I successfully connected my on-prem environment to my Office365 environment, which was pretty straightforward. I did this via Active Directory Domains & Trusts, which is accessible from the server manager. I did this by following this guide on YouTube.
However, I did not finish the process outlined in the video. Although I added the proper DNS records in the Domains section in Microsoft 365’s admin portal, and set up Azure Entra Connect on a separate Windows Server VM, I’m still having issues with 365 identities.
I can create Identities in my On-Prem controller using my custom domain; no issues there, and they show up after the Entra Connect application runs (every half-hour), but I can’t seem to sign in with these new Identities through Microsoft’s cloud login portal. I’m able to go through the process of setting up 2FA in Authenticator, but am just returned to the initial login screen after a brief loading wheel.
Probably ought to watch the rest of that video.