When Plex Media Server crashes then a Windows quirk is that you will still see the icon in the tray, but when you hover over the icon it will then refresh and disappear. So the icon is not related to the crash, it’s just the windows tray catching up with the fact that PMS crashed earlier on.
There’s an even newer test version of PMS in this thread that has fixed the crashing issue for some other users; I think it will be generally released on Monday. Apparently some new feature was using an Intel instruction not supported on certain hardware and this was crashing some setups. It might work for yourself.
In my own case it seems that the Intro Detection process is having a major issue with some of my media or hardware at some point and blue screens my aging server. It did it two nights in a row during scheduled analysis since the new Intro feature was introduced. Yesterday I turned off the Intro detection entirely and thankfully there was no BSOD during scheduled analysis last night, so at least I have that fixed. When I’m braver I’ll try turning on Intro Detection again to see if my specific issue has been resolved. I’m also going to see if I can scan for corrupt media files in my library.