I'll throw my experience in as well. I recent memory within the past year, I count upwards of 5-6 different people coming to me with problems on their preinstalled, officially supported Windows laptops, where one day something just outright stopped working because of a background update or random registry change.

One couldn't launch any games because one day out of the blue Windows installed a second graphics driver alongside their first one for no discernible reason. One out of the box couldn't connect any external monitors or get any signal from its HDMI port. One had its audio stop working, and I never found out what the problem was -- for all I know, it still doesn't work. Just the other day I was updating a laptop at work and discovered that every 3 minutes the mouse drivers would just stop working for 1 minute. When I upgraded a Surface Pro 3 to Windows 10, I ended up with 2 OneDrive folders and half of my documents permanently deleted. Then I had to download a 3rd-party firmware driver that was only rated for Windows 8 and wasn't linked anywhere from Microsoft's site to do touchscreen calibration again on the Surface device that Microsoft built.

Which, OK, I'm not going to pretend I haven't seen weird stuff happen on Linux. But these are officially supported devices that only have one job -- to work with Windows. And people run into these problems, go on to 4 year old abandoned Microsoft forums that tell them to start messing with their registries or randomly installing drivers, and then turn around and tell me that they can't use Linux because AskUbuntu isn't "real" support.

All of this is anecdote of course, but at the end of the day I make decisions based on which platforms by my experience cause me the most trouble. Linux causes me less trouble than Windows.