I tried everything with him and I have only been able to fight or leave.
I even never understood how to make the owlbear cub a follower...
Kill the mother, leave the owlbear cub alive. Once off camera it will get captured by goblins.
Then later play the Chicken Chasing game in the goblin camp, talk to the Owlbear there (now filling the role as the chicken) and convince it to come to your camp (can be done with either Animal Handling or animal talking, iirc). You'll also have to convince the goblin who runs the chase game to let it go.