Craig Roberts

David

Alexandra Socha

Skye

Paul Reiser

Getty

Oliver Cooper

Wheeler

Gage Golightly

Karen

Ennis Esmer

Nash

Jennifer Grey

Judy

Josh Meyers

Barry

Alexandra Turshen

Misty

Richard Kind

Sam Meyers

Tom Papa

Dental Instructor

John Reynolds

Bartender

Brady Dowad

Etienne

Mackenzie Lansing

Claire

Rita Duran

Cabaret Club Patron (uncredited)

Cliff Moylan

Federal Agent #1

Marc Damon Johnson

Federal Agent #2

Jeremy Shinder

Jeffrey Glassman

Elise Rovinsky

Witness

Roe Hartrampf

Mark

Rudy De La Cruz

Taco

Brett Tabisel

Waiter

Richard DeDomenico

Elderly Guest #1

Maria Aparo

Female Sex Show Performer

Duke Valenti

Beat Cop

Brian Silliman

Night Security Guard

Amanda Azarian

Dominatrix (uncredited)

Glenn Kubota

Old Japanese Chef

Ai Kiyono

General Manager

Joe Lanza

Classmate #1

Doris McCarthy

Luncheon Guest (uncredited)

J.D. Lawrence

Cook

Nat Cassidy

Sous Chef

Sean Crespo

Golfer

Amelia Workman

Party Guest

Reggie Alvin Green

Shoe Shiner

Richard Masur

Morrie

Anne O'Sullivan

Hinda

Sudi Green

Pam

Christian Capozzoli

Wall Streeter

Akaash Singh

Delivery Guy

James Waterston

Dr. Dale Blum

Rachel Feinstein

Jean Blum

Barry Godin

Dr. Alan Kornblatt

Patricia Buckley

Mrs. Kornblatt

Carolyn Baeumler

Deborah Gorman

Jacob Berger

Marvin Gorman

Barry Papick

Foreman

Kelly Aaron

Wedding Guest (uncredited)

Tate Donovan

Martin van Diem

Chris Monty

Golfing Member

Max Sheldon

Brett van Diem

Alan Aisenberg

Alan

Yuval Boim

Doctor

Adriana DeGirolami

Kimberly

Brian Sullivan

Pool Patron

Murielle Telio

Dawn

Lana Yoo

Korean Nurse

Hyten Davidson

Flirty Bikini Girl (uncredited)

Frank Deal

Skip (uncredited)

John Quilty

Member 1 (uncredited)

Wally Dunn

Divorce Lawyer

Annie Henk

Admissions Officer

Brandon Kyle Goodman

Alex

Jared Loftin

Zach Levine

John O'Creagh

Administrator

Jacob Storms

Serge

Alix Cross

Jennifer Horowitz (uncredited)

Grayson Eddey

Young David (uncredited)

Miriam A. Hyman

Janice

Mollie Heckerling

Bar Patron

Will Roland

Joel

Caleb Wells

Ricky

Brittini Schreiber

Friend (uncredited)

Michael Cumpsty

Priest

Rick Crom

Older Man

Beth Stelling

Margot

Greer Barnes

Terry

James Cusati-Moyer

Simon

Emmit George

Bailiff

Alex Wolff

Director

Annabelle Dexter-Jones

Xan

Augie Duke

Joan Jett

Bob Ader

Jeweler

Buzz Roddy

Jury Foreman

Chris Cardona

Marcus

Christopher Innvar

Lawyer

Fisher Stevens

Jerry

Gina Gershon

Fay Getty

Jessica Hecht

Rebecca Horowitz

John Hodgman

Travis

Jon Rudnitsky

Brett

Juliet Brett

Tabitha

Laura Knight

ER Nurse

Maria Dizzia

Professor Beryl Fox

Mark Linn-Baker

Rabbi Ken

Neal Lerner

Cecil Fox

Nina Grollman

Suburban Mom

Patrick Garner

Judge

Raymond J. Lee

Peter

Samuel H. Levine

Director

Sean Bell

Bartender

Suzanne Savoy

Adelaide

Twinkle Burke

Nurse

Yoshiro Kono

Japanese Businessman