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Movies Like Like a Boss

After experiencing Like a Boss, you will appreciate how these films 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 compelling continuation of these themes.

Mood Breakdown
Runtime Cluster

Standard feature-length experiences.

Viewer Fit

Best for fans of who appreciate concise storytelling.

Top Picks

Good Advice
5.8

Good Advice

2001

An investment banker loses everything and must discover what's really important in life.

...All the Marbles
6.2

...All the Marbles

1981

A two-bit promoter tries to take a women's wrestling team to the top.

The Hangover Part III
6.2

The Hangover Part III

2013

This time, there's no wedding. No bachelor party. What could go wrong, right? But when the Wolfpack hits the road, all bets are off.

Babes
5.9

Babes

2024

After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.

Bridget Jones: Mad About the Boy
6.4

Bridget Jones: Mad About the Boy

2025

Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.

The Ladies Man
6.3

The Ladies Man

1961

After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?

Someone Great
6.4

Someone Great

2019

An aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken heart, she and her two best friends spend one outrageous last adventure in New York City.

My Sassy Girl
6.7

My Sassy Girl

2008

A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.

More Movies Like Like a Boss

Do Revenge
6.4

Do Revenge

2022

A dethroned queen bee at a posh private high school strikes a secret deal with an unassuming new student to enact revenge on one another’s enemies.

The Wrong Paris
6.7

The Wrong Paris

2025

Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

All About Nina
5.9

All About Nina

2018

Nina Geld's passion and talent have made her a rising star in the comedy scene, but she's an emotional mess offstage. When a new professional opportunity coincides with a romantic one, she is forced to confront her own deeply troubled past.

Marc Maron: End Times Fun
6.9

Marc Maron: End Times Fun

2020

Marc Maron wades through a swamp of vitamin hustlers, evangelicals and grown male nerd children, culminating in a gleefully filthy end-times fantasy.

Hollywood Stargirl
6.6

Hollywood Stargirl

2022

When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.

Anchors Aweigh
6.8

Anchors Aweigh

1945

Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.

Splendor
6.1

Splendor

1999

Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

Jim Jefferies: High n' Dry
6.4

Jim Jefferies: High n' Dry

2023

No topic is off limits for Jim Jefferies as he muses on stoned koalas, his dad’s vasectomy confusion and choosing between his hair and his sex drive.

Small Apartments
5.8

Small Apartments

2012

When a clumsy deadbeat accidentally kills his landlord, he must do everything in his power to hide the body, only to find that the distractions of lust, the death of his beloved brother, and a crew of misfit characters force him on a journey where a fortune awaits him.

10 Years
5.8

10 Years

2012

A group of friends reunite ten years after their high-school graduation.

Standing Up, Falling Down
6.3

Standing Up, Falling Down

2020

An unlikely friendship kindles between a struggling stand-up comedian from L.A. — forced to move back home to Eastern Long Island with his tail between his legs — and a tragically flawed, but charming and charismatic, alcoholic dermatologist. Discovering to be kindred spirits, each helps the other find healing, in addition to the confidence to face the "failures" in their lives.

The Clique
5.9

The Clique

2008

A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.

Why These Movies Are Similar

These recommendations share core qualities with Like a Boss (2020): 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 Like a Boss.

See full details for Like a Boss (2020)

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