Movies Like How Not To Try Again

If you liked How Not To Try Again (2026), a drama and comedy movie directed by Sal Brouwer, 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
Not Without Hope (2025)
★ 6.6/10Also drama
A group of friends' fishing boat capsizes off the coast of Mexico and they're left alone stranded at sea and struggling for survival.
2
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.
3
House of D (2004)
★ 6.3/10Also comedy and drama
In the present, artist Tom Warshaw recalls his traumatic coming of age. As a 13-year-old growing up in New York City in 1973, Tom hangs out with Pappass, a mentally disabled man. With Tom's mother battling depression…
4
CQ (2001)
★ 5.9/10Also comedy and drama
A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi…
5
Wicked Little Letters (2024)
★ 6.9/10Also comedy and drama
When the denizens of Littlehampton – including conservative Edith – begin receiving letters full of hilarious profanities, rowdy Irish migrant Rose is charged with the crime. Suspecting something amiss, the town's…
6
Don't Think Twice (2016)
★ 6.4/10Also comedy and drama
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
7
The Odd Life of Timothy Green (2012)
★ 7/10Also drama and comedy
A childless couple bury a box in their backyard, containing all of their wishes for an infant. Soon, a child is born, though Timothy Green is not all that he appears.
8
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.
9
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.
10
Code 3 (2025)
★ 7.1/10Also comedy and drama
A burned-out paramedic tries to survive his last 24 hours on the job while training a new recruit.
11
Sometimes Always Never (2019)
★ 6.4/10Also drama and comedy
Alan is a stylish tailor with moves as sharp as his suits. He has spent years searching tirelessly for his missing son Michael who stormed out over a game of Scrabble. With a body to identify and his family torn apart…
12
Tyler Perry's Madea on the Run - The Play (2017)
★ 7.5/10Also comedy and drama
In trouble with the local authorities, Mabel Simmons, notoriously known as Madea, is on the run from the law. With no place to turn, she moves in with her friend Bam who is recovering from surgery. Unbeknownst to Bam…
13
Family Weekend (2013)
★ 6.3/10Also comedy and drama
A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.
14
About Alex (2014)
★ 6.1/10Also comedy and drama
When a group of old college friends reunite over a long weekend after one of them attempts suicide, old crushes and resentments shine light on their life decisions, and ultimately push friendships and relationships to…
15
Landline (2017)
★ 6.2/10Also comedy and drama
A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.
16
The House of Tomorrow (2019)
★ 6.8/10Also drama and comedy
The film tells futurist, architect, and inventor R. Buckminster Fuller's incredible story through two teens hoping to get laid, become punk gods, and survive high school.
17
Blindspotting (2018)
★ 7.3/10Also comedy and drama
Collin must make it through his final three days of probation for a chance at a new beginning. He and his troublemaking childhood best friend, Miles, work as movers, and when Collin witnesses a police shooting, the two…
18
Almost Friends (2017)
★ 6.3/10Also drama and comedy
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become…
19
Rogue Agent (2022)
★ 6.3/10Also drama
Conman Robert Freegard poses as an undercover MI5 agent and kidnaps countless victims amidst a high-stakes manhunt, until the woman who fell for him brings him to justice.
20
Benny & Joon (1993)
★ 7/10Also comedy and drama
A mentally ill young woman finds love with an eccentric man who models himself after Buster Keaton.