Well, things have taken a turn for the worse now :( Because of XCode 11 i HAD to update, and guess what, 16.3(.2) is still doing it. Both VS Win, VS Mac, Mono and Xamarin updated to the latest versions, still same "debug freezes/crashes" on the Win side of things, but now VS Mac doesn't break at breakpoints, it breaks "close to the breakpoint" but not "at the breakpoint"... Great fun catching null references and the like when you can't break into the code.
If i just build>deploy, all works well, but debug just doesn't work. Even tried to build from a clean Win10+VS 2019 CE, but same result, app starts then freezes at some random point.
Some more dumps: