Movies like Captain Jenks' Dilemma (1912)
The best movies like Captain Jenks' Dilemma (1912) are The Happiest Days of Your Life (1950), Dennis the Menace (1993) and The Errand Boy (1961). If Captain Jenks' Dilemma hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Captain Jenks' Dilemma
Quick picks
- Highest ratedMuch Ado About Nothing (2013)6.8/10 from 299 votes
- NewestPups Alone (2021)Released 2021
The 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 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 Errand Boy (1961)
Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty ever finds is that he can cause havoc no matter what he does.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaking Care of Business (1990)
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.
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 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 thisUnaccustomed as We Are (1929)
Laurel and Hardy try to entertain a female neighbor, unbeknown to Hardy’s wife.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPups Alone (2021)
After receiving an exciting new job opportunity at a cutting edge Pet Invention company, Robert, his teenage daughter Jenna and their trusty and special border collie Charlie make the move to the new neighborhood, right before Christmas. Upon arriving, Robert meets his gorgeous next door neighbor Holly, and her sassy and spunky border collie Gidget. Before the sparks can fly, they are set upon my Robert’s conniving and obnoxious next door neighbor and project manager Victor, his neighborhood bully bulldog “Vinnie P” and the sycophantic sidekick Chihuahua “Jose”.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies 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 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 thisWhat Did You Do in the War, Daddy? (1966)
A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way. Because of aerial reconnaissance, they must look like they are fighting. To sort this out an intelligence officer is sent in. Meanwhile the festival gets complicated with the Mayors daughter.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisCarry On Regardless (1961)
After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBeverly Hills Chihuahua 2 (2011)
Puppy mayhem turns the lives of newlywed Chihuahua parents Papi and Chloe upside down when their rambunctious, mischievous puppies present one challenge after another. But when their human owners end up in trouble, the tiny pups will stop at nothing to save them - because in good times and hard times, the family always sticks together. So Papi, Chloe and the puppies embark on a heroic adventure, proving once again that big heroes come in small packages.
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 thisGood Neighbor Sam (1964)
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral appearance.
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 thisThe Anniversary (1968)
Mrs Taggart always celebrates her anniversary with her grown sons. It’s a tradition practised since the death of her husband and she is determined for it to continue. None of her three sons have dared to cross their ruthless domineering mother but this anniversary they intend to try. With cruel and brutal twists, the family get-together becomes a social nightmare beyond endurance.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisCadet Kelly (2002)
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGreat Guns (1941)
Laurel and Hardy join the army. They are hardly soldiers, but they believe their employer, (Dick Nelson) will need them now he's drafted.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLittle Big League (1994)
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 orders from a 12-year-old.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDrawing Rumors (1935)
Comic short about how rumors spread.
Why it matches: Similar story and style · both comedy
A Trip to Paris (1938)
The Jones Family heads to Gay Paree in celebration of the 25th wedding anniversary of Pa and Ma Jones. It doesn't take long for the Joneses to be victimized by clever Parisian con artists.
Why it matches: Similar story and style · both comedy
A Knight of the Road (1911)
A tramp overhears a rancher's plans to go to town for the ranch's payroll. He tries to enlist another loafer (the Knight) to help with a robbery. Instead, the Knight helps thwart the robbery.
Why it matches: Similar story and style · both comedy
Ready Money (1914)
Edward Abeles and Theodore Roberts as a couple of prospectors who get involved with greedy city types on a business trip to New York.
Why it matches: Similar story and style · both comedy
The Unexpected Father (1932)
A wealthy bachelor hires a pretty young nanny to look after his adopted daughter. Sparks quickly fly between the two, much to the dismay of the man's calculating, money-hungry fiancée.
Why it matches: Similar story and style · both comedy
Her Man (1924)
Silent Western about a gal fighting the elements and villains for her man!
Why it matches: Similar story and style · both comedy
In and Out (1921)
Monty and his wife are newlyweds dealing with things like making breakfast that’s edible and dealing with a persistent book salesman. Only reel 1 survives, so a proper plot synopsis is difficult.
Why it matches: Similar story and style · both comedy
Curing a Masher (1910)
Mr. Pest is a certain type of nuisance with whom you are all more or less familiar. A silly egotist with an exaggerated notion of his own importance, be believes that every woman he meets will fall an easy victim to his charms.
Why it matches: Similar story and style · both comedy
Hank and Lank: They Dude Up Some (1910)
Hank and Lank have experienced a little rough weather since we last saw them and the fact that they are disreputably clothed has not been overlooked by them. They need something new. But how? After some thought Hank's cheerful countenance lightens. He goes on to explain his little scheme in detail.
Why it matches: Similar story and style · both comedy
Casey's Vendetta (1914)
Casey flirts with fruit vendor Nina and eats her boyfriend Pedro's fruit without paying. A furious Pedro, a Black Hand gang member, sends Casey a death threat demanding $500. Seeking to escape his wife, Casey alters the note to threaten his "wife" instead of his "life" and tells her to hide. He returns to flirt with Nina, but Pedro captures and locks him in a mill. Both Nina and Mrs. Casey alert the police and join the rescue. At the mill, Nina is angry to see Casey embrace his wife. Mrs. Casey discovers the truth about the altered note, humiliates her husband by stripping him of his uniform, and takes him home for punishment.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Captain Jenks' Dilemma?
The closest matches to Captain Jenks' Dilemma are The Happiest Days of Your Life (1950), Dennis the Menace (1993) and The Errand Boy (1961). Below are 27 more, each with the reason it matches.
What should I watch after Captain Jenks' Dilemma?
Start with The Happiest Days of Your Life (1950), the closest match to Captain Jenks' Dilemma.
What is the highest-rated movie like Captain Jenks' Dilemma?
Much Ado About Nothing (2013), rated 6.8/10 by 299 TMDB users.
What is the newest movie like Captain Jenks' Dilemma?
Pups Alone (2021) is the most recent release on this list.
Are there English movies like Captain Jenks' Dilemma?
Yes: The Happiest Days of Your Life (1950), Dennis the Menace (1993) and The Errand Boy (1961).
How are movies similar to Captain Jenks' Dilemma chosen?
First come films that Trakt’s viewers watch alongside Captain Jenks' Dilemma, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.