- Olivia Oguma - Ellen Chang
- Joy Osmanski - Kiko Kagami
- Kristin Chenoweth - Marylynne Keller
- Caitlin Kinnunen - Heidi
- Erick Huertas - Delivery Guy
- Gabrielle Ryan - Masked Woman
- Ana Isabelle - Ana
- Bobby Flay - Bobby Flay
- Dean Ciallella - Front Row Conference Attendee (uncredited)
- Tim Rogan - Tim
- E.J. Bonilla - Hector
- Noah Robbins - Bryce Reiger
- Megan McGinnis - Jane Campbell
- Richard Poe - Ennis Jacobs
- Nadia Alexander - Füpa Grünhoff
- Kate Greer - Handler / Mutter Grünhoff
- Diego Guevara - Delivery Person
- Ryan McCarthy - Josiah McCoy
- Matt Walton - New Day USA Co-Host
- Theodus Crane - Security Guard
- Azriél Patricia - Floaty V
- Phillip Shinn - Photographer
- Matt Passmore - Kai Manning
- Kristin Villanueva - Alessia
- Neal Bledsoe - Vince
- Brad Bradley - Dance Instructor
- AJ Cedeno - Aiden
- Ana Villafañe - KT
- Yeena Sung - Dylan Park
- Andrew Burnap - Topher Clarke
- Joanna Cassidy - Judith Clarke
- Kelli Barrett - Kamila
- Connor Russell - Student
- Ward Horton - Brett Watkins
- Bruce Altman - Jonah Rothchild
- Jessica Hecht - Susan Abbott
- Mark Linn-Baker - Clive Wexler
- Jojo Brown - Brooklynite #2
- Brendan Dalton - Brooklynite #1
- Jean Goto - Delivery Woman
- Naaji Sky Adzimah - Waitress
- Kathleen Kwan - Nurse
- Andrew Rein - Tim
- De'Adre Aziza - Azealia King
- Jennifer Cody - Rachel Dolezal
- Stephen DeRosa - Bernie Madoff
- Steven Good - Rob Davis
- Lesli Margherita - Lizalot Miller
- Elizabeth Stanley - Elizabeth Holmes
- Glenn Fleary - Greg
- David J. Cork - Jimmy Z
- Halley Feiffer - Julie Burke
- Tim Bohn - Tom
- Geneva Carr - Mary Beth Bell
- Nadia Quinn - Lynne
- Nathan Williams - Male Executive
- Katrina Landa - Party Goer
- John Patrick Hayden - Richard
- Pat Patterson - Joyce Carol Oates Fan
- Asia Kate Dillon - Bald Girl
- Sam Haft - Bird Guy
- Yoriko Haraguchi - Iko
- Ellen Harvey - Consulate Official
- Aleksander Mici - Mover
- Adam Mucci - Trent
- Marquis Rodriguez - Frederick
- Jenna Williams - Daisha
- Anthony Ramos - Julio
- Rachel Hilbert - Super Hot Girl
- Jane Krakowski - Annabelle Bancroft
- Megan Byrne - Editor
- Megan Byrne - Female Executive
- Renée Elise Goldsberry - Courtney Ostin
- Trey Gerrald - Male Empirical Employee
- Gavin Alexander Hammon - Laurent
- Susannah Rogers - Female Editor
- Austin Ku - Rakim
- Chantal Maurice - Barista
- Thorbjørn Harr - Anton Bjornberg
- Viveca Paulin - Annika Bjornberg
- Vin Knight - Hotel Waiter
- John Quilty - PEN Emcee
- Donna Lynne Champlin - Lori
- Janeane Garofalo - Cass Dekennessy
- Nadia Dajani - Megyn Vernoff
- Janelle Velasquez - Jen
- Sydney James Harcourt - K-Ron
- Ana Gasteyer - Meredith
- Allison Paige - Hailey
- Leo Minaya - Ryan
- Aly Mang - Kelsey's Bridesmaid
- Jake Choi - Roman
- Gia Crovatin - Dr. Sarkisian
- Elizabeth Judd - Padma
- Gracie Lawrence - Michaela
- Ryann Redmond - Dora
- Johnathan Fernandez - Hans
- Megumi Haggerty - Gas Station Girl
- Kobi Libii - Rob Olive
- Afrim Gjonbalaj - Leather Guy
- Megan Haley - Amanda
- Kevin Medina - Empirical Staff Partygoer
- Alanna Blair - DJ
- Jennifer Weiner - Jennifer Weiner
- Flula Borg - Dorff
- Sala Iwamatsu - Manicurist
- Justine Lupe - Jade
- Mckean Rand - Brad Westlake
- Frank Wood - Dr. Kigner
- David Wain - Hugh Shirley
- Eli Bridges - Band Member #2
- Toccarra Cash - Vanessa
- Lyle Friedman - Luna
- Jon Gabrus - Gabe
- Laura Grey - Iris
- Murf Meyer - Handlebar Mustache Guy
- Brandon Morris - Security Guard
- Laura Poe - Desk Clerk
