Ben Platt
Payton Hobart (15 eps)
Lucy Boynton
Astrid Sloan (15 eps)
Zoey Deutch
Infinity Jackson (15 eps)
Julia Schlaepfer
Alice Charles (15 eps)
Laura Dreyfuss
McAfee Westbrook (15 eps)
Theo Germaine
James Sullivan (15 eps)
Rahne Jones
Skye Leighton (15 eps)
Gwyneth Paltrow
Georgina Hobart (15 eps)
David Corenswet
River Barkley (11 eps)
Benjamin Barrett
Ricardo (9 eps)
Ryan J. Haddad
Andrew Cashman (9 eps)
Judith Light
Dede Standish (8 eps)
Bob Balaban
Keaton Hobart (8 eps)
Bette Midler
Hadassah Gold (8 eps)
Jessica Lange
Dusty Jackson (8 eps)
Brandon Win
Connor (7 eps)
Trey Eason
Luther Hobart (6 eps)
Trevor Eason
Martin Hobart (6 eps)
Jackie Hoffman
Sherry Dougal (6 eps)
Sam Jaeger
Tino McCutcheon (5 eps)
Teddy Sears
William Ward (5 eps)
Koby Kumi-Diaka
Pierre Toussaint (4 eps)
Natasha Ofili
Principal Vaughn (4 eps)
Joe Morton
Marcus Standish (4 eps)
B.K. Cannon
Chris (4 eps)
Richard Wharton
Thomas (3 eps)
January Jones
Lizbeth Sloan (3 eps)
Martina Navratilova
Brigitte (3 eps)
Dylan McDermott
Theo Sloan (3 eps)
Richard Holmes
Cooper (2 eps)
Troy Blendell
Mr. Happ (2 eps)
Eric Nenninger
Detective (2 eps)
Joseph Runningfox
Shaman George (2 eps)
Ava Eisenson
Riva Mandel (2 eps)
Clark Carmichael
Pat Carney (2 eps)
Daryl Edwards
J. Tank Brown (2 eps)
Sandra Landers
Anna Whitcolm (2 eps)
Alveraz Ricardez
Police Officer (1 eps)
Tracy S. Lee
Vicki (1 eps)
Courtney Taylor Burness
Hostess (1 eps)
Adam Wang
Mr. Anselm (1 eps)
Jordan Nichole Wall
Ivy (1 eps)
Andrew Patrick Ralston
Dean Lawrence (1 eps)
Nathan Howard
Damien (1 eps)
Laura Patalano
Lupe (1 eps)
Jeff Allen
Thomas Eagleton (1 eps)
Andre Hotchko
Hubert Humphrey (1 eps)
Blaine Gray
Ted Kennedy (1 eps)
Chris Flanders
Walter Mondale (1 eps)
Tanner Thomason
John Judson (1 eps)
Louise Bennett
Nancy Grace-Type (1 eps)
Russell Posner
Elliot Beachman (1 eps)
Graham Clarke
Freddy (1 eps)
Macy Friday
Chippy (1 eps)
Kevin Gardner
Mr. Hapswell (1 eps)
AJ Achinger
Derek (1 eps)
Paloma Esparza Rabinov
Trina (1 eps)
Elise Luthman
Shelley (1 eps)
Terry Sweeney
Buddy Broidy (1 eps)
Marshall Fox
Ray (1 eps)
Justiin A. Davis
Dabney (1 eps)
Taylan Tural
Dina (1 eps)
Ty Chen
Khai Zhi (1 eps)
Miles Fisher
Thad (1 eps)
Kelly Fulton
Alison (1 eps)
Jake Tapper
Himself (1 eps)
Joe Carroll
David (1 eps)
John Scott-Richardson
Native American Chief (1 eps)
Valerie Sue Love
Waitress (1 eps)
Heather Burns
Mary McCutcheon (1 eps)
Josh Bonzie
Randal (1 eps)
Robin Weigert
Andi Mueller (1 eps)
Susannah Perkins
Jayne Mueller (1 eps)
Krystin Goodwin
Tiffany Albrecht (1 eps)
Alix Elias
Elderly Volunteer (1 eps)
Nandita Chandra
Alka Shah (1 eps)
Mitch Greenberg
Male Patron (1 eps)
Chris Kipiniak
Bryce Edgmon (1 eps)
Robert James Hickey
Carl Moses (1 eps)
Tonya Canady
Female Lawyer (1 eps)
Michael Simon Hall
David Yancy (1 eps)
David L. Townsend
James Alcorn (1 eps)
Cate Bottiglione
Shelly Simmonds (1 eps)
Mallory Ann Wu
Taryn (1 eps)
Irene Shamas
Danni (1 eps)
Michael Hartney
Manager (1 eps)
David J. Cork
Franklin (1 eps)
Jake Johnson
Student (1 eps)
Michael Graham
Gaylord Nelson (1 eps)
Timothy Scott
Student (uncredited) (1 eps)
Rudy Pankow
Other Kid (1 eps)