Hi @Wade Stolz ,
The exception details say "The timeout period elapsed prior to completion of the operation or the server is not responding."
This error indicates that there is a query that is taking too long. In SSMS, you can update the timeout by right-clicking on the query > Query Options. You can also set a query timeout under Tools > Query Execution > SQL Server > General > Execution time-out and set it to 0.
If that doesn't work, you may also need to check the values in the server connection strings under Connect > Database Engine > Options > Execution time-out.
Note that you might also run into this issue using older versions of SQL server. Azure AD Connect supports all versions of SQL Server from 2012 (with the latest service pack) to SQL Server 2019 and needs to run on those.
It would also help if you could share more event logs. If the suggested fixes don't work, I would recommend doing a server reboot or even a reinstall to see if the issue persists.
Let me know if this helps. I'll be happy to continue the discussion or open a support case for you if the suggestions do not resolve the issue.
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