Guest Stars Mustafa Shakir as Big Mike Andrea-Rachel Parker as Bernice Thaddeus Street as Black Frankie Diana Bologna as Fran Dwyer Genevieve Hudson-Price as Jocelyn Michael Gandolfini as Joey Dwyer Zoe Kazan as Andrea Martino Ryan Farrell as Greg Taylor Larisa Polonsky as Shana Calvin Leon Smith as Reggie 'Reg' Winhorn Paloma Guzmán as Pilar