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Movies like Bringing Up Bobby (2011)

The best movies like Bringing Up Bobby (2011) are The Distinguished Gentleman (1992), Thunderstruck (2012) and Taking Care of Business (1990). If Bringing Up Bobby hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The 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

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  2. Thunderstruck (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

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  3. 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

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  4. Little 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

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  5. Easy 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

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  6. My Spy (2020)

    A hardened CIA operative finds himself at the mercy of a precocious 9-year-old girl, having been sent undercover to surveil her family.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. The Million Pound Note (1954)

    An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he tries to use the note to buy something, people treat him like a king and let him have whatever he likes for free. Ultimately, the money proves to be more troublesome than it is worth when it almost costs him his dignity and the woman he loves.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. Much 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

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  9. American 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

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  10. Playdate (2025)

    When out-of-work accountant Brian joins stay-at-home dad Jeff for a playdate with their sons, he expects a laid-back afternoon. Instead, they're chased by mercenaries, and Brian—totally unprepared—must survive one absurd obstacle after another.

    Why it matches: Recommended by TMDB viewers · both comedy

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  11. The 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

  12. About My Father (2023)

    Encouraged by his girlfriend Ellie, Sebastian and his Italian immigrant father, Salvo, spend the 4th of July weekend with her wealthy and exceedingly eccentric family. The gathering soon develops into a culture clash, allowing father and son to discover the true meaning of family.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Oscar (1991)

    Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets about to keep his promise.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. Delivery Man (2013)

    An affable underachiever finds out he's fathered 533 children through anonymous donations to a fertility clinic 20 years ago. Now he must decide whether or not to come forward when 142 of them file a lawsuit to reveal his identity.

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. Class 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

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  16. St. Vincent (2014)

    A young boy whose parents just divorced finds an unlikely friend and mentor in the misanthropic, bawdy, hedonistic, war veteran who lives next door.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. Best Player (2011)

    After his parents decide to move to a retirement home in Florida, professional gamer Quincy “Q” Johnson (Jerry Trainor) must find a way to raise 175,000 dollars to buy his family home. After hearing about a tournament for the game “Black Hole” with a grand prize of 175,500 dollars, Quincy enters the tournament, only to be faced with a new challenge. An equally skilled gamer, named Chris Saunders “Prodigy” (Jeanette McCurdy), has become the one block in Quincy’s plan, defeating him at every turn. Quincy then teams-up with his friend Wendell (Amir Talai), to try and find ways to stop Chris from entering the tournament.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Daddy's Home 2 (2017)

    Father and stepfather Dusty and Brad join forces to make Christmastime perfect for the children. Their newfound partnership soon gets put to the test when Dusty's old-school, macho dad and Brad's gentle father arrive to turn the holiday upside down. After a sudden change in plans, the four men decide to take the kids to a luxury resort for a fun-filled getaway that turns into a hilarious and chaotic adventure.

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. Horrible Bosses 2 (2014)

    Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.

    Why it matches: Recommended by TMDB viewers · both comedy

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  20. Good Fortune (2025)

    A well-meaning but rather inept angel named Gabriel meddles in the lives of a struggling gig worker and a wealthy capitalist.

    Why it matches: Recommended by TMDB viewers · both comedy

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  21. Confetti (2006)

    A mockumentary that follows three couples as they battle it out to win the coveted title of 'Most Original Wedding of the Year'.

    Why it matches: Similar story and style · both comedy

  22. Stick It (2006)

    Haley is a naturally gifted athlete but, with her social behavior, the teen seems intent on squandering her abilities. After a final brush with the law, a judge sentences her to an elite gymnastics academy run by a legendary, hard-nosed coach. Once there, Haley's rebellious attitude wins her both friends and enemies.

    Why it matches: Similar story and style · both comedy

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  23. Material Girls (2006)

    Two wealthy sisters, both heiresses to their family's cosmetics fortune, are given a wake-up call when a scandal and ensuing investigation strip them of their wealth.

    Why it matches: Similar story and style · both comedy

  24. The Color of Milk (2004)

    Selma's mother died giving birth to her, and Selma's step aunt is living proof that men only cause trouble. So the 11 year old girl makes a deal with her best friends that they will stay away from boys and dedicate their lives to science. And by the way, Selma was probably born on another planet and not meant to fall in love with anyone. But what happens when her friends break the pact, and she actually meets a boy who's not like the rest?

    Why it matches: Similar story and style · both comedy

  25. Avenue Montaigne (2006)

    A young woman arrives in Paris where she finds a job as a waitress in bar next on Avenue Montaigne that caters to the surrounding theaters and the wealthy inhabitants of the area. She will meet a pianist, a famous actress and a great art collector, and become acquainted with the "luxurious" world her grandmother has told her about since her childhood.

    Why it matches: Similar story and style · both comedy

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  26. Men... (1985)

    A successful, womanizing middle-aged man decides to move out of the house he shares with his wife after she confesses to having an affair. He looks for a new place to live and ends up moving into his wife's lover's apartment as a roommate. The husband begins to take an interest in the artistic work of the lover and coaches him for a big job interview. Little does he know that the job he's helping the lover to get is within his own company... A story about strange circumstances and the limits of friendship.

    Why it matches: Similar story and style · both comedy

  27. Threesome (2014)

    Som, an ordinary young woman who works as a movie make-up artist. Her longtime live-in boyfriend Rang is also in the business. But the handsome musclebound prop guy – always wearing tight, biceps-baring vest T-shirts – captures many adoring eyes, like that slutty actress, but also his straight-acting gay boss and just about anyone else with a pulse.

    Why it matches: Similar story and style · both comedy

  28. Helicopter Mom (2015)

    Maggie Cooper thinks it would be really cool if her son Lloyd were gay. So cool, in fact, that she outs him to the entire school.

    Why it matches: Similar story and style · both comedy

  29. Undocumented (2025)

    A traveler from the future wanders through Argentina, while the world is on the brink of an atomic war.

    Why it matches: Similar story and style · both comedy

  30. Family (2018)

    Kate Stone is career-focused with a brash attitude that keeps relationships at an arm's length. When her estranged brother calls asking her to baby-sit her tween niece Maddie, Kate reluctantly agrees to help. But baby-sitting overnight unexpectedly turns into a week, and Kate's life spins into chaos. As Maddie reveals stories of being bullied and of wanting to run away and be a Juggalo, the two form a unique bond.

    Why it matches: Similar story and style · both comedy

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Like Bringing Up Bobby and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Bringing Up Bobby?

The closest matches to Bringing Up Bobby are The Distinguished Gentleman (1992), Thunderstruck (2012) and Taking Care of Business (1990). Below are 27 more, each with the reason it matches.

What should I watch after Bringing Up Bobby?

Start with The Distinguished Gentleman (1992), the closest match to Bringing Up Bobby.

What is the highest-rated movie like Bringing Up Bobby?

St. Vincent (2014), rated 7.1/10 by 2,173 TMDB users.

What is the newest movie like Bringing Up Bobby?

Playdate (2025) is the most recent release on this list.

Are there English movies like Bringing Up Bobby?

Yes: The Distinguished Gentleman (1992), Thunderstruck (2012) and Taking Care of Business (1990).

How are movies similar to Bringing Up Bobby chosen?

First come films that Trakt’s viewers watch alongside Bringing Up Bobby, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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