https://bugs.winehq.org/show_bug.cgi?id=55460
--- Comment #2 from François Gouget fgouget@codeweavers.com --- I have now tested with an itss_test.exe binary built on Debian 11 and was not able to reproduce this failure even after 377 runs. Meanwhile using Debian 12 builds the failure pretty reliably happen in under 25 runs.
Given the low failure rate the timing of the first nightly failure is consistent with the GitLab CI switch to Debian 12.