I realize this is Hacker News, but Outlook isn't the worst [email or otherwise] product someone can use.
Edit: The comment was originally:
"I've been using Outlook by choice" Sorry, but I just can't wrap my head around this. You say you have tried other clients and yet you keep coming back to Outlook? Did you only try a few web app clients a few years ago and not sense? Have you tried many other fat desktop and/or command line clients? I personally only interact with Outlook when my employer pays me to spend the extra time required to use Outlook. I am utterly baffled by your statement. Like when someone says they get up at 4am every day, but they are not in the military. Sure there might be some okay reasons to do that (a baby, international trading, long commute), but most normal people would still inquire for more information as getting up at 4am by choice is not normal.