- Robb Sherman - East River Bartender
- Ashley Skidmore - Brie
- Ashley Springer - Jasper
- Sathya Sridharan - Dr. Sirpal
- Keilly McQuail - Eden
- Richard Bekins - Ethan
- Matthew Morrison - Sebastian
- Katie Hartman - Marta Been
- Elise Kibler - Sierra
- Stefaniya Makarova - Human Rawbar
- Ice-T - Ice-T
- Alissa Bourne - Virginia
- John Treacy Egan - Midwestern Tourist
- Diane Rehm - Diane Rehm
- Marko Caka - Seth Meyers
- Elizabeth Canavan - Roberta
- Mark Delabarre - Minister
- Ashleigh Murray - Girl
- Mylinda Hull - Woman Customer
- Dan Amboyer - Thad Steadman
- Dan Amboyer - Chad Weber
- Kira Sternbach - Jess
- Leigh-Ann Rose - Greta Lin
- Dolly Wells - Stephanie
- Kathie Lee Gifford - Kathie Lee Gifford
- Hoda Kotb - Hoda Kotb
- Kate Levy - Sandy
- Clifton Samuels - Carlyle Host
- Tim Wilson - Mouthing Patron #8
- Camryn Manheim - Dr. Jane Wray
- Wayne Chang - Waiter
- Midori Francis - Lin
- Krysta Rodriguez - Kim
- Anastasia Barzee - Claire
- Dana Cuomo - Joanne
- Libby George - June
- Mike Heslin - Guy #1
- Polly Lee - Leslie
- Tim McKiernan - Guy #5
- Jennifer Simard - Sherry
- Branden Wellington - Guy #2
- Emma Adele Galvin - Kray
- Vella Lovell - Taylor
- Tyler Fischer - Kaden
- Buzz Roddy - Denny
- Anna Suzuki - Soy Random
- Sean Kleier - Lucas
- Vandit Bhatt - Male OB GYN
- Quinn Franzen - Anesthesiologist
- Elizabeth Paige - Female OB GYN #2
- Nancy Sun - Female OB GYN #1
- Erin Fogel - Receptionist
- Jenn Harris - Estie
- Erica Jong - Erica Jong
- Katie Kreisler - Sarah
- Leslie Kritzer - Talia
- Odette Warder Henderson - Odette
- India de Beaufort - Radha
- Norm Lewis - Clay
- Marcus Choi - Doctor
- Wally Dunn - Mediator
- Cynthia Mace - Nurse Barb
- Charlie Romanelli - Construction Guy
- Ethan Phillips - Paul
- Gabe Bowling - Drunk Guy
- Carly Brooke - Becky
- Lindsey Broad - Pippa
- Craig De Lorenzo - Chase
- Le Clanché du Rand - Mary
- Susan Blackwell - Amy
- Steven Hauck - Interviewer
- Colin Li - Kid #2
- Terri Nunn - Terri Nunn
- Brian Viglione - Berlin Drummer
- Christina Kirk - Antonia Steward
- Kathy Najimy - Denise Heller
- Josh Pais - Todd Heller
- Alexis Bronkovic - Kathy
- Zachary Le Vey - Random Guy
- Jay Wilkison - Colin McNichol
- Frankie Verroca - Wedding Dress Bum
- Laura Jordan - Receptionist
- Bill Kocis - Boomer Eastwood
- Nichole Yannety - Woman at Bonfire
- Ben Rappaport - Max Horowitz
- Lois Smith - Belinda Lacroix
- Victor Webster - Diego
- Margaret Colin - Stacey
- Eva Kaminsky - Carol
- Porter Kelly - Romance Author #1
- Ethel Fisher - Romance Author #3
- Meredith Hagner - Montana
- Michelle Hurd - Donna
- Fiona Robert - Emily Burns
- Rachel B. Joyce - Libby
- Nick Sullivan - Troy
- Becky Yamamoto - Beth
- Christopher J. Hanke - Deane
- Matthew Risch - Joe
- A.J. Shively - Waiter
- Jared Johnston - Bar Employee
- Chivonne Michelle - Prina
- Burke Moses - Lachlan Flynn
- Dannah Basgall - Bar Patron
- Alysia Reiner - Louise
- Nancy Nagrant - Lindy
- Liam Obergfoll - Ethan
- Chris Holliday - Woman #1
- Jodi Stevens - Woman #2
- Alison Cimmet - Woman #3
- Kate Avallone - Woman #4
- Mather Zickel - Richard Caldwell
- Kate Blumberg - Winnie
- Aasif Mandvi - Jay Malick
- Katie Lee - Katie Lee
- Jaime Schwarz - Michiko
- Charleigh Bailey - Fiona
- Deirdre O'Kane - Noreen
- Amy Robach - Amy Robach
- Ginger Zee - Ginger Zee
- Swati Kapila - Cece Jones
- Fiach Kunz - Liam
- Jack Nolan - Declan
- Ian Toner - Seamus
- Richard Masur - Edward L.L. Moore
- Gisela Adisa - Anchor
- Ann Harada - Sheila
- Dorothea Harahan - Blonde Pam Pam
