I have won as every role Before and have the wins in my stats however the game will not award me with the "savant of business" or "town of salem expert" achievements.
here is my steam account profile link where you can look in my Town of salem screen shots to prove i have won as every role: https://steamcommunity.com/profiles/76561199082960892/
I would love if a tos Mod could award me my missing achievements.