Movies like The Boss of It All (2006)
The best movies like The Boss of It All (2006) are Taking Care of Business (1990), Back to the Beach (1987) and The Errand Boy (1961). If The Boss of It All hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Apartment (1960)8.2/10 from 2,848 votes
- NewestAmerican Dreamer (2022)Released 2022
Taking 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 thisBack to the Beach (1987)
A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.
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 thisBrain Donors (1992)
Three manic idiots—a lawyer, a cab driver and a handyman—team up to run a ballet company to fulfil the will of a millionaire. Stooge-like antics result as the trio try to outwit the rich widow and her scheming big-shot lawyer, who also wants to run the ballet.
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 thisImpractical Jokers: The Movie (2020)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChris Rock: Kill the Messenger (2008)
An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Distinguished Gentleman (1992)
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaylor Tomlinson: Quarter-Life Crisis (2020)
Comedian Taylor Tomlinson is halfway through her 20s — and she's over it. From dating losers to a failed engagement, she takes aim at her life choices.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisKevin Hart: I'm a Grown Little Man (2009)
Fresh off the heels of appearing in movies like Superhero Movie and The 40 Year-Old Virgin, fast-talking comedian Kevin Hart stars in this live stand-up performance where he makes fun of everything and everybody - especially himself.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisStewie Griffin: The Untold Story (2005)
The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Three Stooges (2012)
Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the only home they've ever known to close, the trio sets out to raise $830,000 in one month. Out in the world for the very first time, the three innocent bumblers become embroiled in a murder plot and find stardom on a TV reality show.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBo Burnham: What. (2013)
Left brain and right brain duke it out and then belt out a tune in comedian Bo Burnham's quick and clever one-man show. As intelligent as he is lanky, Burnham cynically pokes at pop entertainment while offering unadulterated showmanship of his own.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisPrivate Valentine: Blonde & Dangerous (2008)
When fluffy, bubble gum movie star Megan Valentine suddenly finds herself broke and humiliated in the public eye, she wanders from the wreckage of a car accident and witlessly enlists in the U.S. Army hoping in vain that it will change her life.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHow to Irritate People (1969)
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisA Certified Man (2010)
Dewey goes to his local insurance office to set up a plan, but didn't intend on a new girl there as the secretary. He decides he'll try and be a smooth operator and have a normal conversation with her. But what about her boss?
Why it matches: Similar story and style · both comedy
Skins (1997)
A successful, but unhappy man tries to be himself.
Why it matches: Similar story and style · both comedy
Netherbeast Incorporated (2007)
An offbeat comedy with a quirky twist on the vampire tale set in modern day corporate America.
Why it matches: Similar story and style · both comedy
Mondays (2022)
Akemi Yoshikawa discovers that her whole office is stuck in a time loop, repeating the same stressful work week over and over. Together with her colleagues she has to find out how to break the loop.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisDummy Mommy, Without a Baby (2001)
Fong (Miriam Yeung) is already at odds with Wu (Edison Chen), one of her bosses at an ad agency, when she makes a major mistake at work that puts her job on the line. To save herself, she feigns pregnancy, which, under Hong Kong law, means she cannot be fired for 10 months. However, while there may be some perks that accompany her "pregnancy," she is eventually forced to concoct increasingly elaborate lies and involve everyone around her in the charade.
Why it matches: Similar story and style · both comedy
Waydowntown (2002)
Four young office workers have a bet going to see who can last the longest without going outside. In the maze that is the downtown core of a large city, glass skywalks connect apartment buildings, office towers and shopping malls. Its day 28 of the bet and over the lunch hour, as the office prepares for the company founder's retirement party, things start to seriously unravel.
Why it matches: Similar story and style · both comedy
In the Company of Men (1997)
Two business executives--one an avowed misogynist, the other recently emotionally wounded by his love interest--set out to exact revenge on the female gender by seeking out the most innocent, uncorrupted girl they can find and ruining her life.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisIsaiah, Don't Dance (1969)
Lambros has a bizarre office that does crazy jobs, because he is not a fan of the "Fake pie to eat" theory, but he also puts his hand on every time he wants to reach a happy ending in a neighborhood. But he believes that marriage is a bad thing, until the day when the female Satan, using tricks similar to his own, appears in front of him.
Why it matches: Similar story and style · both comedy
Brazil (1985)
Low-level bureaucrat Sam Lowry escapes the monotony of his day-to-day life through a recurring daydream of himself as a virtuous hero saving a beautiful damsel. Investigating a case that led to the wrongful arrest and eventual death of an innocent man instead of wanted terrorist Harry Tuttle, he meets the woman from his daydream, and in trying to help her gets caught in a web of mistaken identities, mindless bureaucracy and lies.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisThe Apartment (1960)
Bud Baxter is a minor clerk in a huge New York insurance company, until he discovers a quick way to climb the corporate ladder. He lends out his apartment to the executives as a place to take their mistresses. Although he often has to deal with the aftermath of their visits, one night he's left with a major problem to solve.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like The Boss of It All?
The closest matches to The Boss of It All are Taking Care of Business (1990), Back to the Beach (1987) and The Errand Boy (1961). Below are 27 more, each with the reason it matches.
What should I watch after The Boss of It All?
Start with Taking Care of Business (1990), the closest match to The Boss of It All.
What is the highest-rated movie like The Boss of It All?
The Apartment (1960), rated 8.2/10 by 2,848 TMDB users.
What is the newest movie like The Boss of It All?
American Dreamer (2022) is the most recent release on this list.
How are movies similar to The Boss of It All chosen?
First come films that Trakt’s viewers watch alongside The Boss of It All, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.