Movies Like Drew Dunn - Positive Stuff

If you liked Drew Dunn - Positive Stuff, 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
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.
2
Funny People (2009)
★ 5.9/10
Famous and wealthy funnyman George Simmons doesn't give much thought to how he treats people until a doctor delivers stunning health news, forcing George to reevaluate his priorities with a little help from aspiring…
3
Chris Rock: Bigger & Blacker (1999)
★ 7.4/10
Chris Rock brings his critically acclaimed brand of social commentary-themed humour to this HBO Special, extolling his razor-sharp wit and wisdom on such topics as gun control, President Clinton, homophobia, racism…
4
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.
5
Man on the Moon (1999)
★ 7.2/10
The story of the life and career of eccentric avant-garde comedian, Andy Kaufman.
6
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…
7
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…
8
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.
9
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…
10
The Onion Movie (2008)
★ 6.1/10
Venerable newscaster Norm Archer reports the latest news in politics, health, culture and entertainment - such as an automotive recall of decapitation-inducing "Neckbelts" and a study finding that "depression hits…
11
Mac & Devin Go to High School (2012)
★ 6.5/10
A comedy that follows two high school students -- one overachiever struggling to write his valedictorian speech, the other a senior now going on his 15th year of school.
12
Fatherhood (2021)
★ 7.5/10
A widowed new dad copes with doubts, fears, heartache and dirty diapers as he sets out to raise his daughter on his own. Inspired by a true story.
13
Bill Burr: Drop Dead Years (2025)
★ 7.2/10
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
14
The King of Comedy (1982)
★ 7.8/10
Aspiring comic Rupert Pupkin attempts to achieve success in show business by stalking his idol, a late night talk-show host who craves his own privacy.
15
Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
16
Jimmy Carr: His Dark Material (2021)
★ 6.9/10
Jimmy Carr finds humor in the darkest of places in this stand-up special that features his dry, sardonic wit — and some jokes he calls "career enders."
17
Someone Like You... (2001)
★ 6/10
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane…
18
Aziz Ansari: Live at Madison Square Garden (2015)
★ 6.5/10
Ansari headlines the iconic Madison Square Garden and delivers his most hilarious and insightful stand-up yet. Filmed in front of a sold-out audience, Ansari's latest special is an uproarious document of the comic in…
19
The Naked Gun 2½: The Smell of Fear (1991)
★ 6.8/10
Bumbling lieutenant Frank Drebin is out to foil the big boys in the energy industry, who intend to suppress technology that will put them out of business.
20
The Underdoggs (2024)
★ 7/10
Jaycen 'Two Js' Jennings is a washed-up former pro football star who has hit rock bottom. When sentenced to community service coaching the Underdoggs, an unruly pee-wee football team in his hometown, he sees it mostly…