Don Cheadle Marty Kaan Actor, Executive Producer Kristen Bell Jeannie van der Hooven Actor Ben Schwartz Clyde Oberholt Actor Josh Lawson Doug Guggenheim Actor Dawn Olivieri Monica Talbot Actor Donis Leonard Jr. Roscoe Kaan Actor Glynn Turman Jeremiah Kaan Actor Cat Deeley Self Julio Oscar Mechoso Franco Colmonares Guest Star Griffin Dunne Marco Pelios Guest Star Richard Schiff Harrison 'Skip' Galweather Guest Star Mo Gaffney Principal Gita Guest Star Brian Letscher Derek Fielder Guest Star Deprise Brescia Bridget Colmonares Guest Star David Grant Wright Dick Guest Star Kosha Patel Celia Guest Star Jessika Borsiczky Executive Producer Matthew McNair Carnahan Executive Producer Stephen Hopkins Executive Producer