https://bugs.winehq.org/show_bug.cgi?id=57202
--- Comment #4 from tjb steampunque8@gmail.com --- (In reply to Esme Povirk from comment #1)
Is this still a problem with Wine 9.17?
Can you get a log with WINEDEBUG=mscoree WINE_MONO_TRACE=x ?
Got the trace. To get it I had to have the two variables turned on right after doing the wine install.
The fail pattern seems to be failure after first install, but then when launching again it doesn't seem to fail, it is not related to turning on the trace variables but just the fact that a second start after wine upgrade is being done.