Fleishman Is in Trouble (2022)

What if it was all different?

Recently separated forty-something Toby Fleishman dives into the brave new world of app-based dating with the kind of success he never had dating in his youth. But just at the start of his first summer of sexual freedom, his ex-wife disappears, leaving him with the kids and no hint of where she is or whether she plans to return.

Fleishman Is in Trouble

Watch Providers

Hulu

Casting arrow_drop_down

Jesse Eisenberg
Jesse Eisenberg
as Toby Fleishman
Claire Danes
Claire Danes
as Rachel Fleishman
Lizzy Caplan
Lizzy Caplan
as Libby Epstein
Adam Brody
Adam Brody
as Seth Morris
Meara Mahoney Gross
Meara Mahoney Gross
as Hannah Fleishman
Maxim Swinton
Maxim Swinton
as Solly Fleishman
Josh Stamberg
Josh Stamberg
as Sam Rothberg
Jenny Powers
Jenny Powers
as Miriam Rothberg
Joy Suprano
Joy Suprano
as Cyndi Leffer
Ralph Adriel Johnson
Ralph Adriel Johnson
as Phillip
Ava Yaghmaie
Ava Yaghmaie
as Joanie Heydari as Joanie
Ashley Austin Morris
Ashley Austin Morris
as Roxanne Hertz
Josh Radnor
Josh Radnor
as Adam Epstein
Brian Miskell
Brian Miskell
as Clay Clifton as Clay
Eric William Morris
Eric William Morris
as Todd Leffer
Talia Castro-Pozo
Talia Castro-Pozo
as Mona
John Patrick Hayden
John Patrick Hayden
as David Cooper
Julie Tolivar
Julie Tolivar
as Karen Cooper
Oscar Bennett
Oscar Bennett
as Miles Epstein
Lucinda Lee Dawson Gray
Lucinda Lee Dawson Gray
as Sasha Epstein
Mozhan Navabi
Mozhan Navabi
as Nahid
Frances Li
Frances Li
as Vanessa
Juani Feliz
Juani Feliz
as Alejandra Lopez
Zack Robidas
Zack Robidas
as Rich Hertz
Pearl Sun
Pearl Sun
as Dr. Janice Wong
Cynthia Sosa
Cynthia Sosa
as Sandra
Anne L. Nathan
Anne L. Nathan
as Sharon Fleishman
Sarah Bisman Storm
Sarah Bisman Storm
as Toby's Sister
Charles Everett
Charles Everett
as Golden Doorman
Joe Tuttle
Joe Tuttle
as Glenn
Abbey Hafer
Abbey Hafer
as Lexi Leffer
Michael Gaston
Michael Gaston
as Dr. Donald Bartuck
Peter Grosz
Peter Grosz
as Camp Director
Tobin Cleary
Tobin Cleary
as Zach
Vincenzo Amato
Vincenzo Amato
as Dr. Romalino
Seth Barrish
Seth Barrish
as Toby's Father
Daniel Hepner
Daniel Hepner
as Resident #1
Justin Ahdoot
Justin Ahdoot
as Resident #2
Rebecca Kling
Rebecca Kling
as Delivery Room Nurse #1
Dipti Mehta
Dipti Mehta
as Delivery Room Nurse #2
Sierra Rein
Sierra Rein
as Cherry
Erin Breen
Erin Breen
as Allison
Nina Kassa
Nina Kassa
as Annie
Tara Westwood
Tara Westwood
as Amy
Julianna Zinkel
Julianna Zinkel
as Suburban Mom
Todd Faulkner
Todd Faulkner
as Toby's Doorman Albert as Doorman Albert
Christian Slater
Christian Slater
as Archer Sylvan
Yaron Lotan
Yaron Lotan
as Brian
Nathaniel Levin
Nathaniel Levin
as Bro #1
Matthew J. Harris
Matthew J. Harris
as Bro #3
Tara Summers
Tara Summers
as Tess
Jimmy Fallon
Jimmy Fallon
as Self
Ariel Ash
Ariel Ash
as Young Woman #1
Kimberly Chesser
Kimberly Chesser
as Young Woman #2
Erinn Holmes
Erinn Holmes
as Young Woman #3
Jhordan Munn
Jhordan Munn
as Jenny
Mariana Novak
Mariana Novak
as Writer
Marissa Feinberg
Marissa Feinberg
as "Yoga + Vodka" Mom
Meghan Marx
Meghan Marx
as "I Woke Up Like This" Mom
Stephanie Rocio
Stephanie Rocio
as "Eat Sleep Spin Repeat" Mom
Amy Lynne Berger
Amy Lynne Berger
as Canvasser
Joshua Gutierrez
Joshua Gutierrez
as Messenger
Simone Norman
Simone Norman
as Young Drunk Woman
Bonnie Rose
Bonnie Rose
as Waitress
Joshua Perez
Joshua Perez
as Man (uncredited)
Kathryn Prescott
Kathryn Prescott
as Woman (uncredited)
Lauren Yaffe
Lauren Yaffe
as Pedestrian (uncredited)
