RDS Farm with UPD random re-auth in outlook

Question

2025 RDS Farm UPDs, AD environment with two session hosts outlook repeatedly asks for 365 credentials. This is happening for all users at different intervals. Some get asked every time they log on others could go several days without incident. I have ran office repair on both servers, recreated profiles, tried several reg entries but nothing seems to change this behaviour. Sometimes we also get the 1001 something went wrong error and user has to sign out of RDS log back in and re-enter credentials.

Answer 1

Hi @CloudWizz

Thank you for reaching out to Microsoft Q&A Forum. 

It does sound like a tricky situation, especially with the behavior varying from user to user. Could you let us know which registry changes you’ve already tried? That’ll help us understand what’s been covered so far and see if there’s anything else worth exploring. 

Also, regarding the 1001 “Something went wrong” error, have you possibly had a chance to try resetting the AAD Broker Plugin folder? It’s a small step, but in some cases where token-related issues were suspected, it could help: 

• Close all Microsoft 365 Desktop Apps. 
• Log off from the Windows userprofile. 
• Rename Microsoft.AAD.BrokerPlugin_cw5n1h2txyewy 

From 

"C:\Users<user>\AppData\Local\Packages\Microsoft.AAD.BrokerPlugin_cw5n1h2txyewy"  

To   

"C:\Users<user>\AppData\Local\Packages\Microsoft.AAD.BrokerPlugin_cw5n1h2txyewy.old" 

• Log on to the Windows userprofile. 
• Start the Outlook Desktop App.  

This action will recreate the Microsoft.AAD.BrokerPlugin_cw5n1h2txyewy folder 

Please feel free let me know how it goes when you get a chance to try it.