I have a Windows PC and an Ubuntu system running on the same NUC hardware, as well as a higher end desktop that I use. I have to twiddle with the Ubuntu system pretty much once every 3-4 months after an update breaks something. The Windows 10 box keeps running... My big desktop has upgraded from 7->8->8.1->10, and is still running, though I'm considering a clean install, as some of the cruft from experimenting with the WSL and Docker for Windows Containers has left things a little funky.
In the end, I find I have to spend far more time tinkering with my HTPC box running Ubuntu, then I ever really had to with windows. I know there are other distros, but Ubuntu is pretty much king of desktop linux here. I have considered switching to Debian proper, or an Ubuntu derivative, but haven't done so.
Oh, and don't get my started on the pain of getting an MCE remote working halfway properly under Kodi... that was a real painful experience. I'm just glad that suspend/resume has hdmi audio after now, where it lost it before some recent changes (daily intel driver ppa).