TV series
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.
Streaming, rental and purchase options
Checked Jul 22, 2026
Fleishman Is in Trouble is available to stream on Disney+ and Hulu in United States. Use the direct links below to open the provider.
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.
Choose an episode, then use the watch options above for the show.
Episode 1
Toby won't let Rachel's inconsiderate (and early) drop-off stop him from keeping a date with a woman he's met online.
Directed by Valerie Faris, Jonathan DaytonWritten by Taffy Brodesser-AknerGuest stars Josh Stamberg, Juani Feliz, Ashley Austin Morris, Jenny Powers, Joy Suprano, Eric William Morris, Zack Robidas, Ralph Adriel Johnson
Episode 2
Toby tries to navigate the childcare crisis that Rachel left for him and learns of a new opportunity at work.
Directed by Alice WuWritten by Taffy Brodesser-AknerGuest stars Josh Stamberg, Ashley Austin Morris, Jenny Powers, Joy Suprano, Ralph Adriel Johnson, Ava Yaghmaie, Talia Castro-Pozo, Abbey Hafer
Episode 3
Toby meets Rachel.
Directed by Valerie Faris, Jonathan DaytonWritten by Michael GoldbachGuest stars Josh Stamberg, Juani Feliz, Ashley Austin Morris, Jenny Powers, Joy Suprano, Eric William Morris, Zack Robidas, Talia Castro-Pozo
Episode 4
Toby investigates Rachel's disappearance. Libby invites him on a trip to New Jersey.
Directed by Shari Springer Berman, Robert PulciniWritten by Taffy Brodesser-AknerGuest stars Josh Stamberg, Jenny Powers, Joy Suprano, Eric William Morris, Ralph Adriel Johnson, John Patrick Hayden, Josh Radnor, Julie Tolivar
Episode 5
Toby uses every resource he has - from a night out with Seth to a visit to the American Museum of Natural History - to combat his loneliness.
Directed by Shari Springer Berman, Robert PulciniWritten by Taffy Brodesser-AknerGuest stars Ralph Adriel Johnson, Josh Radnor, Oscar Bennett, Lucinda Lee Dawson Gray, Mozhan Navabi, Peter Grosz, Tobin Cleary, Brian Miskell
Episode 6
Toby tries to move on. Karen Cooper's case comes to a head. Toby, Seth and Libby attend a reunion party. Libby reflects on her past.
Directed by Shari Springer Berman, Robert PulciniWritten by Taffy Brodesser-AknerGuest stars Josh Stamberg, Ashley Austin Morris, Jenny Powers, Joy Suprano, Eric William Morris, Zack Robidas, Ralph Adriel Johnson, John Patrick Hayden
Episode 7
Libby learns of previously unknown dimensions to the Fleishman divorce.
Directed by Valerie Faris, Jonathan DaytonWritten by Taffy Brodesser-AknerGuest stars Josh Stamberg, Juani Feliz, Ashley Austin Morris, Jenny Powers, Joy Suprano, Talia Castro-Pozo, Vincenzo Amato, Seth Barrish
Episode 8
Seth throws a party.
Directed by Shari Springer Berman, Robert PulciniWritten by Taffy Brodesser-AknerGuest stars Ralph Adriel Johnson, John Patrick Hayden, Josh Radnor, Julie Tolivar, Oscar Bennett, Lucinda Lee Dawson Gray, Cynthia Sosa, Brian Miskell
Episode information updated Jul 24, 2026
Jesse EisenbergToby Fleishman
Claire DanesRachel Fleishman
Lizzy CaplanLibby Epstein
Adam BrodySeth Morris
Meara Mahoney GrossHannah Fleishman
Maxim SwintonSolly Fleishman
Josh StambergSam Rothberg
Juani FelizAlejandra Lopez
HuluUnited States
Timberman/Beverly ProductionsUnited States
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