Dear TomMoser1,
Thanks for choosing Microsoft community!
According to my research, every time Outlook tries to perform the Autodiscover process, it keeps suggesting the old account, which turns out to be in "Set up > account> access work or school", you need to remove this account and re-add the new account. This is seemly a known issue, so please kindly refer to this article: Something went wrong and Outlook couldn't set up your account
In addition, if you are using outlook desktop client, please try to login OWA(outlook web app) to check whether there is anything different. OWA(outlook web app)
Please also try to clear the local cache and try again.
Clear credentials.
- File>Account>under User Information, sign out all the existing account and exit all Office apps.
- Control Panel>User Accounts>credential manager>Windows Credentials, remove all Office 365 credentials that look like: MicrosoftOfficeXXData:XXXXXXXXX
- Right click windows icon>Run>type "regedit" then press ENTER to open the redistry editor. Go to HKEY_CURRENT_USER\Software\Microsoft\Office\16.0\Common\Identity, delete the whole Identity folder
- Restart computer.
Moreover, please use the Office 365 Support and Recovery Assistant (SaRA) tool that can diagnose the Outlook problems. For your reference: About the Microsoft Support and Recovery Assistant
Thanks for your previous time and hope you all the best!
Best regards,
Kerry