Movies Like Ross Bennett: Comedy! ... for the rest of us

If you liked Ross Bennett: Comedy! ... for the rest of us, a movie, 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
Norm Macdonald: Nothing Special (2022)
★ 6.6/10
In his final comedy special, Norm Macdonald ponders casinos, cannibalism, living wills and why you have to be ready for whatever life throws your way.
2
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.
3
Comedy Central Roast of Justin Bieber (2015)
★ 6.8/10
Several roasters, and the master himself Kevin Hart, make fun of Justin Bieber.
4
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.
5
Chris Rock: Selective Outrage (2023)
★ 6.2/10
Chris Rock delivers an electric stand-up set on non-racist yoga pants, spoiling his kids, the Kardashians and his thoughts on the Will Smith fiasco.
6
The Late Shift (1996)
★ 6.4/10
David Letterman vies with Jay Leno and his manager to succeed Johnny Carson, retiring from "The Tonight Show."
7
Katt Williams: The Pimp Chronicles Pt. 1 (2006)
★ 7/10
Comedian Katt Williams (aka Money Mike) showcases his laugh out loud comedic talents in his first ever HBO stand-up comedy DVD taped in front of a live audience. A native of Cincinnati, Ohio, Williams worked his way up…
8
Adam Sandler: Love You (2024)
★ 6.3/10
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
9
George Carlin: Life Is Worth Losing (2005)
★ 7.5/10
Carlin returns to the stage in his 13th live comedy stand-up special, performed at the Beacon Theatre in New York City for HBO®. His spot-on observations on the deterioration of human behavior include Americans’…
10
Iliza Shlesinger: Freezing Hot (2015)
★ 6.7/10
Smart and brazen comedian Iliza Shlesinger shares her unflinchingly honest observations on the differences between men and women. Filled with hashtag-able catch phrases, this is a laugh-out-loud revelation exposing…
11
Kevin Hart: What Now? (2016)
★ 6.5/10
Comedian Kevin Hart performs in front of a crowd of 50,000 people at Philadelphia's outdoor venue, Lincoln Financial Field.
12
The Ugly Truth (2009)
★ 6.5/10
A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever…
13
Ricky Stanicky (2024)
★ 6.5/10
When three childhood best friends pull a prank gone wrong, they invent the imaginary Ricky Stanicky to get them out of trouble. Twenty years later, the trio still uses the nonexistent Ricky as a handy alibi for their…
14
Jerry Seinfeld: I'm Telling You for the Last Time (1998)
★ 7.4/10
Taped for HBO in August 1998, on the final date of Jerry Seinfeld's tour appearances at New York City's Broadhurst Theater, I'm Telling You for the Last Time presents the standup comedian's so-called "final" standup…
15
Sarah Silverman: We Are Miracles (2013)
★ 6.7/10
In her first-ever HBO solo special, Sarah Silverman takes the stage for an evening of adults-only stand-up comedy. Taped live in front of an intimate audience of 39 fans at Largo, a music and comedy club in Los…
16
Call Me Lucky (2015)
★ 7/10
An inspiring, triumphant and wickedly funny portrait of one of comedy’s most enigmatic and important figures, CALL ME LUCKY tells the story of Barry Crimmins, a beer-swilling, politically outspoken and whip-smart comic…
17
Between Two Ferns: The Movie (2019)
★ 5.9/10
Galifianakis dreamed of becoming a star. But when Will Ferrell discovered his public access TV show, 'Between Two Ferns' and uploaded it to Funny or Die, Zach became a viral laughing stock. Now Zach and his crew are…
18
Tom and Jerry: Spy Quest (2015)
★ 6/10
Two groups of classic cartoon characters come together in this fun-filled crossover with the popular action-adventure series Jonny Quest. Fans of all ages won't want to miss this heart-stopping romp as Tom and Jerry…
19
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
20
Comedy Central Roast of James Franco (2013)
★ 7.2/10
It's James Franco's turn to step in to the celebrity hot seat for the latest installment of The Comedy Central Roast.