Hi @healee ,
Welcome to our forum!
According to your description, it's suggested that you could create a new Outlook profile (Control Panel>Mail>Show Profiles>add) and then add your accounts to check if there're any differences.
On the other hand, considering that you have encounter the password prompt issue, it's suggested that you could refer to the following thread to troubleshooting: Why does Outlook keep prompting for password.
Since the support for Office 2010 ended on October 13, 2020, and there will be no extensions and extended security updates, you can still use your office programs. For your better user experience, it is recommended that you use a newer version of office. For more information, please refer to: End of support for Office 2010.
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