Movies Like Ari Shaffir: Paid Regular

If you liked Ari Shaffir: Paid Regular (2015), a comedy movie directed by Shannon Hartman, 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
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
2
Amy Schumer: Mostly Sex Stuff (2012)
★ 5.9/10Also comedy
A ratings hit! Amy Schumer debuts her one-hour special in front of a live audience at the Historic Fillmore Theatre in San Francisco. Nothing is off limits as Schumer airs every hilarious, messed up detail of her…
3
Gabriel Iglesias: Aloha Fluffy (2013)
★ 7.1/10Also comedy
ALOHAAAAA! Internationally acclaimed comedian, Gabriel Iglesias, returns to Comedy Central with his latest stand-up special taped at Honolulu’s Hawaii Theatre Center. Watch as Fluffy brings the house down yet again in…
4
Tom and Jerry: The Magic Ring (2002)
★ 6.4/10Also comedy
The Oscar-winning cat-and-mouse twosome--Tom and Jerry--returns with another adventure. When Tom and Jerry's irrepressible curiosity gets the best of them, the mysterious magic ring that Tom guards with his life ends…
5
Jim Jefferies: Freedumb (2016)
★ 7.2/10Also comedy
Returning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.
6
Cadet Kelly (2002)
★ 6.2/10Also comedy
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
7
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
8
Gabriel Iglesias: Hot and Fluffy (2007)
★ 7.6/10Also comedy
Gabriel Iglesias is one of the fastest-rising comics today! With his unique brand of humor, lovable stage presence and wide range of voices and impressions, it's no wonder that he already has a huge fan following. Now…
9
Ray Romano: Right Here, Around the Corner (2019)
★ 6.8/10Also comedy
Ray Romano first cut his stand-up teeth at the Comedy Cellar in New York. Now, in his first comedy special in 23 years, he returns to where it all began.
10
Dave Chappelle: The Bird Revelation (2017)
★ 7.5/10Also comedy
Comedy juggernaut Dave Chappelle's fourth Netflix Special, taped on November 20th, 2017 at Los Angeles' Comedy Store.
11
Magic Camp (2020)
★ 6.9/10Also comedy
Andy, at the urging of his former mentor and Magic Camp owner Roy Preston, returns to the camp of his youth hoping to reignite his career. Instead, he finds inspiration in his ragtag bunch of rookie magicians.
12
Snowball Express (1972)
★ 6.7/10Also comedy
When John Baxter inherits a ski resort in the Rocky Mountains, he quits his job in New York and moves the family west to run it. Only to find that the place is a wreck. But together they decide to try to fix it up and…
13
The Geisha Boy (1958)
★ 6.4/10Also comedy
Gilbert Wooley is a second-rate magician who is sent to entertain the troops in the pacific. During his time in Japan he becomes attached to a little orphan boy.
14
Pups Alone (2021)
★ 5.8/10Also comedy
After receiving an exciting new job opportunity at a cutting edge Pet Invention company, Robert, his teenage daughter Jenna and their trusty and special border collie Charlie make the move to the new neighborhood…
15
Snoopy Presents: For Auld Lang Syne (2021)
★ 7.2/10Also comedy
After finding out her grandmother won't be visiting for Christmas, Lucy decides to cheer herself up by throwing the ultimate New Year's Eve party. Meanwhile, Charlie Brown tries to fulfill one of his resolutions before…
16
Switched (2020)
★ 6.5/10Also comedy
Tired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they…
17
A Burlesque on Carmen (1915)
★ 5.8/10Also comedy
A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.
18
Bogus (1996)
★ 5.8/10Also comedy
Recently orphaned, a young boy is taken in by his godmother who is shocked to realize that she can see the boy's imaginary friend: a flamboyant, French magician named Bogus.
19
Animal Crackers (2018)
★ 6.4/10Also comedy
A family must use a magical box of Animal Crackers to save a rundown circus from being taken over by their evil uncle Horatio P. Huntington.
20
Sketch (2025)
★ 7/10Also comedy
When a young girl’s sketchbook falls into a strange pond, her drawings come to life—chaotic, real, and on the loose. As the town descends into chaos, her family must reunite and stop the monsters they never meant to…