I finally ditched Outlook last month - and settled on eM Client and it's really nice. It does a lot of stuff.
Outlook for years had these recurring issues:
- mail profile gets corrupted - requiring me to re-setup my mail accounts
- from time to time, emails would sit in the Outbox not going anywhere. Then I'd notice hours or a day later. Frustrating. Have to restart Windows to fix it.
Maybe the New Outlook is better, but when I first tried it, it was missing lots of stuff.