Movies like Drowning in the Shallow End (1990)
The best movies like Drowning in the Shallow End (1990) are Bill Burr: Drop Dead Years (2025), Clear History (2013) and Chris Rock: Tamborine (2018). If Drowning in the Shallow End hooked you with its comedy and tv movie, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestRicky Gervais: Mortality (2025)Released 2025
Bill Burr: Drop Dead Years (2025)
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisClear History (2013)
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChris Rock: Tamborine (2018)
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTaylor Tomlinson: Look at You (2022)
Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisJack Whitehall: I'm Only Joking (2020)
Jack Whitehall hits the stage with hilarious tales about happy couples, life in hotels, human stupidity and his well-traveled father.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Five(ish) Doctors Reboot (2013)
With the 50th anniversary of Doctor Who about to film, the "classic" Doctors Peter Davison, Colin Baker and Sylvester McCoy are keen to be involved. But do they manage it?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisLouis C.K.: Hilarious (2010)
In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDave Chappelle: Killin' Them Softly (2000)
Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisTaylor Tomlinson: Have It All (2024)
Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJohn Mulaney: Kid Gorgeous at Radio City (2018)
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisDemetri Martin: Live (At the Time) (2015)
Demetri Martin brings his off-kilter take on acoustic guitar, hairless cats, color schemes, and the word "nope" to Washington in his original special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisComedy Central Roast of William Shatner (2006)
It's William Shatner's turn to step in to the celebrity hot seat for the latest installment of The Comedy Central Roast. A parade of Shatner's friends have gotten together to boldly go ...
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRobin Williams: An Evening at the Met (1986)
In this hilarious stand up comedy, Robin Williams is energetic, witty and again hilarious. It's the number one stand up comedy of all time.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisComedy Central Roast of Bob Saget (2008)
The aggravatingly amiable star of "Full House," "America's Funniest Home Videos"
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDave Chappelle: The Closer (2021)
As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDave Chappelle: Sticks & Stones (2019)
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMike Birbiglia: Thank God for Jokes (2017)
Mike Birbiglia declares that a joke should never end with "I’m joking." In his all-new comedy, Birbiglia tiptoes hilariously through the minefield that is modern-day joke-telling. Join Mike as he learns that the same jokes that elicit laughter have the power to produce tears, rage, and a whole lot of getting yelled at. Ultimately it's a show that asks, “How far should we go for the laugh?”
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTrevor Noah: I Wish You Would (2022)
Emmy-winning comedian Trevor Noah talks learning German, speaking ill of the dead, judging people in horror movies and ordering Indian food in Scotland.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Drowning in the Shallow End?
The closest matches to Drowning in the Shallow End are Bill Burr: Drop Dead Years (2025), Clear History (2013) and Chris Rock: Tamborine (2018). Below are 17 more, each with the reason it matches.
What should I watch after Drowning in the Shallow End?
Start with Bill Burr: Drop Dead Years (2025), the closest match to Drowning in the Shallow End.
What is the highest-rated movie like Drowning in the Shallow End?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like Drowning in the Shallow End?
Ricky Gervais: Mortality (2025) is the most recent release on this list.
Are there English movies like Drowning in the Shallow End?
Yes: Bill Burr: Drop Dead Years (2025), Clear History (2013) and Chris Rock: Tamborine (2018).
How are movies similar to Drowning in the Shallow End chosen?
First come films that Trakt’s viewers watch alongside Drowning in the Shallow End, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.