While fistfighting against the brawlers behind the tanners house while particularly indimiating, (through perks, buffs, stats etc) you’ll sometimes scare the one you’re fighting off, he’ll jump out of the arena and not come back. If you leave the arena you instantly lose, but I can’t chase the guy who fled down either. So I’m stuck on this quest
Also the wounded loudmouth in the same quest died cause I didn’t treat him before I started this quest, but I still have the objective.