Using classic Outlook for Windows in business environments
What I finally did was download their New Outlook client from the Microsoft app store and installed it. It pulled in all the contacts and emails from the old version of Outlook 2010 client I was running. Since then it has not asked me for the password. However I don't care for the look of the new Outlook.
https://apps.microsoft.com/detail/9nrx63209r7b?cid=cmmdoli6tgo&hl=en-us&gl=US