- Perri Lauren - Red Head Pam Pam
- Katharine Lerner - Counterperson
- Georgia Warner - Buxom Pam Pam
- Paul Bomba - Tony
- Farah Alvin - Melissa
- Holly Chou - Beth
- Joanna Glushak - Moderator
- Marc Lamont Hill - Marc Lamont Hill
- Randi Kaplan - Fern
- Meghan Roberts - Girl 2
- Adrian Burke - Courier
- Erica Cho - Waitress
- Rosa Gilmore - Selena
- Christian Borle - Don Ridley
- Ariel Eliaz - Ezra
- Carter Gill - Levitt
- Jesse James Keitel - Tam
- Sandy Rosenberg - May
- Gina Gershon - Chrissie
- Paul Fitzgerald - David Miller
- Tonye Patano - Akilah
- Zack Abramowitz - Cab Driver
- Sarah T. Cohen - Rose
- Rene Ojeda - George
- Alanna Masterson - Kiara
- Jason Ralph - Jake Devereux
- Michael McKenzie - Luca
- Lois Robbins - Penelope
- Stephanie Szostak - Sophia Bell
- Stormi Maya - Film Actress
- Josh Cooke - Greg
- Sydney Morton - Skye
- Alexandra Rey - Waitress
- Joey Sorge - Antonio
- Sally Pressman - Malkie
- Michelle Elkin - Choreographer
- Jarid Faubel - Gerhardt
- Kevin Guzewich - Emcee
- Reid Prebenda - Leder Waiter
- Erika Rolfsrud - Inger
- Martha Plimpton - Cheryl Sussman
- Priyanka Krishnan - Hostess
- Annika Pergament - Reporter
- Amanda Bruton - Jennifer
- Brittany Anikka Liu - Vicky
- Matthew F. O'Connor - Plumber
- Nemuna Ceesay - Woman #2
- Donald Chang - Young Dad #1
- Luther Creek - Tim
- Robert King - Young Dad #3
- Dominique Allen Lawson - Liquor Store Attendant
- Chinasa Ogbuagu - Podcast Narrator (voice)
- Kelvin Whui - Chinese Businessman
- Gina Jun - Museum Tourist
- Nicole Ari Parker - Beth
- Kevin Curtis - Blowout Tech
- Mark Deklin - Cameron
- Michael Cunningham - Michael Cunningham
- Iliana García - Gloria
- Bj Gruber - Garrett
- Mike Keller - Cop
- Isi Laborde-Edozien - Mom #2
- Katie McCarty - Erin
- Daphne Zelle - Park Mom #1
- Willa Fitzgerald - Audrey Colbert
- Becky Ann Baker - Bronwyn Madigan
- Cady Huffman - Maureen
- Lou Taylor Pucci - Travis Jason
- Debra Kay Anderson - V.O. Actor
- Andrea Cirie - V.O. Actor 2
- Nina Martinez - V.O. Actor 3
- Nicole Asava - Dawn
- Grant Shaud - Bob
- Maddie Corman - Julia
- Heidi Armbruster - Michelle
- Marisa Hunter - Maria Battiata
- Xavier Rodney - Mover
- Brit Whittle - Tom
- Becca Lish - Mrs. Klepper
- Jennifer Westfeldt - Pauline Turner Brooks
- Scot Zeller - Announcer
- Oded Fehr - Rafa
- Delphina Belle - Nicole Brooks
- Stephen Cofield Jr. - Photographer
- Pat Kiernan - Pat Kiernan
- Jeté Laurence - Bianca Brooks
- Pearl Rhein - Cassandra
- Cliff Bemis - Ennis
- Phoebe Dynevor - Clare O'Brien
- Daniel Ching - Guy
- Carrie St. Louis - Alice
- Chris Tardio - Enzo
- Laura Benanti - Quinn Tyler
- Michael Urie - Redmond
- Teddy Coluca - Uncle Joe
- Nicholas Richardson - Nate Condon
- William Ragsdale - Jeffrey Jacobs
- Tessa Albertson - Caitlin Miller
- Camille Saviola - Filomena
- Annaleigh Ashford - Shelly Rozansky
- Scott Thomas - Stage Manager
- Nikolaos Argyros - Guy Taking Shots
- Ashley Skidmore
- Steven Jacobs
- Karl Frankenfield
- Dottie Dartland Zicklin
- Eric Zicklin
- Darren Star
Joanna Cassidy hace el papel de Judith Clarke.
Lois Smith hace el papel de Belinda Lacroix.
Sutton Foster interpreta a Liza Miller en la serie.
Hilary Duff interpreta a Kelsey Peters en la serie.
Debi Mazar interpreta a Maggie Amato en la serie.
Nico Tortorella interpreta a Josh en la serie.
Molly Bernard interpreta a Lauren Heller en la serie.
Peter Hermann interpreta a Charles Brooks en la serie.
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