diff --git a/packages/twenty-server/src/modules/messaging/common/services/messaging-telemetry.service.ts b/packages/twenty-server/src/modules/messaging/common/services/messaging-telemetry.service.ts
index ae9cec0fa..0234f7fbc 100644
--- a/packages/twenty-server/src/modules/messaging/common/services/messaging-telemetry.service.ts
+++ b/packages/twenty-server/src/modules/messaging/common/services/messaging-telemetry.service.ts
@@ -5,7 +5,7 @@ import { EnvironmentService } from 'src/engine/integrations/environment/environm
 
 type MessagingTelemetryTrackInput = {
   eventName: string;
-  workspaceId: string;
+  workspaceId?: string;
   userId?: string;
   connectedAccountId?: string;
   messageChannelId?: string;
diff --git a/packages/twenty-server/src/modules/messaging/messaging.module.ts b/packages/twenty-server/src/modules/messaging/messaging.module.ts
index 0797e3853..5e2afc037 100644
--- a/packages/twenty-server/src/modules/messaging/messaging.module.ts
+++ b/packages/twenty-server/src/modules/messaging/messaging.module.ts
@@ -4,6 +4,7 @@ import { MessagingBlocklistManagerModule } from 'src/modules/messaging/blocklist
 import { MessagingMessageCleanerModule } from 'src/modules/messaging/message-cleaner/messaging-message-cleaner.module';
 import { MessagingImportManagerModule } from 'src/modules/messaging/message-import-manager/messaging-import-manager.module';
 import { MessaginParticipantsManagerModule } from 'src/modules/messaging/message-participants-manager/messaging-participants-manager.module';
+import { MessagingMonitoringModule } from 'src/modules/messaging/monitoring/messaging-monitoring.module';
 
 @Module({
   imports: [
@@ -11,6 +12,7 @@ import { MessaginParticipantsManagerModule } from 'src/modules/messaging/message
     MessagingMessageCleanerModule,
     MessaginParticipantsManagerModule,
     MessagingBlocklistManagerModule,
+    MessagingMonitoringModule,
   ],
   providers: [],
   exports: [],
diff --git a/packages/twenty-server/src/modules/messaging/monitoring/crons/commands/messaging-message-channel-sync-status-monitoring.cron.command.ts b/packages/twenty-server/src/modules/messaging/monitoring/crons/commands/messaging-message-channel-sync-status-monitoring.cron.command.ts
new file mode 100644
index 000000000..689678562
--- /dev/null
+++ b/packages/twenty-server/src/modules/messaging/monitoring/crons/commands/messaging-message-channel-sync-status-monitoring.cron.command.ts
@@ -0,0 +1,36 @@
+import { Command, CommandRunner } from 'nest-commander';
+
+import { InjectMessageQueue } from 'src/engine/integrations/message-queue/decorators/message-queue.decorator';
+import { MessageQueue } from 'src/engine/integrations/message-queue/message-queue.constants';
+import { MessageQueueService } from 'src/engine/integrations/message-queue/services/message-queue.service';
+import { MessagingMessageChannelSyncStatusMonitoringCronJob } from 'src/modules/messaging/monitoring/crons/jobs/messaging-message-channel-sync-status-monitoring.cron';
+
+const MESSAGING_MESSAGE_CHANNEL_SYNC_STATUS_MONITORING_CRON_PATTERN =
+  '0 * * * *';
+
+@Command({
+  name: 'cron:messaging:monitoring:message-channel-sync-status',
+  description:
+    'Starts a cron job to monitor the sync status of message channels',
+})
+export class MessagingMessageChannelSyncStatusMonitoringCronCommand extends CommandRunner {
+  constructor(
+    @InjectMessageQueue(MessageQueue.cronQueue)
+    private readonly messageQueueService: MessageQueueService,
+  ) {
+    super();
+  }
+
+  async run(): Promise<void> {
+    await this.messageQueueService.addCron<undefined>(
+      MessagingMessageChannelSyncStatusMonitoringCronJob.name,
+      undefined,
+      {
+        repeat: {
+          pattern:
+            MESSAGING_MESSAGE_CHANNEL_SYNC_STATUS_MONITORING_CRON_PATTERN,
+        },
+      },
+    );
+  }
+}
diff --git a/packages/twenty-server/src/modules/messaging/monitoring/crons/jobs/messaging-message-channel-sync-status-monitoring.cron.ts b/packages/twenty-server/src/modules/messaging/monitoring/crons/jobs/messaging-message-channel-sync-status-monitoring.cron.ts
new file mode 100644
index 000000000..ee420467c
--- /dev/null
+++ b/packages/twenty-server/src/modules/messaging/monitoring/crons/jobs/messaging-message-channel-sync-status-monitoring.cron.ts
@@ -0,0 +1,82 @@
+import { Logger } from '@nestjs/common';
+import { InjectRepository } from '@nestjs/typeorm';
+
+import { Repository, In } from 'typeorm';
+import snakeCase from 'lodash.snakecase';
+
+import { Workspace } from 'src/engine/core-modules/workspace/workspace.entity';
+import { DataSourceEntity } from 'src/engine/metadata-modules/data-source/data-source.entity';
