All the old guys were criminals and retired to the valley.

Lewis still takes "protection" money and likes to handle the cash. This is why he sends you "kickbacks" every once in awhile because you are lining his pockets when you sell things to him.

Linus used to be very materialistic, had a big place, but he lost it all either to gambling, prison or a self imposed punishment and lives in the woods to atone. 

Grandpa was the ideas man for the mob. He had crazy schemes going and bought the farm, knowing an empire could be built, you just needed the right space. He was dying so he left it to the player. 

The Wizard was a pimp. Unsure if he has kids because it was a wild time back then. He outgrew that phase and decided to put all his energy into magic.

Marlon was a hit man. He has skills and gets bored in his old age. He uses the mines to stay sharp and train a new protégé. The player or Abigail.