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Movies Like Oscar

Fans of Oscar, will find these recommendations questions the purpose and weight of our choices while grounding the story in targets the intellect with complex, multi-layered ideas. Carefully balances character depth with narrative flow makes this a solid addition to your watchlist.

Mood Breakdown
Runtime Cluster

Standard feature-length experiences.

Viewer Fit

Best for fans of who appreciate concise storytelling.

Top Picks

The Distinguished Gentleman
6.0

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.

American Dreamer
5.8

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.

Fun with Dick and Jane
6.2

Fun with Dick and Jane

2005

After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty good at robbing people and even enjoy it -- but they have second thoughts when they're reminded that crime can hurt innocent people. When the couple hears that Globodyne boss Jack McCallister actually swindled the company, they plot revenge.

How to Succeed in Business Without Really Trying
6.7

How to Succeed in Business Without Really Trying

1967

A young but bright former window cleaner rises to the top of his company by following the advice of a book about ruthless advancement in business.

Playdate
6.0

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.

Thunderstruck
6.1

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.

Things Change
6.1

Things Change

1988

Jerry, a misfit Mafia henchman, is assigned the low-level job of keeping an eye on Gino, a shoe repairman fingered by the Mob to confess to a murder he didn't commit. But Gino's mistaken for a Mafia boss, and the two are suddenly catapulted to the highest levels of mobster status. Only friendship will see them through this dangerous adventure alive!

Brain Donors
6.1

Brain 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.

More Movies Like Oscar

Bugsy Malone
6.6

Bugsy Malone

1976

New York, 1929, a war rages between two rival gangsters, Fat Sam and Dandy Dan. Dan is in possession of a new and deadly weapon, the dreaded "splurge gun". As the custard pies fly, Bugsy Malone, an all-round nice guy, falls for Blousey Brown, a singer at Fat Sam's speakeasy. His designs on her are disrupted by the seductive songstress Tallulah who wants Bugsy for herself.

The Producers
6.2

The Producers

2005

A conniving Broadway producer and his meek accountant plan to profit from charming wealthy old biddies to invest in an overbudget production, and then put on a sure-fire disaster, so nobody will ask for their money back — and what's more disastrous than a tasteless musical celebrating Adolf Hitler.

Rowan Atkinson Live
8.1

Rowan Atkinson Live

1992

Rowan Atkinson and Angus Deayton in Boston doing a live performance of the same styles of humor we've seen in Mr. Bean and Blackadder. Included are lessons on Shakespearean acting, a school headmaster meeting with the father of a boy he's beaten to death, and tips for having a successful date.

Johnny Dangerously
6.3

Johnny Dangerously

1984

An honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.

The Honey Pot
6.4

The Honey Pot

1967

In Venice, a millionaire hires an actor to help him prank three greedy exes into thinking he's dying and leaving his fortune to one of them.

Find Me Guilty
6.6

Find Me Guilty

2006

Based on the true story of Jack DiNorscio, a mobster who defended himself in court for what would be the longest mafia trial in U.S. history.

Fatherhood
7.5

Fatherhood

2021

A widowed new dad copes with doubts, fears, heartache and dirty diapers as he sets out to raise his daughter on his own. Inspired by a true story.

Let's Make Love
6.4

Let's Make Love

1960

When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.

I'm All Right Jack
6.6

I'm All Right Jack

1959

Naive Stanley Windrush looks for a career in a family business. Much to his dismay, he finds work at a munitions factory where he has to start from the bottom, while both the management and the labor union use him as a tool in their fight for power.

The Naked Gun
6.4

The Naked Gun

2025

Only one man has the particular set of skills... to lead Police Squad and save the world: Lt. Frank Drebin Jr. Following in his father's footsteps, he must solve a murder case to prevent Police Squad from closure.

It's Always Fair Weather
7.0

It's Always Fair Weather

1955

Three World War II buddies promise to meet at a specified place and time 10 years after the war. They keep their word only to discover how far apart they've grown. But the reunion sparks memories of youthful dreams that haven't been fulfilled -- and slowly, the three men reevaluate their lives and try to find a way to renew their friendship.

The Producers
7.1

The Producers

1968

A conniving Broadway producer and his meek accountant plan to profit from charming wealthy old biddies to invest in an overbudget production, and then put on a sure-fire disaster, so nobody will ask for their money back — and what's more disastrous than a tasteless musical celebrating Adolf Hitler.

Why These Movies Are Similar

These recommendations share core qualities with Oscar (1991): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Oscar.

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