Dynamic Watchlist Hub: May 11, 2026

10 Best Movies Like The Trouble with Bliss

If you loved The Trouble with Bliss, 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 The Trouble with Bliss.

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#1
Greenberg

Greenberg

2010★ 5.9

Why watch this? A perfect follow-up to The Trouble with Bliss for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Roger Greenberg, a failed musician now making a living as a carpenter in New York, returns to Los Angeles to house-sit for his brother. He's stranded there—since he doesn't drive—u...

#2
Jack Goes Boating

Jack Goes Boating

2010★ 6.0

Why watch this? A perfect follow-up to The Trouble with Bliss for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

A limo driver's blind date sparks a tale of love, betrayal, friendship and grace—centered on two working-class New York City couples....

#3
The Giant Mechanical Man

The Giant Mechanical Man

2012★ 6.5

Why watch this? A perfect follow-up to The Trouble with Bliss for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him....

#4
The Best You Can

The Best You Can

2025★ 7.0

Why watch this? A perfect follow-up to The Trouble with Bliss for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, ...

#5
Cosi

Cosi

1996★ 6.1

Why watch this? A perfect follow-up to The Trouble with Bliss for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Lewis, a young amateur theater director, is offered a job with a governmental program for the rehabilitation of mentally ill patients in a Sydney institution. His project is overru...

#6
Cherry

Cherry

2010★ 6.2

Why watch this? A perfect follow-up to The Trouble with Bliss for fans of Comedy & Drama & Romance. It captures a similar light-hearted atmosphere.

Ivy League Freshman, Aaron Milton (17) gets a different kind of education when he falls for Linda (34) a vivacious former wild-child who has returned to college to straighten out h...

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