https://bugs.winehq.org/show_bug.cgi?id=57483
--- Comment #4 from Wes wes.schlosser1337@protonmail.com --- I've downgraded wine to 9.18 and confirmed Hero Lab works as expected. See 'error not present in Wine 9.18' for confirmation. I've clicked through each tab in the hero lab UI for existing and new characters, there's no stack overflow errors reported.
Let me know if you need more info.
Thanks, Wes