Movies like The Legend of Bob Leonard (2017)
The best movies like The Legend of Bob Leonard (2017) are Help! (1965), The Bad Guys: Haunted Heist (2024) and Louis C.K.: Ridiculous (2026). If The Legend of Bob Leonard hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Court Jester (1955)7.3/10 from 225 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
Help! (1965)
An obscure Eastern cult that practices human sacrifice pursues Ringo after he unknowingly puts on a ceremonial ring (that, of course, won't come off). On top of that, a pair of mad scientists, members of Scotland Yard, and a beautiful but dead-eyed assassin all have their own plans for the Fab Four.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Bad Guys: Haunted Heist (2024)
The crafty Bad Guys crew embarks on a high-stakes Halloween heist to swipe a priceless amulet from a spooky mansion. What could go wrong?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Ridiculous (2026)
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Court Jester (1955)
A hapless carnival performer masquerades as the court jester as part of a plot against a usurper who has overthrown the rightful king of England.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 Paper Tigers (2020)
Three middle aged men polish their martial arts skills to avenge their fallen master.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnuvahood (2011)
Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMr. Bones (2001)
A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
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 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 thisHannibal Buress: Comedy Camisado (2016)
He's a kamikaze gambler. A one-arm cuddler. And if his fly is down, so be it. A night of sly riffs and slow burns.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo Time for Sergeants (1958)
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGodspell (1973)
In modern-day New York City, John the Baptist calls out to a group of young men and women to learn from the teachings of Jesus. Through song and dance, they relive Christ's crucifixion.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAccident Man (2018)
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSwitched (2020)
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 get switched.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Mighty Wind (2003)
Three eclectic, never-quite-famous folk bands come together for the first time in decades following the death of their manager to put on an reunion concert in his honor, at the request of his son.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like The Legend of Bob Leonard?
The closest matches to The Legend of Bob Leonard are Help! (1965), The Bad Guys: Haunted Heist (2024) and Louis C.K.: Ridiculous (2026). Below are 17 more, each with the reason it matches.
What should I watch after The Legend of Bob Leonard?
Start with Help! (1965), the closest match to The Legend of Bob Leonard.
What is the highest-rated movie like The Legend of Bob Leonard?
The Court Jester (1955), rated 7.3/10 by 225 TMDB users.
What is the newest movie like The Legend of Bob Leonard?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
Are there English movies like The Legend of Bob Leonard?
Yes: Help! (1965), The Bad Guys: Haunted Heist (2024) and Louis C.K.: Ridiculous (2026).
How are movies similar to The Legend of Bob Leonard chosen?
First come films that Trakt’s viewers watch alongside The Legend of Bob Leonard, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.