Using older versions of Outlook for Mac in business environments
Dear JeremyPearce2 ,
Thanks for choosing Microsoft community!
I have read your question carefully and done some research, please kindly refer to following:
First please make sure that the network connection is stable. If the connection is not stable, the Outlook client will keep trying singing in.
For this problem, you can try the following suggestion to see if it can be fixed:
- Choose File->Account Settings->Account Settings, select your Exchange account. Click the Change button->More Settings->select the Security tab. Deselect the "Always prompt for logon credentials" check box. Save the setting and restart Outlook.
- Click on Start->type "Credential Manager in the search box and open it. Choose Windows Credentials. Under "Generic Credentials", delete all the entries in Generic Credentials. Close Credential Manager and re-start Outlook.
Then Outlook client will prompt for password again. Enter the correct password and check “save the credentials” .
You may try to start Outlook in safe mode to see if it keeps prompting for password: Open Outlook in safe mode
Meanwhile, if issue persists in safe mode, and as the two email account are Office 365 account (not Microsoft account like Outlook.com or other type account as this tool need to verify your Office 365 for business online account settings and connections on Outlook client), you may try to use this tool: About the Microsoft Support and Recovery Assistant
If the issue persists, please let me know the following points:
- The version number of the Outlook client.
- The type of the affected mailboxes.
- Did you enable multi-factor authentication for the account?
At the same time, to narrow down the scope of question, I would like to collect some screenshots which includes error information and error code so that I can do further research.
Hope this help you, if there is any deviation in my understanding, please forgive me and provide me with more details. I am more than happy to continue to help you. I wish you all the best!
Best regards,
Kerry