- Richard Kind - Sam Meyers
- 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
- 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)
- Nat Cassidy - Sous Chef
- Sean Crespo - Golfer
- Amelia Workman - Party Guest
- Richard Masur - Morrie
- Reggie Alvin Green - Shoe Shiner
- Reggie Alvin Green - Reggie
- 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
- Alix Cross - Jennifer Horowitz (uncredited)
- Grayson Eddey - Young David (uncredited)
- Miriam A. Hyman - Janice
- Mollie Heckerling - Bar Patron
- Will Roland - Joel
- Caleb Wells - Ricky
- Brandy Gardener - Fern Bar Patron (uncredited)
- Brittini Schreiber - Friend (uncredited)
- Michael Cumpsty - Priest
- Tom Papa - Dental Instructor
- Rick Crom - Club Member
- Rick Crom - Older Man
- Beth Stelling - Margot
- Greer Barnes - Terry
- James Cusati-Moyer - Simon
- Dave T. Koenig - Mr. Cohen
- Shane Nepveu - Eli
- Suzanne Savoy - Adelaide
- Raymond J. Lee - Peter
- Lev Pakman - Six Pack
- Laura Knight - ER Nurse
- Matthew F. O'Connor - Pawn Broker
- David Fierro - Ganz
- Gina Gershon - Fay Getty
- Nick Bailey - Steve Lefevre
- Freddie Roman - Herb
- Nate Smith - Skip
- Jessica Hecht - Rebecca Horowitz
- Mark Linn-Baker - Rabbi Ken
- Annabelle Dexter-Jones - Xan
- Juliet Brett - Tabitha
- John Hodgman - Travis
- Kathy Searle - Agatha
- Twinkle Burke - Nurse
- Ann Carr - Gail
- Deborah Fennelly - Yvonne
- Caleb Wells - Ricky
- Christopher Innvar - Lawyer
- Patrick Garner - Judge
- Buzz Roddy - Jury Foreman
- Tom Glick
- David Woods
- Steven Soderbergh
- Joe Gangemi
- Gregory Jacobs
- Aaron Lovell
- David Gordon Green
- Chad Benton
James Waterston interpreta a Dr. Dale Blum en la serie.
Craig Roberts interpreta a David en la serie.
Alexandra Socha hace el papel de Skye.
Paul Reiser interpreta a Getty en la serie.
Oliver Cooper hace el papel de Wheeler.
Gage Golightly interpreta a Karen en la serie.
Ennis Esmer interpreta a Nash en la serie.
Jennifer Grey interpreta a Judy en la serie.
Josh Meyers interpreta a Barry en la serie.
Alexandra Turshen hace el papel de Misty.
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