+import { MessageQueue } from 'src/engine/integrations/message-queue/message-queue.constants';
+import { InjectObjectMetadataRepository } from 'src/engine/object-metadata-repository/object-metadata-repository.decorator';
+import { EnvironmentService } from 'src/engine/integrations/environment/environment.service';
+import { MessageChannelRepository } from 'src/modules/messaging/common/repositories/message-channel.repository';
+import { MessageChannelWorkspaceEntity } from 'src/modules/messaging/common/standard-objects/message-channel.workspace-entity';
+import { Processor } from 'src/engine/integrations/message-queue/decorators/processor.decorator';
+import { Process } from 'src/engine/integrations/message-queue/decorators/process.decorator';
+import { MessagingTelemetryService } from 'src/modules/messaging/common/services/messaging-telemetry.service';
+
+@Processor(MessageQueue.cronQueue)
+export class MessagingMessageChannelSyncStatusMonitoringCronJob {
+  private readonly logger = new Logger(
+    MessagingMessageChannelSyncStatusMonitoringCronJob.name,
+  );
+
+  constructor(
+    @InjectRepository(Workspace, 'core')
+    private readonly workspaceRepository: Repository<Workspace>,
+    @InjectRepository(DataSourceEntity, 'metadata')
+    private readonly dataSourceRepository: Repository<DataSourceEntity>,
+    @InjectObjectMetadataRepository(MessageChannelWorkspaceEntity)
+    private readonly messageChannelRepository: MessageChannelRepository,
+    private readonly environmentService: EnvironmentService,
+    private readonly messagingTelemetryService: MessagingTelemetryService,
+  ) {}
+
+  @Process(MessagingMessageChannelSyncStatusMonitoringCronJob.name)
+  async handle(): Promise<void> {
+    this.logger.log('Starting message channel sync status monitoring...');
+
+    await this.messagingTelemetryService.track({
+      eventName: 'message_channel.monitoring.sync_status.start',
+      message: 'Starting message channel sync status monitoring',
+    });
+
+    const workspaceIds = (
+      await this.workspaceRepository.find({
+        where: this.environmentService.get('IS_BILLING_ENABLED')
+          ? {
+              subscriptionStatus: In(['active', 'trialing', 'past_due']),
+            }
+          : {},
+        select: ['id'],
+      })
+    ).map((workspace) => workspace.id);
+
+    const dataSources = await this.dataSourceRepository.find({
+      where: {
+        workspaceId: In(workspaceIds),
+      },
+    });
+
+    const workspaceIdsWithDataSources = new Set(
+      dataSources.map((dataSource) => dataSource.workspaceId),
+    );
+
+    for (const workspaceId of workspaceIdsWithDataSources) {
+      const messageChannels =
+        await this.messageChannelRepository.getAll(workspaceId);
+
+      for (const messageChannel of messageChannels) {
+        await this.messagingTelemetryService.track({
+          eventName: `message_channel.monitoring.sync_status.${snakeCase(
+            messageChannel.syncStatus,
+          )}`,
+          workspaceId,
+          connectedAccountId: messageChannel.connectedAccountId,
+          messageChannelId: messageChannel.id,
+          message: messageChannel.syncStatus,
+        });
+      }
+    }
+  }
+}
diff --git a/packages/twenty-server/src/modules/messaging/monitoring/messaging-monitoring.module.ts b/packages/twenty-server/src/modules/messaging/monitoring/messaging-monitoring.module.ts
new file mode 100644
index 000000000..2d6c04c75
--- /dev/null
+++ b/packages/twenty-server/src/modules/messaging/monitoring/messaging-monitoring.module.ts
@@ -0,0 +1,22 @@
+import { Module } from '@nestjs/common';
+import { TypeOrmModule } from '@nestjs/typeorm';
+
+import { Workspace } from 'src/engine/core-modules/workspace/workspace.entity';
+import { DataSourceEntity } from 'src/engine/metadata-modules/data-source/data-source.entity';
+import { MessagingCommonModule } from 'src/modules/messaging/common/messaging-common.module';
+import { MessagingMessageChannelSyncStatusMonitoringCronCommand } from 'src/modules/messaging/monitoring/crons/commands/messaging-message-channel-sync-status-monitoring.cron.command';
+import { MessagingMessageChannelSyncStatusMonitoringCronJob } from 'src/modules/messaging/monitoring/crons/jobs/messaging-message-channel-sync-status-monitoring.cron';
+
+@Module({
+  imports: [
+    MessagingCommonModule,
+    TypeOrmModule.forFeature([Workspace], 'core'),
+    TypeOrmModule.forFeature([DataSourceEntity], 'metadata'),
+  ],
+  providers: [
+    MessagingMessageChannelSyncStatusMonitoringCronCommand,
+    MessagingMessageChannelSyncStatusMonitoringCronJob,
+  ],
+  exports: [],
+})
+export class MessagingMonitoringModule {}