Season 1, Episode 14 Generations

First Aired: February 18, 2001

Tiny persuades Dottie to allow an old friend (Edward Asner) to stay with her and Brandi, but the man skips his parole hearing, possibly to recoup a hidden fortune from his last heist. Tiny: James Remar. Brandi: Jordana Spiro. Ricky: Luis Antonio Ramos. Dottie: Annette O'Toole.