Oofta
Legend
I have to echo the other comments here. If he's not having fun, why is he playing? If he's being an a$$ why can't you kick him out?
It's always tough to put down ultimatums, but sometimes you have to. More than once I've had to tell a player that their behavior was not acceptable and that if they wanted to continue playing they had to change. Be specific, stay on topic and explain why they're being disruptive and how they could change.
I also have a blanket house rule as part of my campaign intro - don't be a jerk, and don't play a character that's a jerk.
It's always tough to put down ultimatums, but sometimes you have to. More than once I've had to tell a player that their behavior was not acceptable and that if they wanted to continue playing they had to change. Be specific, stay on topic and explain why they're being disruptive and how they could change.
I also have a blanket house rule as part of my campaign intro - don't be a jerk, and don't play a character that's a jerk.