Movies like In Your Shoes (2020)
The best movies like In Your Shoes (2020) are Clear History (2013), Dave Chappelle: Killin' Them Softly (2000) and Taylor Tomlinson: Have It All (2024). If In Your Shoes 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
Clear 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 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 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 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 thisBill 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 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 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 thisHasan Minhaj: The King's Jester (2022)
Filmed at the historic Brooklyn Academy of Music, Hasan Minhaj returns to Netflix with his second stand-up comedy special Hasan Minhaj: The King's Jester. In this hilarious performance, Hasan shares his thoughts on fertility, fatherhood, and freedom of speech.
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 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 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 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 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 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 thisSteve Martin and Martin Short: An Evening You Will Forget for the Rest of Your Life (2018)
Comedians and writers Steve Martin and Martin Short perform a live comedy set with music by The Steep Canyon Rangers and jazz pianist, Jeff Babko, at the Peace Center in Greenville, South Carolina.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDavid Cross: Making America Great Again (2016)
With nothing off-limits, David Cross is unapologetic, insightful, and biting in his Netflix original stand-up comedy special, MAKING AMERICA GREAT AGAIN. Filmed live at The Paramount Theatre in Austin, TX, Cross takes aim the current political landscape.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSebastian Maniscalco: Stay Hungry (2019)
Sebastian Maniscalco brings an acerbically unique approach to peacocks on planes, life hacks, rich in-laws and life's annoyances in this comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTrevor Noah: Afraid of the Dark (2017)
The 'Daily Show' host ponders the perils of naming countries, how traffic lights turn New Yorkers invincible and why you shouldn't drink in Scotland.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisNeal Brennan: 3 Mics (2017)
Wicked one-liners and soul-baring confessions converge in this uniquely intimate stand-up special from "Chappelle's Show" co-creator Neal Brennan.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this
Like In Your Shoes and something else?
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Frequently asked questions
What are the best movies like In Your Shoes?
The closest matches to In Your Shoes are Clear History (2013), Dave Chappelle: Killin' Them Softly (2000) and Taylor Tomlinson: Have It All (2024). Below are 17 more, each with the reason it matches.
What should I watch after In Your Shoes?
Start with Clear History (2013), the closest match to In Your Shoes.
What is the highest-rated movie like In Your Shoes?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like In Your Shoes?
Ricky Gervais: Mortality (2025) is the most recent release on this list.
Are there Italian movies like In Your Shoes?
The closest matches are in other languages.
How are movies similar to In Your Shoes chosen?
First come films that Trakt’s viewers watch alongside In Your Shoes, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.