Comms Issues after updating Entra Connect Sync Tool and Health Agent

Simon Bane 20 Reputation points
2025-04-07T11:41:19.6466667+00:00

Hi,

I have two Windows 2022 DC's running Entra Sync Connect 2.4.131.0 with Entra Sync Health Agent 4.5.2520.0. There is no firewall enabled on the servers and have direct internet access.

All was well until I upgraded from legacy versions of these tools last week, the installs stated all was completed successfully but we are no longer sycing with Entra AD.

Running the health diagnostic tool I get.....

PS C:\Windows\system32> Test-MicrosoftEntraConnectHealthConnectivity -Role SYNC

Test-AzureADConnectHealthConnectivity's execution in details are as follows:

Starting Test-AzureADConnectHealthConnectivity ...

ProxyInUse:False, Source:Default, Address:NotSet

Connectivity Test Step 1 of 2: Testing dependent service endpoints begins ...

AAD CDN connectivity is skipped.

Connecting to endpoint https://login.microsoftonline.com

Endpoint validation for https://login.microsoftonline.com is Successful.

Connecting to endpoint https://s1.adhybridhealth.azure.com/providers/Microsoft.ADHybridHealthService/diagnostics/version

[CriticalError!]: Unhandled exception occurred: The operation has timed out

Connectivity Test Step 1 of 2 - Failed to connect some service endpoints, please investigate.

Connectivity Test Step 2 of 2 - EventHub data upload procedure begins ...

Tenant Id is successfully collected during agent registration.

Connectivity Test Step 2 of 2 - EventHub data upload procedure completed successfully.

Test-AzureADConnectHealthConnectivity failed...

I re-registered the agent and it seems to connect fine to the same resource that fails in the connectivity test...

Register-MicrosoftEntraConnectHealthAgent -AttributeFiltering $false -StagingMode $false

2025-04-07 11:33:26.237 Log: C:\Users\apjadmin\AppData\Local\Temp\AadConnectHealthAgentConfiguration.2025-04-07_12-33-26.log

2025-04-07 11:33:26.251 SecurityProtocol set to Tls, Tls11, Tls12

2025-04-07 11:33:26.253 Current Monitoring Level in Registry is Full

2025-04-07 11:33:26.254 ProductName: Microsoft Entra Connect Health Agent, FileVersion: 4.5.2520.0, Current UTC Time: 2025-04-07 11:33:26Z, ParameterSet: Prompt

2025-04-07 11:33:26.256 AdHealthServiceUri (ARM): https://management.azure.com/providers/Microsoft.ADHybridHealthService/

2025-04-07 11:33:26.259 AdHybridHealthServiceUri: https://s1.adhybridhealth.azure.com/

2025-04-07 11:33:26.26 AdHealthServiceUri (ARM): https://management.azure.com/providers/Microsoft.ADHybridHealthService/

2025-04-07 11:33:26.261 AdHybridHealthServiceUri: https://s1.adhybridhealth.azure.com/

2025-04-07 11:33:26.263 ProxyInUse: False

2025-04-07 11:33:26.702 AdHealthServiceApiVersion: 2014-01-01

2025-04-07 11:33:26.734 Obtaining token using prompt, Authority: https://login.microsoftonline.com/organizations/oauth2/nativeclient, Scope: https://management.core.windows.net/.default, ClientId: cf6d7e68-f018-4e0a-a7b3-126e053fb88d, ExtraQueryParameters: instance_aware=true

2025-04-07 11:33:49.171 Monitoring enabled for AadSyncService, AdDomainService

2025-04-07 11:33:49.176 Detecting AadSyncService roles...

2025-04-07 11:33:49.493 Detected ServiceType: AadSyncService, ServiceSignature: apjeuropean.onmicrosoft.com, Role: AadSync_AadConnectSync_1.0

2025-04-07 11:33:49.495 Detecting AdDomainService roles...

2025-04-07 11:33:49.747 Detected ServiceType: AdDomainService, ServiceSignature: 50e99c3a-ac5a-4c8f-8cca-2f91c06ed30b, Role: AddsDomainController

2025-04-07 11:33:49.748 Detected the following role(s) for apjeuropean.onmicrosoft.com:

2025-04-07 11:33:49.75 Microsoft Azure Active Directory Sync Services, Active Directory Domain Services

2025-04-07 11:33:50.926 Fetched and stored agent credentials successfully...

2025-04-07 11:34:07.306 Detected the following role(s) for APJ.INTERNAL:

2025-04-07 11:34:07.307 Microsoft Azure Active Directory Sync Services, Active Directory Domain Services

2025-04-07 11:34:23.845 Starting agent services...

2025-04-07 11:34:25.601 Started agent services successfully...

2025-04-07 11:34:25.603 Agent registration completed successfully.

When I run the Sync Service tool i get this.... which looks good but I know its not actually syncing!

Help please!!

Microsoft Security Microsoft Entra Microsoft Entra ID
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Accepted answer
  1. Andy David - MVP 157.4K Reputation points MVP Volunteer Moderator
    2025-04-07T12:16:05.0466667+00:00

    Yea, one has to be exporting for this to work, the other needs to be in staging mode. Only one server can export at any one time

    Very important to check that one is set to export!

    https://learn.microsoft.com/en-us/entra/identity/hybrid/connect/how-to-connect-sync-staging-server#change-currently-active-sync-server-to-staging-mode

    User's image

    So on both servers, run that command. If both are set to TRUE for StagingModeEnabled, then follow the instructions to set ONE of them to StagingModeEnabled to FALSE by running the wizard

    https://learn.microsoft.com/en-us/entra/identity/hybrid/connect/how-to-connect-sync-staging-server#change-current-staging-sync-server-to-active-mode


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