Your luck isn't likely to hold out, as Microsoft officially stated that the combination doesn't work.
I can live with that since I only ever use Outlook at my workstation. Mail app works fine for me in the meantime. It's ugly but I can deal with it, lol. I'll start using Outlook more intentionally on my personal machine and see how it turns out. Should I be concerned more about the stability of 2016 or 2011?