What's something about Microsoft Outlook that drives you crazy?

Obligitory "I have to use it for my job," so let's commiserate.

It's the worst program in all of the Office Suite. MS wrote the goddamn OS and email client, but for some reason if I have two instances open for two different inboxes and try to pull one up on the taskbar, the wrong instance will pull up every single time without fail.

My runner-up complaint is how when I use the search bar, sometimes it'll forget what I'm doing and when I hit enter it'll open some email instead of executing the search.

Every update makes it worse, so what drives you crazy?