- Eric R. Williams - Cryo Attendant
- Cricket Brown - Chloe Morgan
- Katherine Laheen - Ingrid
- Shanti Ashanti - Adi
- Ajay Naidu - Randall
- Peter Jacobson - Bob Paltrow
- Olek Krupa - Yevgeni Risakov
- Kim Fischer - Mark
- Annie Fox - Esther
- Lou Martini Jr. - Contractor
- Dale Place - Professor
- Nicole Spiezio - Classmate #1
- Usman Ishaq - Classmate #3
- Nancy Lemenager - Manhattan Landlord
- Vince Edgehill - Store Owner Husband
- Tracy Wilder - Store Owner Wife
- Eshan Bay - Waiter
- Julie White - Monica
- George Harrison Xanthis - Stavros Gatakis
- Seth Barrish - Ron
- Max Casella - Detective Donny
- Joey Diaz - Detective Frank
- DeShawn Harold Mitchell - Vershinin
- Sofia Dobrushin - Andrea
- Leon Addison Brown - Judge
- Arnie Burton - Teacher
- Angela Wong Carbone - Lucy
- Kenneth De Abrew - Scene Partner
- Jaiden Klein - Tween Rebekah
- Carolyn Baeumler - Rebekah's Mom
- Trevor James - Keith Paltrow
- Sasson Gabai - Doron Neumann
- Antoinette Crowe-Legacy - Lesley
- Yair Ben-Dor - Javi
- Darryl 'DMC' McDaniels - Darryl DMC McDaniels
- Holly Anne Frink - Holly
- Campbell Scott - Jamie Dimon
- America Ferrera - Elishia Kennedy
- Jordan Bridges - Jamie Hodari
- Christopher Livingston - Jonathan Mildenhall
- Theo Stockman - Jacob
- Q-Tip - Q-Tip
- Brandon Contreras - Personal Banker
- Richard Lyntton - French Project Manager
- Edward Furs - Polish Contrator
- Kim Eui-sung - Masayoshi Son
- Andrew Burnap - Phil
- Asmeret Ghebremichael - Renee
- Asmeret Ghebremichael - HR Exec
- Anthony Edwards - Bruce Dunlevie
- Lio Mehiel - Birdie
- Don Guillory - Lewis
- Candy Buckley - Headmistress
- Vasile Flutur - Bjarke Ingels
- MK Haresign - Vision Fund Lawyer
- Essam Ferris - Mubarak
- Kelly AuCoin - Scott Galloway
- Jessica Cummings - Claire
- Adi Hanash - Caleb
- Ellen Harvey - Goldman Master of the Universe
- Mallori Johnson - Bea
- William Ragsdale - Chris
- Bill Winkler - Morgan Master of the Universe
- Anthony R. Mottola - Mikey's Friend
- Steven Boyer - Matthew
- Troy Iwata - Damian Saito
- O-T Fagbenle - Cameron Lautner
- Kate Jennings Grant - Emily Raubvogel
- Lily Jane - Harlow Moon
- Hannah Jane McMurray - Monica
- Alexandra Foucard - Secretary
- Mark Quiles - Mr. Fisherman
- Adam Neumann - Self (archive footage) (uncredited)
- Robert Emmet Lunney - Richard / Board Member #2
- Robert Emmet Lunney - Richard Stern Board Member
- Robert Emmet Lunney - Richard
- Rebekah Paltrow Neumann - Self (archive footage) (uncredited)
- Bianca “b” Norwood - Ryan
- Jake Levy - Aaron
- Gaelen Gilliland - Bank Teller
- Daniel Burns - Horace Mann Alum
- Tom Galantich - Carl / Board Member #1
- Tom Galantich - Carl
- Delphi Borich - Irina
- Henry Vick - Yogi
- Lorenzo Jackson - Prospective Tenant
- Erin Lindsey Krom - Thirty-Something Mother
- David Ebert - Male Exec 1
- David Ebert - WeWork Exec 1 / Jeff Winitsky
- Brandon Curry - Cashier
- Kevin Edward Miller - Various Manhattan Landlord #3
- Erica Cho - Manhattan Landlord #4
- Mark R. Anthony - Manhattan Landlord #5
- Dipti Mehta - Founder #2
- Oge Agulué - Founder #3
- Raphael Corkhill - Founder #4
- Eric Elizaga - Exec #1
- Pat Labez - Housekeeper
- Pat Labez - Claudia
- Frank Ridley - Skeptical Landlord #1
- Tracy Sallows - Skeptical Landlord #2
- Lyman Chen - Skeptical Landlord #3
- Tracy Weiler - Upper East Side Mom (Nicole)
- James Clow - Doorman
- David Niu - Chinese Contractor
- Matt Wolpe - Schlubby Engineer
- Dylan S. Wallach - Hodari Lookalike
- Megan Haley - PR Exec
- Irene Rising - Makeup Artist
- Lizzy Jutila - Paparazzo #1
- Chris Bolan - Paparazzo #2
- Kate Villanova - CNBC Interviewer #1
- Tatsuo Ichikawa - Vision Fund Exec #1
- Yoshiro Kono - Vision Fund Exec #2
- Becky Gulsvig - Education Consultant
- Alexandra Templer - Team Member
- Cameron Anika Hill - First Grade Teacher
- Ryan McCarthy - Jason / Goldman Sachs Managing Director
- John Anderson - Podcast Host
- Joshua Wills - Eliot Brown
- Tiffany Green - Wegrow Teacher #2
- Wren Rivera - Damian's Assistant
- Scottie DiGiacomo - Board Member #3
- Sho Suzuki - Board Member #5
- Adam Heller - Frankel
- Nathan Min - Robb
- Daniel Hepner - Chris (PR Flack #1)
- Josephine Huang - PR Flack #2
- Tristan Griffin - PR Flack #3
- Michael Hartney - Will / Parent #2
- Cole Francum - Director
- Anne Hathaway
- Natalie Sandy
- Aaron Hart
- Jared Leto
- Glenn Ficarra
- John Requa
Ajay Naidu interpreta a Randall en la serie.
Kyle Marvin interpreta a Miguel McKelvey en la serie.
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