https://bugs.winehq.org/show_bug.cgi?id=50514
--- Comment #13 from Reinhold reinhold.hoffmann@hotmail.com --- Again I did some thorough testing with Wine-6.16 on Ubuntu 20.04.3 LTS an macOS Catalina. Interestingly, the freeze happens with Wine Devel-6.16, but very, very rarely (or almost never) with Wine Staging-6.16. It looks as if Wine Staging is faster than Wine Devel where I conclude the issue might be a timing issue because the error reports says "wait timed out"
On Linux
0024:fixme:dc:DC_DeleteObject not deleting busy DC 00000000604101A4 refcount 3 0024:fixme:dc:DC_DeleteObject not deleting busy DC 000000001D410181 refcount 2 0180:err:ntdll:RtlpWaitForCriticalSection section 000000006C8802C0 "dlls/gdi32/font.c: font_cs" wait timed out in thread 0180, blocked by 0024, retrying (60 sec)
on macOS
01dc:fixme:dc:DC_DeleteObject not deleting busy DC 00000000184101AB refcount 2 02c0:err:ntdll:RtlpWaitForCriticalSection section 000000026B5802C0 "/Users/gcenx/Downloads/wine-6.16/dlls/gdi32/font.c: font_cs" wait timed out in thread 02c0, blocked by 01dc, retrying (60 sec)