Brian's a fixture of the Keys — a smuggler from what locals still call the golden age of running product through the islands, and he's been at it long enough to earn the right to stay out of the rough stuff himself.

These days he runs things out of his own boat yard, Brian's Boat Works & Marina, but lets associates like Jason and Cal handle the actual risk on his behalf.

He's currently married to his third wife, Lori Heder, and rents Jason one of his properties for free — as long as Jason keeps helping out with local shakedowns whenever it's needed.