Movies like Wanda Sykes: I'm an Entertainer (2023)
The best movies like Wanda Sykes: I'm an Entertainer (2023) are Bill Burr: Drop Dead Years (2025), Wanda Sykes: Not Normal (2019) and Marc Maron: Too Real (2017). If Wanda Sykes: I'm an Entertainer hooked you with its comedy, 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
- NewestBill Burr: Drop Dead Years (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 thisWanda Sykes: Not Normal (2019)
Wanda Sykes tackles politics, reality TV, racism and the secret she'd take to the grave in this rollicking, no-holds-barred stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMarc Maron: Too Real (2017)
Battle-scarred stand-up comedian Marc Maron unleashes a storm of ideas about meditation, mortality, documentary films and our weird modern world.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
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 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 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 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 thisIliza Shlesinger: Confirmed Kills (2016)
The standup sensation tackle's TV's "Shark Tank," what it means to be a woman and how to deal with the lawless party goblin that lives in us all.
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 thisEddie Murphy Raw (1987)
Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAnthony Jeselnik: Thoughts and Prayers (2015)
There's no subject too dark as the comedian skewers taboos and riffs on national tragedies before pulling back the curtain on his provocative style.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisJim Jefferies: High n' Dry (2023)
No topic is off limits for Jim Jefferies as he muses on stoned koalas, his dad’s vasectomy confusion and choosing between his hair and his sex drive.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill Burr: Live at Red Rocks (2022)
Comedian Bill Burr sounds off on cancel culture, feminism, getting bad reviews from his wife and a life-changing epiphany during a fiery stand-up set.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDave Chappelle: The Dreamer (2023)
From his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAziz Ansari: Nightclub Comedian (2022)
After another year of lockdowns, Aziz takes the stage to skewer pandemic life, quarantines, vaccine cards, celebrity side-gigs, smartphones and more.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMike Birbiglia: The New One (2019)
Comedian Mike Birbiglia hits Broadway with a hilarious yet profound one-man show that recounts his emotional and physical journey to parenthood.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisSarah Silverman: A Speck of Dust (2017)
In her first comedy special post-health scare, Sarah Silverman shares a mix of fun facts, sad truths and yeah-she-just-went-there moments.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Wanda Sykes: I'm an Entertainer?
The closest matches to Wanda Sykes: I'm an Entertainer are Bill Burr: Drop Dead Years (2025), Wanda Sykes: Not Normal (2019) and Marc Maron: Too Real (2017). Below are 17 more, each with the reason it matches.
What should I watch after Wanda Sykes: I'm an Entertainer?
Start with Bill Burr: Drop Dead Years (2025), the closest match to Wanda Sykes: I'm an Entertainer.
What is the highest-rated movie like Wanda Sykes: I'm an Entertainer?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like Wanda Sykes: I'm an Entertainer?
Bill Burr: Drop Dead Years (2025) is the most recent release on this list.
Are there English movies like Wanda Sykes: I'm an Entertainer?
Yes: Bill Burr: Drop Dead Years (2025), Wanda Sykes: Not Normal (2019) and Marc Maron: Too Real (2017).
How are movies similar to Wanda Sykes: I'm an Entertainer chosen?
First come films that Trakt’s viewers watch alongside Wanda Sykes: I'm an Entertainer, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.