Guest Stars Anthony Edwards as Bruce Dunlevie Theo Stockman as Jacob Troy Iwata as Damian Saito Cricket Brown as Chloe Morgan Andrew Burnap as Phil O.T. Fagbenle as Cameron Lautner Steven Boyer as Matthew Kim Eui Sung as Masayoshi Son Antoinette Crowe-Legacy as Lesley America Ferrera as Elishia Kennedy Sasson Gabai as Doron Neumann Co Starring Robert Emmet Lunney as Richard / Board Member Onie Maceo Watlington as Harlow Moon Katherine Laheen as Ingrid Asmeret Ghebremichael as Renee Yair Ben-Dor as Javi Eric R. Williams as Cryo Attendant Frank Ridley as Skeptical Landlord #1 Kim Blanck as Taylor Raphael Corkhill as Founder #4 Tracy Weiler as Upper East Side Mom (Nicole) Darryl McDaniels as Himself Eric Elizaga as Exec #1 Oge Agulué as Founder #3 Dipti Mehta as Founder #2 Lyman Chen as Skeptical Landlord #3 Rishan Dhamija as Founder #1 James Clow as Doorman Zoe Zien as Journalist David F.M. Vaughn as Photographer Tracy Sallows as Skeptical Landlord #2 Vivienne Jurado as Accountant #1 Holly Anne Frink as Holly Bryan Robert Harlow Bintliff as Bryan
