Movies Like My Stupid Boss

If you liked My Stupid Boss (2016), a comedy and drama movie directed by Upi, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Call Me Crazy: A Five Film (2013)
★ 7/10Also drama
A psychotherapist helps a law student cope with schizophrenia in one of five interconnected tales dealing with mental illness.
2
The Girl in the Book (2015)
★ 5.8/10Also drama
The story of a young writer's transformation when her past invades her present.
3
The Trouble with Angels (1966)
★ 6.7/10Also comedy
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and…
4
Mr. Morgan's Last Love (2013)
★ 6.6/10Also drama and comedy
A widowed professor living in Paris develops a special relationship with a younger French woman.
5
It Runs in the Family (2003)
★ 6/10Also comedy and drama
This is the story of a dysfunctional New York family, and their attempts to reconcile
6
SubUrbia (1997)
★ 6.2/10Also comedy and drama
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
7
Moxie (2021)
★ 7.2/10Also comedy and drama
Inspired by her mom's rebellious past and a confident new friend, a shy 16-year-old publishes an anonymous zine calling out sexism at her school.
8
My Own Love Song (2010)
★ 6.2/10Also comedy and drama
A wheelchair-bound singer and her best friend embark on a roadtrip to Memphis.
9
Afterlife of the Party (2021)
★ 6.7/10Also comedy and drama
A social butterfly who dies during her birthday week is given a second chance to right her wrongs on Earth.
10
A Dog Year (2009)
★ 6.1/10Also comedy and drama
Jon Katz is close to burnout. He's a writer with writer's block; his wife has left for her sister's because he's emotionally distant; he rarely answers his phone. A kennel sends him a border collie that's undisciplined…
11
Young Adult (2011)
★ 5.8/10Also comedy and drama
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.
12
Nothing in Common (1986)
★ 5.9/10Also drama and comedy
A successful advertising executive finds his freewheeling life crashing to a halt when his parents end their longtime marriage.
13
Thunderstruck (2012)
★ 6.2/10Also comedy
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.
14
Chang Can Dunk (2023)
★ 6.7/10Also comedy and drama
Chang, a 16-year-old, Asian American, bets the high school basketball star that he can dunk by Homecoming. The bet leads 5' 8" Chang on a quest to learn to dunk—not only to impress his crush, Kristy, but to gain the…
15
Invader Zim: Enter the Florpus (2019)
★ 7.4/10Also comedy
ZIM discovers his almighty leaders never had any intention of coming to Earth and he loses confidence in himself for the first time in his life, which is the big break his human nemesis, Dib has been waiting for.
16
The Good Half (2024)
★ 6.2/10Also comedy and drama
Renn Wheeland returns home to Cleveland for his mother's funeral. Once there, he forges new relationships while healing old ones, before confronting his problems and trying to face his grief.
17
The Caveman's Valentine (2001)
★ 5.9/10Also drama
Romulus, a misunderstood musician turned recluse hiding from personal demons in a New York City cave, finds the frozen body of a young drifter in a tree. The authorities, including his police officer daughter, claim…
18
TalhotBlond (2012)
★ 6.3/10Also drama
Thomas Montgomery, a married father of two young daughters, gets seduced by the world of online gambling and chat rooms where a virtual romance and sexual obsession ultimately leads to the murder of an innocent man.
19
Roll Bounce (2005)
★ 6.9/10Also comedy and drama
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.
20
Corner Office (2023)
★ 6.5/10Also comedy and drama
In this office satire, Orson, a straight-laced employee, retreats to a blissfully empty corner office to get away from his lackluster colleagues. But why does this seem to upset them so much?