Movies Like Jessica Watkins: Specialish

If you liked Jessica Watkins: Specialish (2019), a movie directed by Jessica Watkins, 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
2 Minutes of Fame (2020)
★ 6.6/10
An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.
2
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10
Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.
3
A Nice Girl Like You (2020)
★ 5.8/10
Lucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…
4
Funny Bones (1995)
★ 6.6/10
Tommy Fawkes wants to be a successful comedian. After his Las Vegas debut is a failure, he returns to Blackpool where his father—also a comedian—started, and where he spent the summers of his childhood.
5
Standing Up, Falling Down (2020)
★ 6.3/10
An unlikely friendship kindles between a struggling stand-up comedian from L.A. — forced to move back home to Eastern Long Island with his tail between his legs — and a tragically flawed, but charming and charismatic…
6
Man on the Moon (1999)
★ 7.2/10
The story of the life and career of eccentric avant-garde comedian, Andy Kaufman.
7
Dinner in America (2022)
★ 7.8/10
An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.
8
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.
9
Someone Great (2019)
★ 6.4/10
An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one…
10
Louis C.K.: Oh My God (2013)
★ 7.6/10
Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for…
11
Punching Henry (2017)
★ 5.9/10
Comedian Henry Phillips is lured to LA by a renowned TV producer who wants to bring his story of failure to the screen. But when a major network gets involved, Henry must decide whether he wants to make jokes for a…
12
Sidelined: The QB and Me (2025)
★ 6.5/10
Dallas, a burdened but headstrong dancer, is determined to get into the best dance school in the country—her late mother’s alma mater. However, that dream is suddenly derailed when the cheeky yet secretly grieving…
13
Joe Versus the Volcano (1990)
★ 5.8/10
Hypochondriac Joe Banks finds out he has six months to live, quits his dead end job, musters the courage to ask his co-worker out on a date, and is then hired to jump into a volcano by a mysterious visitor.
14
Babes (2024)
★ 6/10
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
15
Shane Gillis: Beautiful Dogs (2023)
★ 7/10
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.
16
Ellen DeGeneres: Relatable (2018)
★ 6.4/10
In her first special since 2003, Ellen revisits her road to stardom and details the heartfelt -- and hilarious -- lessons she's learned along the way.
17
There's Something About Mary (1998)
★ 6.6/10
For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy…
18
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.
19
The Lonely Guy (1984)
★ 6.2/10
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
20
Aziz Ansari: Intimate Moments for a Sensual Evening (2010)
★ 6.8/10
Aziz Ansari presents his highly anticipated debut hour long stand-up special. The critically acclaimed stand-up and actor (Parks and Recreation, Funny People) discusses topics ranging from sheets with fraudulent thread…