: name,
+      name: name,
+    });
+  }
+
+  // Start a new span in the current transaction
+  const span = transaction.startChild({
+    op: name,
+    description: `Executing ${name}`,
+  });
+  return [transaction, span];
+};
+
+// transaction will always be Transaction, since returned in a list with Span type must be listed as either or here
+const finishMonitoring = (transaction: Transaction | Span, span: Span) => {
+  // Attempt to retrieve the current transaction from Sentry's scope
+  span.finish();
+
+  // If this was a new transaction, finish it
+  if (!Sentry.getCurrentHub().getScope()?.getTransaction()) {
+    transaction.finish();
+  }
+};
+
+const monitorCallbackAsync = async <T extends (...args: any[]) => any>(
+  cb: T,
+  ...args: Parameters<T>
+): Promise<ReturnType<T>> => {
+  // Check if Sentry set
+  if (!process.env.NEXT_PUBLIC_SENTRY_DSN) return (await cb(...args)) as ReturnType<T>;
+
+  const [transaction, span] = setUpMonitoring(cb.name);
+
+  try {
+    const result = await cb(...args);
+    return result as ReturnType<T>;
+  } catch (error) {
+    Sentry.captureException(error);
+    throw error;
+  } finally {
+    finishMonitoring(transaction, span);
+  }
+};
+
+const monitorCallbackSync = <T extends (...args: any[]) => any>(
+  cb: T,
+  ...args: Parameters<T>
+): ReturnType<T> => {
+  // Check if Sentry set
+  if (!process.env.NEXT_PUBLIC_SENTRY_DSN) return cb(...args) as ReturnType<T>;
+
+  const [transaction, span] = setUpMonitoring(cb.name);
+
+  try {
+    const result = cb(...args);
+    return result as ReturnType<T>;
+  } catch (error) {
+    Sentry.captureException(error);
+    throw error;
+  } finally {
+    finishMonitoring(transaction, span);
+  }
+};
+
+export default monitorCallbackAsync;
+export { monitorCallbackSync };