Movies Like Legend of the Paddle: The Oldie Hollis Story

If you liked Legend of the Paddle: The Oldie Hollis Story (2008), a comedy movie directed by Pasquale Murena and Raúl García, 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
Impractical Jokers: The Movie (2020)
★ 6.5/10Also comedy
The story of a humiliating high school mishap from 1992 that sends the Impractical Jokers on the road competing in hidden-camera challenges for the chance to turn back the clock and redeem three of the four Jokers.
2
Criminal (2004)
★ 6.2/10Also comedy
Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William…
3
South Park (Not Suitable for Children) (2023)
★ 7.4/10Also comedy
After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.
4
Eenie Meanie (2025)
★ 6.3/10Also comedy
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
5
Little Big League (1994)
★ 6/10Also comedy
When the owner of the Minnesota Twins passes away, he bequeaths the team to his preteen grandson. The newly minted head honcho quickly appoints himself manager, causing unrest in an organization that struggles to take…
6
Grudge Match (2013)
★ 6.1/10Also comedy
A pair of aging boxing rivals are coaxed out of retirement to fight one final bout -- 30 years after their last match.
7
The Union (2024)
★ 6/10Also comedy
A New Jersey construction worker goes from regular guy to aspiring spy when his long-lost high school sweetheart recruits him for an espionage mission.
8
Driver's Ed (2026)
★ 6.9/10Also comedy
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.
9
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
10
Wake Up, Ron Burgundy: The Lost Movie (2004)
★ 6/10Also comedy
While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...
11
The Smurfs: The Legend of Smurfy Hollow (2013)
★ 6.9/10Also comedy
When Brainy Smurf is favored to win the annual Smurfberry Hunt for the ninth year in a row, Gutsy Smurf sets out to discover how Brainy wins every year. Gutsy’s investigation takes him into spooky Smurfy Hollow–and…
12
Bad News Bears (2005)
★ 5.8/10Also comedy
Morris Buttermaker is a burned-out minor league baseball player who loves to drink and can't keep his hands to himself. His long-suffering lawyer arranges for him to manage a local Little League team, and Buttermaker…
13
Ricky Gervais: Humanity (2018)
★ 7.6/10Also comedy
In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
14
The F**k-It List (2020)
★ 6/10Also comedy
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.
15
The Willoughbys (2020)
★ 7.1/10Also comedy
When the four Willoughby children are abandoned by their selfish parents, they must learn how to adapt their Old-Fashioned values to the contemporary world in order to create something new: The Modern Family.
16
Slumberland (2022)
★ 7.2/10Also comedy
A young girl discovers a secret map to the dreamworld of Slumberland, and with the help of an eccentric outlaw, she traverses dreams and flees nightmares, with the hope that she will be able to see her late father again.
17
Tommy Boy (1995)
★ 6.8/10Also comedy
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
18
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedy
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.
19
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
20
Charlie Brown's All-Stars! (1966)
★ 6.5/10Also comedy
After their humiliating 999th defeat, Charlie Brown's whole baseball team quits on him. All seems lost...until Charlie Brown learns that his team can join the Little League and become an official team with real…