Movies Like The Winning Season
If you liked The Winning Season (2009), a comedy and drama movie directed by Jim Strouse, 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
72 HOURS (2026)
★ 6.8/10Also comedyTo save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.
- 2
Goon (2012)
★ 6.4/10Also comedy and dramaDoug Glatt, a slacker who discovers he has a talent for brawling, is approached by a minor league hockey coach and invited to join the team as the "muscle." Despite the fact that Glatt can't skate, his best friend…
- 3
White Men Can't Jump (1992)
★ 6.7/10Also comedy and dramaTwo street basketball hustlers try to con each other, then team up for a bigger score.
- 4
21 & Over (2013)
★ 5.8/10Also comedyBrilliant student Jeff Chang has the most important interview of his life tomorrow. But today is still his birthday, what starts off as a casual celebration with friends evolves into a night of debauchery that risks to…
- 5
White Men Can't Jump (2023)
★ 6.4/10Also comedy and dramaSeemingly opposite street hoopers, Jeremy, an injury prone former star, and Kamal, a has-been prodigy, team up to take one final shot at living out their dreams.
- 6
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
- 7
Somewhere in Queens (2023)
★ 6.3/10Also comedy and dramaLeo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tears the family apart trying to make it…
- 8
The Disaster Artist (2017)
★ 7.1/10Also comedy and dramaAn aspiring actor in Hollywood meets an enigmatic stranger by the name of Tommy Wiseau, the meeting leads the actor down a path nobody could have predicted; creating the worst movie ever made.
- 9
Run Ronnie Run (2002)
★ 5.9/10Also comedyA redneck with an uncanny knack for getting arrested becomes the star of his own reality program.
- 10
About Alex (2014)
★ 6.1/10Also comedy and dramaWhen 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…
- 11
Snack Shack (2024)
★ 7.4/10Also comedy and dramaInseparable best friends AJ and Moose decide to run the local pool's snack shack after their plan to sell home-brewed beer goes down the drain. Things take a turn when they meet Brooke, an effortlessly cool lifeguard…
- 12
God Bless America (2012)
★ 7/10Also comedy and dramaFed up with the cruelty and stupidity of American culture, an unlikely duo goes on a killing spree, killing reality TV stars, bigots and others they find repugnant.
- 13
Splitsville (2025)
★ 6.3/10Also comedyAfter Ashley asks for a divorce, good-natured Carey runs to his friends, Julie and Paul, for support. He’s shocked to discover that the secret to their happiness is an open marriage, that is until Carey crosses the…
- 14
Standing Up, Falling Down (2020)
★ 6.3/10Also comedy and dramaAn unlikely friendship kindles between a struggling stand-up comedian from L.A. — forced to move back home to Eastern Long Island with his tail between his legs — and a tragically flawed, but charming and charismatic…
- 15
Hardball (2001)
★ 6.5/10Also dramaAn aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.
- 16
Family Weekend (2013)
★ 6.3/10Also comedy and dramaA 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.
- 17
Booksmart (2019)
★ 7/10Also comedyTwo academic teenage superstars realize, on the eve of their high school graduation, that they should have worked less and played more. Determined to never fall short of their peers, the girls set out on a mission to…
- 18
Horrible Bosses (2011)
★ 6.6/10Also comedyFor Nick, Kurt and Dale, the only thing that would make the daily grind more tolerable would be to grind their intolerable bosses into dust. Quitting is not an option, so, with the benefit of a few-too-many drinks and…
- 19
Mean Creek (2004)
★ 6.8/10Also dramaTeenagers living in small-town Oregon take a boat trip for a birthday celebration. When they get an idea to play a mean trick on the town bully, it suddenly goes too far. Soon they're forced to deal with the unexpected…
- 20
Jawbreaker (1999)
★ 6.4/10Also comedyWhen an exclusive clique of teenage socialites accidentally murder their best friend on the morning of her birthday, the three girls responsible conspire to hide the truth.