Why does Outlook open in Chrome but not in Safari?

On my MacBook Air, Microsoft Outlook reliably opens in Chrome, but, of late, not in Safari. The best I can do is get Safari to open Outlook and emails within it for a couple hours. Then it stops loading messages. Then I clear history, refresh, etc. and "Safari cannot open" at all. Then I wait and reenter all my credentials only to deal with the same ** an hour later. I just had another issue with constant "Exchange requires password" pop-ups that were aggravating, unfixable and resolved only by eliminating the account. Period. That's no way to fix things. Nor are arcane suggestions requiring a users to go deep into the menu where no man's ever gone.

[Edited by Moderator]