Tom Dey Director Robert De Niro Mitch Preston Actor Eddie Murphy Trey Sellars Actor Rene Russo Chase Renzi Actor Pedro Damián Caesar Vargas Actor Yasiin Bey Lazy Boy Actor Frankie Faison Lt. Winship Actor William Shatner Self Nestor Serrano Ray Actor Drena De Niro Annie, Chase's Production Assistant Actor Linda Hart Waitress Actor T.J. Cross ReRun Actor Judah Friedlander Julio Actor Kadeem Hardison Kyle Actor Peter Jacobson Brad Slocum Actor Ken Campbell Cop in Gym Actor John Cariani Charlie Hertz Actor Alfred Gough Writer Miles Millar Writer Keith Sharon Writer Jane Rosenthal Producer Jorge Saralegui Producer Will Smith Executive Producer Eric McLeod Executive Producer James Lassiter Executive Producer Bruce Berman Executive Producer Thomas Kloss Cinematographer Billy Weber Film Editing Alan Silvestri Original Music Jeff Mann Production Design Geoff Hubbard Art Director David Sandefur Art Director Tessa Posnansky Set Decoration Christopher Lawrence Costume Design Ellen Chenoweth Casting