https://bugs.winehq.org/show_bug.cgi?id=54401
--- Comment #8 from Piotr Caban piotr.caban@gmail.com --- The "... unable to find trailer dictionary while recovering damaged file" CUPS error should be fixed by 8171cfb79b4dbd57184ade9b7a66aed47aba8427 (localspl: Don't pass original document name to cupsStartDocument).
In case printing is still not working/crashes with this patch please attach a log with following debug channels: seh,gdi,enhmetafile,winspool,localspl,psdrv
What applications is it failing to print in?