Movies Like Too Hip for the Room

If you liked Too Hip for the Room, a movie, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Birdman or (The Unexpected Virtue of Ignorance) (2014)
★ 7.4/10
A fading actor best known for his portrayal of a popular superhero attempts to mount a comeback by appearing in a Broadway play. As opening night approaches, his attempts to become more altruistic, rebuild his career…
2
Man on the Moon (1999)
★ 7.2/10
The story of the life and career of eccentric avant-garde comedian, Andy Kaufman.
3
Me Time (2022)
★ 5.8/10
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
4
The Breadwinner (2026)
★ 7.1/10
After his wife Katie lands a once-in-a-lifetime deal on Shark Tank that takes her on a prolonged business trip - lifelong breadwinner Nate Wilcox now has to fend for his family as a first-time stay-at-home dad.
5
John Mulaney: Baby J (2023)
★ 7.1/10
A chaotic intervention. An action-packed stay in rehab. After a weird couple of years, John Mulaney comes out swinging in his return to the stage.
6
Ezra (2024)
★ 6.9/10
Stand-up comedian Max Bernal lives with his father Stan while struggling to co-parent his autistic son Ezra with his ex-wife. When forced to confront difficult decisions about their son's future, Max and Ezra embark on…
7
Playdate (2025)
★ 6.2/10
When out-of-work accountant Brian joins stay-at-home dad Jeff for a playdate with their sons, he expects a laid-back afternoon. Instead, they're chased by mercenaries, and Brian—totally unprepared—must survive one…
8
Dom Hemingway (2013)
★ 5.8/10
After spending 12 years in prison for keeping his mouth shut, notorious safe-cracker Dom Hemingway is back on the streets of London looking to collect what he's owed.
9
Wish I Was Here (2014)
★ 6.5/10
Aidan Bloom, a struggling actor, father and husband, is 35 years old and still trying to find a purpose for his life. He and his wife are barely getting by financially and Aidan passes his time by fantasizing about…
10
Benny & Joon (1993)
★ 7/10
A mentally ill young woman finds love with an eccentric man who models himself after Buster Keaton.
11
Dave Chappelle: The Unstoppable... (2025)
★ 6.7/10
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
12
Adam (2009)
★ 6.8/10
Adam, a lonely man with Asperger's Syndrome, develops a relationship with his upstairs neighbor, Beth.
13
Jack of the Red Hearts (2016)
★ 7.1/10
A teenage con artist tricks a desperate mother into hiring her as a live-in companion for her autistic daughter.
14
John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
15
Mozart and the Whale (2005)
★ 6.2/10
A love story between two savants with Asperger's syndrome, a kind of autism, whose conditions sabotage their budding relationship.
16
Adam Sandler: Love You (2024)
★ 6.3/10
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
17
Dave Chappelle: The Dreamer (2023)
★ 6.9/10
From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
18
Iliza Shlesinger: Freezing Hot (2015)
★ 6.7/10
Smart and brazen comedian Iliza Shlesinger shares her unflinchingly honest observations on the differences between men and women. Filled with hashtag-able catch phrases, this is a laugh-out-loud revelation exposing…
19
Comedy Central Roast of Justin Bieber (2015)
★ 6.8/10
Several roasters, and the master himself Kevin Hart, make fun of Justin Bieber.
20
Norm Macdonald: Me Doing Standup (2011)
★ 7.7/10
Norm MacDonald, the iconic anchor of SNL's "Weekend Update" and star of the cult classic Dirty Work, is back with a vengeance.