Movies like Gregory: Diary of a Nutcase (1993)
The best movies like Gregory: Diary of a Nutcase (1993) are Shane Gillis: Beautiful Dogs (2023), Adventures in Public School (2018) and Dennis the Menace (1993). If Gregory: Diary of a Nutcase hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLouis C.K.: Hilarious (2010)7.8/10 from 321 votes
- NewestDriver's Ed (2026)Released 2026
Shane 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 thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDennis the Menace (1993)
Mr. Wilson's ever-present annoyance comes in the form of one mischievous kid named Dennis. But he'll need Dennis's tricks to uncover a collection of gold coins that go missing when a shady drifter named Switchblade Sam comes to town.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe F**k-It List (2020)
After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Hilarious (2010)
In this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPsycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHow to Rob a Bank (2007)
Caught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBottle Rocket (1993)
Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisHow to Eat Fried Worms (2006)
During the first day of his new school year, a fifth grade boy squares off against a bully and winds up accepting a dare that could change the balance of power within the class.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais: Mortality (2025)
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Trouble with Angels (1966)
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Pink Panther Strikes Again (1976)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTrailer Park Boys: Countdown to Liquor Day (2009)
Ricky, Julian and Bubbles are about to get out of jail, and this time, Julian vows to go straight, even open a legit business. Soon the Boys will all be rich. At least that's what they've told the parole board. But when they arrive back at the park, they find it's not the same old Sunnyvale - and it's not the same old Jim Lahey, Trailer Park Supervisor.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEasy Money (1983)
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Happiest Days of Your Life (1950)
Nutbourne College, an old established, all-boys, boarding school is told that another school is to be billeted with due to wartime restrictions. The shock is that it's an all-girls school that has been sent. The two head teachers are soon battling for the upper hand with each other and the Ministry. But a crisis (or two) forces them to work together.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Air Up There (1994)
Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLaRoy, Texas (2024)
Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.
Why it matches: Recommended by TMDB viewers · both comedy
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Frequently asked questions
What are the best movies like Gregory: Diary of a Nutcase?
The closest matches to Gregory: Diary of a Nutcase are Shane Gillis: Beautiful Dogs (2023), Adventures in Public School (2018) and Dennis the Menace (1993). Below are 17 more, each with the reason it matches.
What should I watch after Gregory: Diary of a Nutcase?
Start with Shane Gillis: Beautiful Dogs (2023), the closest match to Gregory: Diary of a Nutcase.
What is the highest-rated movie like Gregory: Diary of a Nutcase?
Louis C.K.: Hilarious (2010), rated 7.8/10 by 321 TMDB users.
What is the newest movie like Gregory: Diary of a Nutcase?
Driver's Ed (2026) is the most recent release on this list.
Are there English movies like Gregory: Diary of a Nutcase?
Yes: Shane Gillis: Beautiful Dogs (2023), Adventures in Public School (2018) and Dennis the Menace (1993).
How are movies similar to Gregory: Diary of a Nutcase chosen?
First come films that Trakt’s viewers watch alongside Gregory: Diary of a Nutcase, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.