When something breaks in Windows you’ve got about 3 things you can try before the solution is to reinstall.
From the point of view of a lifetime Windows guy, I have to disagree with this. Unless you have a malware problem (where it can be exceedingly difficult for the average user to know whether they've gotten everything out), almost all failures of Windows in the modern age are the result of hardware failures. If your Windows 7 or newer computer blue screens, it's very likely a bad piece of hardware, occasionally a bad driver. The OS itself is quite solid.
... there is documentation everywhere for everything on Linux.
In my experience and perspective, I've found the documentation for Linux things to be of varying quality and usually for an audience who already knows their way around Linux. Admittedly, I haven't had to go looking in quite a while, so maybe that landscape is different today than I am aware of - but when I was looking, I found myself quite frustrated more often than not.
Finally, with Windows, if you really have to, you can pay for support incidents from Microsoft. They're not cheap, but I've found their server and server application support to be reliable. Is there something like that available to a Linux user?