diff --git a/.changeset/eighty-onions-share.md b/.changeset/eighty-onions-share.md
new file mode 100644
index 0000000000000..373a03fc561f1
--- /dev/null
+++ b/.changeset/eighty-onions-share.md
@@ -0,0 +1,6 @@
+---
+"medusa-telemetry": patch
+"@medusajs/medusa": patch
+---
+
+Adds enabled features flags to tracking event in `medusa-telemetry`
diff --git a/packages/medusa-telemetry/src/index.js b/packages/medusa-telemetry/src/index.js
index 2d4e355849071..761137885ad72 100644
--- a/packages/medusa-telemetry/src/index.js
+++ b/packages/medusa-telemetry/src/index.js
@@ -17,4 +17,8 @@ export const setTelemetryEnabled = (enabled = true) => {
   telemeter.setTelemetryEnabled(enabled)
 }
 
+export function trackFeatureFlag(flag) {
+  telemeter.trackFeatureFlag(flag)
+}
+
 export { default as Telemeter } from "./telemeter"
diff --git a/packages/medusa-telemetry/src/telemeter.js b/packages/medusa-telemetry/src/telemeter.js
index 28dd796bb91e0..8da93594ac935 100644
--- a/packages/medusa-telemetry/src/telemeter.js
+++ b/packages/medusa-telemetry/src/telemeter.js
@@ -1,15 +1,15 @@
-import os from "os"
 import fs from "fs"
-import { join, sep } from "path"
 import isDocker from "is-docker"
+import os from "os"
+import { join, sep } from "path"
 import { v4 as uuidv4 } from "uuid"
 
+import Store from "./store"
 import createFlush from "./util/create-flush"
 import getTermProgram from "./util/get-term-program"
+import { getCIName, isCI } from "./util/is-ci"
 import isTruthy from "./util/is-truthy"
 import showAnalyticsNotification from "./util/show-notification"
-import { isCI, getCIName } from "./util/is-ci"
-import Store from "./store"
 
 const MEDUSA_TELEMETRY_VERBOSE = process.env.MEDUSA_TELEMETRY_VERBOSE || false
 
@@ -24,6 +24,8 @@ class Telemeter {
 
     this.queueSize_ = this.store_.getQueueSize()
     this.queueCount_ = this.store_.getQueueCount()
+
+    this.featureFlags_ = new Set()
   }
 
   getMachineId() {
@@ -130,6 +132,7 @@ class Telemeter {
       os_info: this.getOsInfo(),
       medusa_version: this.getMedusaVersion(),
       cli_version: this.getCliVersion(),
+      feature_flags: Array.from(this.featureFlags_),
     }
 
     this.store_.addEvent(event)
@@ -152,6 +155,12 @@ class Telemeter {
       }
     }
   }
+
+  trackFeatureFlag(flag) {
+    if (flag) {
+      this.featureFlags_.add(flag)
+    }
+  }
 }
 
 export default Telemeter
diff --git a/packages/medusa/src/loaders/feature-flags/index.ts b/packages/medusa/src/loaders/feature-flags/index.ts
index 368365da264a6..c76bcb4f25317 100644
--- a/packages/medusa/src/loaders/feature-flags/index.ts
+++ b/packages/medusa/src/loaders/feature-flags/index.ts
@@ -1,9 +1,10 @@
-import path from "path"
 import glob from "glob"
+import path from "path"
 
+import { trackFeatureFlag } from "medusa-telemetry"
 import { FlagSettings } from "../../types/feature-flags"
-import { FlagRouter } from "../../utils/flag-router"
 import { Logger } from "../../types/global"
+import { FlagRouter } from "../../utils/flag-router"
 
 const isTruthy = (val: string | boolean | undefined): boolean => {
   if (typeof val === "string") {
@@ -62,6 +63,10 @@ export default (
       default:
         flagConfig[flagSettings.key] = flagSettings.default_val
     }
+
+    if (flagConfig[flagSettings.key]) {
+      trackFeatureFlag(flagSettings.key)
+    }
   }
 
   return new FlagRouter(flagConfig)
diff --git a/packages/medusa/src/loaders/index.ts b/packages/medusa/src/loaders/index.ts
index 95aea94980e9c..35d0bd2389724 100644
--- a/packages/medusa/src/loaders/index.ts
+++ b/packages/medusa/src/loaders/index.ts
@@ -1,33 +1,33 @@
-import loadConfig from "./config"
+import {
+  asFunction,
+  asValue,
+  AwilixContainer,
+  createContainer,
+  Resolver,
+} from "awilix"
+import { ClassOrFunctionReturning } from "awilix/lib/container"
+import { Express, NextFunction, Request, Response } from "express"
+import { track } from "medusa-telemetry"
 import "reflect-metadata"
-import Logger from "./logger"
+import requestIp from "request-ip"
+import { Connection, getManager } from "typeorm"
+import { MedusaContainer } from "../types/global"
 import apiLoader from "./api"
-import featureFlagsLoader from "./feature-flags"
+import loadConfig from "./config"
 import databaseLoader from "./database"
 import defaultsLoader from "./defaults"
 import expressLoader from "./express"
+import featureFlagsLoader from "./feature-flags"
+import Logger from "./logger"
 import modelsLoader from "./models"
 import passportLoader from "./passport"
 import pluginsLoader, { registerPluginModels } from "./plugins"
 import redisLoader from "./redis"
 import repositoriesLoader from "./repositories"
-import requestIp from "request-ip"
 import searchIndexLoader from "./search-index"
 import servicesLoader from "./services"
 import strategiesLoader from "./strategies"
 import subscribersLoader from "./subscribers"
-import { ClassOrFunctionReturning } from "awilix/lib/container"
-import { Connection, getManager } from "typeorm"
-import { Express, NextFunction, Request, Response } from "express"
-import {
-  asFunction,
-  asValue,
-  AwilixContainer,
-  createContainer,
-  Resolver,
-} from "awilix"
-import { track } from "medusa-telemetry"
-import { MedusaContainer } from "../types/global"
 
 type Options = {
   directory: string
@@ -82,6 +82,7 @@ export default async ({
   })
 
   const featureFlagRouter = featureFlagsLoader(configModule, Logger)
+  track("FEATURE_FLAGS_LOADED")
 
   container.register({
     logger: asValue(Logger),
@@ -179,7 +180,8 @@ export default async ({
   const searchActivity = Logger.activity("Initializing search engine indexing")
   track("SEARCH_ENGINE_INDEXING_STARTED")
   await searchIndexLoader({ container })
-  const searchAct = Logger.success(searchActivity, "Indexing event emitted") || {}
+  const searchAct =
+    Logger.success(searchActivity, "Indexing event emitted") || {}
   track("SEARCH_ENGINE_INDEXING_COMPLETED", { duration: searchAct.duration })
 
   return { container, dbConnection, app: expressApp }