Movies like The Boss (2016)
The best movies like The Boss (2016) are Married to the Mob (1988), The Stöned Age (1994) and Jackass Presents: Bad Grandpa (2013). If The Boss hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedOffice Space (1999)7.4/10 from 3,597 votes
- NewestIdiots (2026)Released 2026
Married to the Mob (1988)
Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and her son depart for New York City to make a fresh start. Unfortunately, Tony has set his sights upon Angela -- and so has an undercover FBI agent looking to use her to bust Tony.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Stöned Age (1994)
Determined to avoid another night of driving aimlessly around Torrance in the Blue Torpedo, Joe and Hubbs set out on a quest for fine chicks. Their paths soon cross with Tack, from whom they learn about a pair of foreign radical chicks hanging out near the Frankie Avalon place. Over Joe's objections, Hubbs worms Tack out of the deal, and the pair take a slow ride toward their destiny.
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 thisHorrible Bosses (2011)
For Nick, Kurt and Dale, the only thing that would make the daily grind more tolerable would be to grind their intolerable bosses into dust. Quitting is not an option, so, with the benefit of a few-too-many drinks and some dubious advice from a hustling ex-con, the three friends devise a convoluted and seemingly foolproof plan to rid themselves of their respective employers... permanently.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEenie Meanie (2025)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIdiots (2026)
Two rock-bottom drivers transport a wealthy teen to rehab, but their simple job spirals into a chaotic journey of drugs, danger, and crime as their passenger derails their plans.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBarb & Star Go to Vista Del Mar (2021)
The story of best friends Barb and Star, who leave their small midwestern town for the first time to go on vacation in Vista Del Mar, Florida, where they soon find themselves tangled up in adventure, love, and a villain’s evil plot to kill everyone in town.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGail Daughtry and the Celebrity Sex Pass (2026)
After her fiance sleeps with his celebrity crush, Kansas hairdresser Gail heads to Hollywood to even the score with her own famous fantasy — Jon Hamm.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisExtract (2009)
The owner of a factory that produces flavor extracts, Joel Reynold seems to have it all, but really doesn't. What's missing is sexual attention from his wife, Suzie. Joel hatches a convoluted plan to get Suzie to cheat on him, thereby clearing the way for Joel to have an affair with Cindy, an employee. But what Joel doesn't know is that Cindy is a sociopathic con artist, and a freak workplace accident clears the way for her to ruin Joel forever.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisSoul Men (2008)
Two former backup soul singers, Louis and Floyd, have not spoken to each other in 20 years, and reluctantly agree to travel across the country together to a reunion concert to honor their recently-deceased lead singer. Cleo, a beautiful young woman who is believed to be Floyd's daughter, accompanies them as a new singer.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAnalyze That (2002)
The mafia's Paul Vitti is back in prison and will need some serious counseling when he gets out. Naturally, he returns to his analyst Dr. Ben Sobel for help and finds that Sobel needs some serious help himself as he has inherited the family practice, as well as an excess stock of stress.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisA Million Ways to Die in the West (2014)
As a cowardly farmer begins to fall for the mysterious new woman in town, he must put his new-found courage to the test when her husband, a notorious gun-slinger, announces his arrival.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOffice Space (1999)
A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money from his soul-killing employers.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThis Is 40 (2012)
Pete and Debbie are both about to turn 40, their kids hate each other, both of their businesses are failing, they're on the verge of losing their house, and their relationship is threatening to fall apart.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisClerks II (2006)
A calamity at Dante and Randall's shops sends them looking for new horizons - but they ultimately settle at Mooby's, a fictional Disney-McDonald's-style fast-food empire.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAdult World (2014)
Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSenior Year (2022)
A 37-year-old woman wakes up from a 22-year coma, and returns to the high school where she was once a popular cheerleader to finish her senior year and become prom queen.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like this3000 Miles to Graceland (2001)
It was an ingenious enough plan: rob the Riviera Casino's count room during an Elvis impersonator convention. But Thomas Murphy decided to keep all the money for himself and shot all his partners, including recently-freed ex-con Michael Zane. With $3.2 million at stake, the Marshals Service closing in, Michael must track down Murphy.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisRun Ronnie Run (2002)
A redneck with an uncanny knack for getting arrested becomes the star of his own reality program.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisAmerican Reunion (2012)
The characters we met a little more than a decade ago return to East Great Falls for their high school reunion. In one long-overdue weekend, they will discover what has changed, who hasn’t, and that time and distance can’t break the bonds of friendship.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGhostbusters (2016)
Following a ghost invasion of Manhattan, paranormal enthusiasts Erin Gilbert and Abby Yates, nuclear engineer Jillian Holtzmann, and subway worker Patty Tolan band together to stop the otherworldly threat.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisCapture the Flag (2015)
When the brave and determined 12-year-old Mike Goldwing discovers that an eccentric billionaire plans to fly to the moon, steal its vast, valuable natural resources, and destroy the American flag planted by the Apollo XI astronauts during man's historic moon landing, the countdown to a spectacular adventure begins! Mike, teamed with his grandfather, best friends Amy and Marty, and a clever chameleon, blasts off on an incredible moon-bound mission, determined to thwart the billionaire's evil plan, capture the flag, and reunite his family.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisValentine's Day (2010)
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisBeauty & the Briefcase (2010)
A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisLittle Fockers (2010)
It has taken 10 years, two little Fockers with wife Pam and countless hurdles for Greg to finally get in with his tightly wound father-in-law, Jack. After the cash-strapped dad takes a job moonlighting for a drug company, Jack's suspicions about his favorite male nurse come roaring back. When Greg and Pam's entire clan descends for the twins' birthday party, Greg must prove to the skeptical Jack that he's fully capable as the man of the house.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisBoy (2010)
Boy, an 11-year-old child and devout Michael Jackson fan who lives on the east coast of New Zealand in 1984, gets a chance to know his absentee criminal father, who has returned to find a bag of money he buried years ago.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisPaul (2011)
For the past 60 years, a space-traveling smart-ass named Paul has been locked up in a top-secret military base, advising world leaders about his kind. But when he worries he’s outlived his usefulness and the dissection table is drawing uncomfortably close, Paul escapes on the first RV that passes by his compound in Area 51. Fortunately, it contains the two earthlings who are most likely to rescue and harbor an alien on the run.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisCats & Dogs: The Revenge of Kitty Galore (2010)
The ongoing war between the canine and feline species is put on hold when they join forces to thwart a rogue cat spy with her own sinister plans for conquest.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisArthur (2011)
A drunken playboy stands to lose a wealthy inheritance when he falls for a woman that his family doesn't like.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisCars 2 (2011)
Star race car Lightning McQueen and his pal Mater head overseas to compete in the World Grand Prix race. But the road to the championship becomes rocky as Mater gets caught up in an intriguing adventure of his own: international espionage.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like The Boss?
The closest matches to The Boss are Married to the Mob (1988), The Stöned Age (1994) and Jackass Presents: Bad Grandpa (2013). Below are 27 more, each with the reason it matches.
What should I watch after The Boss?
Start with Married to the Mob (1988), the closest match to The Boss.
What is the highest-rated movie like The Boss?
Office Space (1999), rated 7.4/10 by 3,597 TMDB users.
What is the newest movie like The Boss?
Idiots (2026) is the most recent release on this list.
Are there English movies like The Boss?
Yes: Married to the Mob (1988), The Stöned Age (1994) and Jackass Presents: Bad Grandpa (2013).
How are movies similar to The Boss chosen?
First come films that Trakt’s viewers watch alongside The Boss, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.