I'm forced to use outlook at work. Every so often an update just rearranges tool bars and windows and I have to undo the damage. My personal mail client has been thunderbird, like forever. Stable.
It's for the best? I won't ever dual boot win because whenever I haven't touched it in a week, like vacay, and boot up, it takes a looooong time updating etc that I can't do much. So thinking I gotta run this win app to complete a quick task, needs a day set aside
If you run win, and use android or iOS phone or iPad, then running Linux is no probs. The main challenge is the apps you depend on and how windows only they are.