Skip to content

Movies like If I Were the Boss... (1981)

The best movies like If I Were the Boss... (1981) are Kidnapping, Caucasian Style (1967), The Land of OZ (2015) and Son of a Rich 2 (2024). If If I Were the Boss... hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Kidnapping, Caucasian Style (1967)

    Shurik, a kind but naïve ethnography student, falls in love with the intelligent, athletic and beautiful All-Union Leninist Young Communist League member Nina. He has a rival in the wealthy comrade Saakhov, who concocts a kidnapping scheme to force Nina to marry him.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  2. The Land of OZ (2015)

    In Yekaterinburg over the Christmas period, shop assistant Lenka Shabadinova experiences a number of incredible events and unexpected meetings.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  3. Son of a Rich 2 (2024)

    Grigory, the son of an oligarch, is fully rehabilitated after his humbling experience as a 19th-century serf. Moreover, he develops a strong sense of moral justice. When he meets a pampered young socialite named Katya, he is abhorred by her insolent escapades. Grigory transports Katya “back in time” to teach her a valuable lesson about humility.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  4. Peculiarities of the National Hunt (1995)

    A Finn preparing a work on the Russian hunting traditions and customs, comes to Russia to collect materials and is invited to take part in a hunting party. His flamboyant companions include an Army general, with more than a passing resemblance to Aleksander Lebed, a police detective, local forest ranger (a devotee of Zen Buddhism) and some big-city types from St. Petersburg. Inevitably, their good intentions soon give way to endless drinking, visits to local farm girls and much else besides.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  5. 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 this
  6. Eddie Murphy Raw (1987)

    Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  7. The 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 this
  8. The 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 this
  9. Maksim Perepelitsa (1955)

    Maksim Perepelitsa is a cheerful, mischievous and resourceful young man from a Ukrainian village. He loves to make up stories and invent practical jokes. When he is drafted into the Russian Army, he doesn't stop his antics.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  10. The F**k-It List (2020)

    After a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  11. 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

    Popcorn FlickMovies like this
  12. 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

    Popcorn FlickMovies like this
  13. Gabriel 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 this
  14. Jerry Seinfeld: 23 Hours to Kill (2020)

    Jerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  15. Ricky Gervais: Armageddon (2023)

    Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  16. I Love My Dad (2022)

    A hopelessly estranged father catfishes his son in an attempt to reconnect.

    Why it matches: Recommended by TMDB viewers · both comedy

  17. The Roast of Tom Brady (2024)

    Offensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  18. I'm Losing It (2018)

    There's two great loves in Anya's life, her athlete boyfriend Zhenya and food. Zhenya is not happy how Anya has been gaining weight due to her eating habits and decides to dump her. But Anya doesn't want to give up and decides to get rid of excess weight with the help of Nikolai, an overweight man obsessed with the healthy living.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  19. Old Boys (2018)

    In the school-set re-working of Cyrano, an awkward but imaginative pupil helps the handsome but spectacularly dim school-hero pursue the fiery daughter of a visiting French teacher.

    Why it matches: Recommended by TMDB viewers · both comedy

    Popcorn FlickMovies like this
  20. Bill Burr: Why Do I Do This? (2008)

    One of America's fastest-rising comedians, Bill Burr wields his razor-sharp wit with rare skill. In this brand-new stand-up performance, Bill takes aim at the stuff that drives us crazy, political correctness gone haywire, and girlfriends, or as he calls them: relentless psycho robots. A keenly observant social commentator, Bill Burr is also one of the funniest voices in comedy today.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this

Like If I Were the Boss... and something else?

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

Frequently asked questions

What are the best movies like If I Were the Boss...?

The closest matches to If I Were the Boss... are Kidnapping, Caucasian Style (1967), The Land of OZ (2015) and Son of a Rich 2 (2024). Below are 17 more, each with the reason it matches.

What should I watch after If I Were the Boss...?

Start with Kidnapping, Caucasian Style (1967), the closest match to If I Were the Boss....

What is the highest-rated movie like If I Were the Boss...?

Kidnapping, Caucasian Style (1967), rated 7.7/10 by 310 TMDB users.

What is the newest movie like If I Were the Boss...?

The Roast of Tom Brady (2024) is the most recent release on this list.

How are movies similar to If I Were the Boss... chosen?

First come films that Trakt’s viewers watch alongside If I Were the Boss..., then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page