Christine McBurney
Christine McBurney
as Ida
Clem Cheung
Clem Cheung
as Dr. Loo
Aki Ando
Aki Ando
as Mrs. Loo
Tamir
Tamir
as The Beggar Woman
Walter Goldberg
Walter Goldberg
as Young Solly
Thea Schoenfeld
Thea Schoenfeld
as Young Hannah
Steve Jean-Baptiste
Steve Jean-Baptiste
as Hamptons Cop
Pamela Jayne Morgan
Pamela Jayne Morgan
as Caretaker
Tal Ben Menashe
Tal Ben Menashe
as Israeli Law Student
Jessica Leccia
Jessica Leccia
as Dr. Zaffarano
Kohler McKenzie
Kohler McKenzie
as Matt Klein
J. Smith-Cameron
J. Smith-Cameron
as Barbara Hiller
Kwabena Ampofo
Kwabena Ampofo
as Marco Lintz
Azia Celestino
Azia Celestino
as Newscaster
Katy Copeland
Katy Copeland
as Woman Who Recognizes Toby
Matt Hopkins
Matt Hopkins
as Man in Park
Adam Dias Berman
Adam Dias Berman
as Cooper Twin #1
David Dias Berman
David Dias Berman
as Cooper Twin #2
Barry Kolman
Barry Kolman
as Man at Bar (uncredited)
Tyler M. Rainey
Tyler M. Rainey
as Pool Kid (uncredited)
Jake Tapper
Jake Tapper
as Actual Jake Tapper
Neil Fleischer
Neil Fleischer
as Mover Alonger
Maggie Alexander
Maggie Alexander
as Some App Woman
Emilly Benami
Emilly Benami
as Neighbor Woman
Nate Washburn
Nate Washburn
as Waiter
Siraj Huda
Siraj Huda
as Man on Street
Niraj Arjan
Niraj Arjan
as Bro #2
Tom Junod
Tom Junod
as Men's Magazine Writer
Daniel Hirsh
Daniel Hirsh
as Central Park Goer (uncredited)
Hayley Podschun
Hayley Podschun
as Britney Spears (uncredited)
Miriam Silverman
Miriam Silverman
as Avigayil
Steve Rosen
Steve Rosen
as Mord
Fredi Bernstein
Fredi Bernstein
as Adi
Nicole Rodenburg
Nicole Rodenburg
as Lisa
Eva Kantor
Eva Kantor
as Shana
Emma Giorgio
Emma Giorgio
as Jessica
Julian Silver
Julian Silver
as Editor #1
David Beck
David Beck
as Editor #2
Austin Jennings Boykin
Austin Jennings Boykin
as Editor #3
Ken Holmes
Ken Holmes
as Israel Reunion Party Guest (uncredited)
Maggie Horan
Maggie Horan
as Simone
Robin S. Walker
Robin S. Walker
as Hallway Nurse
Katie Lee Hill
Katie Lee Hill
as Sage
Alexandra Bradley
Alexandra Bradley
as Teen Rachel
Francine Daveta
Francine Daveta
as Massage Therapist Shari
Denis Ooi
Denis Ooi
as Scream Therapist
Imani Pearl Williams
Imani Pearl Williams
as Sofia
Maryann Towne
Maryann Towne
as Rape Counselor
Nicole Orabona
Nicole Orabona
as Support Group Woman #1
Unique Jenkins
Unique Jenkins
as Support Group Woman #2
Teresa Meza
Teresa Meza
as Support Group Woman #3
Helena Betancourt
Helena Betancourt
as Support Group Woman #4
Tracy Weiler
Tracy Weiler
as Prenatal Yoga Mom
Anaïs Blake
Anaïs Blake
as Pilates Instructor
Tracey Ilgner
Tracey Ilgner
as Couples Therapist
Raul Torres
Raul Torres
as Porter
Gigi Grace
Gigi Grace
as Catherine #1
Colby Kipnes
Colby Kipnes
as Catherine #2
Eva Jette Putrello
Eva Jette Putrello
as Catherine #3
Sophie Tananbaum
Sophie Tananbaum
as Catherine #4
Angelina Boris
Angelina Boris
as Catherine #5
Jonathan Lipnicki
Jonathan Lipnicki
as Rabbi Turko
Christopher J. Domig
Christopher J. Domig
as John
Michael Alexander Henry
Michael Alexander Henry
as Mike
Michelle Beck
Michelle Beck
as Michelle
Faith Score
Faith Score
as Babysitter
Andrew Bridges
Andrew Bridges
as Steiner
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Seasons

Season 1

Miniseries

Episodes season 1

  • 1x1

    Summon your witnesses

  • 1x2

    Welcome to paniquil

  • 1x3

    Free pass

  • 1x4

    God, what an idiot he was!

  • 1x5

    Vantablack

  • 1x6

    This is my enjoyment

  • 1x7

    Me-time

  • 1x8

    The liver

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