Dynamic Watchlist Hub: Mar 11, 2026

10 Best Movies Like My Boss

If you loved 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 My Boss.

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#1
Roman Holiday

Roman Holiday

1953★ 7.9

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

Overwhelmed by her suffocating schedule, touring European princess Ann takes off for a night while in Rome. When a sedative she took from her doctor kicks in, however, she falls as...

#2
The Terminal

The Terminal

2004★ 7.4

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

An Eastern European tourist unexpectedly finds himself stranded in JFK airport, and must take up temporary residence there....

#3
Trouble in Paradise

Trouble in Paradise

1932★ 7.4

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

Thief Gaston Monescu and pickpocket Lily are partners in crime and love. Working for perfume company executive Mariette Colet, the two crooks decide to combine their criminal talen...

#4
The Proposal

The Proposal

2009★ 7.1

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

When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her....

#5
Njan Prakashan

Njan Prakashan

2018★ 6.9

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

Pining for a lavish life abroad, a lazy but lovable guy next door crafts a scam to avoid a career in nursing and find a wealthy spouse to secure a visa....

#6
Chupke Chupke

Chupke Chupke

1975★ 7.1

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

Sulekha is in awe of her brother-in-law Raghavendra for his intelligence. Parimal, her husband, decides to take up the challenge of fooling Raghavendra and goes to work for him as ...