I enjoyed his feud with Mr. Perfect and the Mountie, but I think my favorite Boss Man moment of all time is when he came back in late 98. Stone Cold was in the ring and was sneak attacked by a masked man with a night stick. Austin was left lying on the ground. The man took his mask with JR shouting the infamous words of "BAH GAWD ITS THE BIG BOSS MAN!!!" Then RAW ended.
Another favorite of mine would be Boss Man & LOD kicking ass at SSeries 91.