Hello Aaron Carlson,
Welcome to the Microsoft Q&A forum.
From the description, it’s understandable why this is frustrating, especially since the POP account previously worked and now cannot be added back in classic Outlook.
There is already a Q&A Assist response in this thread, and the guidance provided there is accurate for classic Outlook on Windows. If you haven’t had a chance yet, please try the steps outlined in that answer first, particularly the parts around manual account setup, app passwords, and creating a new Outlook profile.
To add some additional context that may help:
When a POP account suddenly stops working and cannot be re‑added, the cause is often outside of Outlook itself. Many email providers restrict or disable POP access after security changes, password updates, or enforcement of two‑step verification. In these cases, even if the server settings are entered correctly, Outlook will not be able to create the account unless the provider explicitly allows POP sign‑ins.
It’s also important to note that contributors on this forum do not have visibility into mailbox credentials, provider authentication status, or backend account permissions. If Outlook continues to reject the POP account after following the Q&A Assist steps, it’s recommended to confirm directly with the email provider whether POP is still supported for that mailbox and whether an app password is required.
If POP access is no longer permitted by the provider, adding the account using IMAP is typically the supported alternative, as it uses a different authentication and synchronization model.
If you’ve already tried the Q&A Assist steps, feel free to share which part did not work as expected, and more targeted guidance can be added based on that.
I hope this helps clarify the situation and next steps.