Dynamic Watchlist Hub: May 18, 2026

10 Best Movies Like You're My Boss

If you loved You're My Boss, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for You're My Boss.

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#1
Love Is in the Air

Love Is in the Air

2023★ 6.2

Why watch this? A perfect follow-up to You're My Boss for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever....

#2
Players

Players

2024★ 6.1

Why watch this? A perfect follow-up to You're My Boss for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it take...

#3
Set It Up

Set It Up

2018★ 6.9

Why watch this? A perfect follow-up to You're My Boss for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other....

#4
Love, Weddings & Other Disasters

Love, Weddings & Other Disasters

2020★ 5.9

Why watch this? A perfect follow-up to You're My Boss for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love....

#5
Relationship Goals

Relationship Goals

2026★ 5.8

Why watch this? A perfect follow-up to You're My Boss for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemis...

#6
The Matchbreaker

The Matchbreaker

2016★ 5.9

Why watch this? A perfect follow-up to You're My Boss for fans of Romance & Comedy. It captures a similar light-hearted atmosphere.

When an idealistic romantic gets fired from his day job, he is offered a "one-time gig" to break up a girl's relationship for her disapproving parents. This "one-time" gig spreads ...

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