Complex sentence: Michael was the manager of "Hoagie's Pub" on the west side of Chicago and stayed out of mob activities until around 1980, when he started hanging around with members of The Outfit, including his brother Tony.
Split into simpler sentences: Michael was the manager of Hoagie's Pub on the West Side of Chicago and stayed out of mob activities. However, around 1980, he started hanging around with members of the Outfit, including his brother Tony.