Wounded Loudmoth question

I can’t talk to the Wounded Loudmouth at the Monastry. I don’t quite think it is a bug; I have had several things like this happen, where I can only talk to certain NPCs at certain times.

Am I missing something? I’m doing the 'If you can’t beat 'em" quest and right now I’m assuming I should take care of the brawlers, bu that is an optional task according to the Journal.

Well, didn’t have to talk to him, but it was more interesting to me to do that than the other.

Any feedback on this would be appreciated, I’d go back and do it again if possible.