crypt32:chain has started having the following failures on the 21st on essentially all the VMs it runs on: https://test.winehq.org/data/tests/crypt32:chain.html
chain.c:3875: Test failed: didn't expect CERT_TRUST_IS_NOT_VALID_FOR_USAGE, got 10 chain.c:3897: Test failed: didn't expect CERT_TRUST_IS_NOT_VALID_FOR_USAGE
And yet it has not been modified recently.
Based on the source it looks like these tests are running against Google's certificate. Could it be that that certificate changed recently thus breaking the tests?