Billy Crystal as Charlie Burnz

Tiffany Haddish as Emma Payge

Penn Badgley as Rex

Laura Benanti as Francine

Louisa Krause as Carrie

Dierdre Friel as Marge

Alex Brightman as Justin

Matthew Broussard as Roger

Max Gordon Moore as Brad

Susan Pourfar as Paula

Gianmarco Soresi as Lenny

Sarah Stiles as Sarah

Joanna Adler as Director

Justin Linville as Wallace

Brandon Uranowitz as Gary

Sharon Stone as Self

Kevin Kline as Self

Barry Levinson as Self

Anna Deavere Smith as Dr. Vidor

Nyambi Nyambi as Dwayne St. John

Bob Costas as Bob Costas

Audrey Hsieh as Lindsay

Andrew Durand as Darrell

Tony Naumovski as Igor

Josh Lamon as Pharmacist

Drew Levy as Young Rex

Shiloh Verrico as Young Francine

Zuhdi Boueri as Waiter

Charlie Rosen as Bass Player

Itzhak Perlman as Himself