Best movies like You Can't Win
A unique, carefully handpicked, selection of the best movies like You Can't Win Starring Michael Pitt, Jeremy Allen White, Hannah Marks, Will Patton, and more. If you liked You Can't Win then you may also like: Pooh's Heffalump Movie, The Naked Earth, Running Time, Jason's Lyric, Bite the Bullet and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.
A drama set in the 1920s hobo underworld and centered on the unusual friendship between an adventurer and a young prostitute alongside Black's life on the road, in prison and his various criminal capers in the American and Canadian west from the late 1880s to early 20th century.
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The Naked Earth
Africa, early 20th century, an Englishman marries the girlfriend of a late friend and faces natives and adventures, on the banks of a river infested with crocodiles.
Running Time
Carl, a career criminal, receives an early release from prison and immediately begins preparations for his next big heist.
Jason's Lyric
The story of a young man who must confront his own fears about love as well as his relationships with family and friends.
Bite the Bullet
At the beginning of the 20th century, a newspaper organizes an endurance horse race : 700 miles to run in a few days. 9 adventurers are competing, among them a woman, Miss Jones, a Mexican, an Englishman, a young cow-boy, an old one and two friends, Sam Clayton and Luke Matthews. All those individualists will learn to respect each other.
Early Release
Taylor Reynolds, a typical suburban mom, who made some bad life decisions and was sentenced to three years in jail for a DUI and possession of drugs. After her release, Taylor fights the stigma of her past misdeeds, works to regain the support of her daughter Bianca and husband Jeff, and once again become a contributing member of society. But just when Taylor's life is getting back on track, her former cellmate and career criminal, Meghan Flanagan, unexpectedly appears and invades Taylor's world. Meghan has a devious plan. She wants Taylor to come clean and confess the truth behind her early release. Taylor will stop at nothing to keep her family safe from Meghan, even if it means stepping back into the world she ultimately escaped.
Pete's Dragon
Pete, a young orphan, runs away to a Maine fishing town with his best friend a lovable, sometimes invisible dragon named Elliott! When they are taken in by a kind lighthouse keeper, Nora, and her father, Elliott's prank playing lands them in big trouble. Then, when crooked salesmen try to capture Elliott for their own gain, Pete must attempt a daring rescue.
Salaam Bombay!
After destroying his older brother's motorbike in retaliation for his constant bullying, 11-year-old Krishna is sent to a traveling circus to earn money to pay for the bike's repairs, but soon winds up in the streets of Bombay's poorest slums. There, he befriends the drug dealer Chillum and young prostitute Sola Saal, while trying to make enough money at a neighborhood tea stall to repay his debt to his family.
Miller's Crossing
Set in 1929, a political boss and his advisor have a parting of the ways when they both fall for the same woman.
Firestorm
Firefighter Jesse Graves has to save ornithologist Jennifer and other people caught in a forest fire, which was set up by the lawyer of convicted killer Earl Shaye, who escaped from the prison with several of his inmates posing as firefighters to recover $37,000,000 in stashed loot.
Gettin' Square
Gettin' Square is about starting over, keeping clean and going straight. Barry Wirth is fresh out of prison and determined to stay on the straight and narrow. But like his mate Johnny 'Spit' Spiteri and reformed gangster turned restaurateur Dabba, he finds out the hard way that there are old scores and a few new ones that'll make getting square a lot harder than he thought.
Madea Goes to Jail
After a high-speed car chase, Madea winds up behind bars because her quick temper gets the best of her. Meanwhile, Assistant District Attorney Josh Hardaway lands a case that's too personal to handle: that of a young prostitute and former drug addict named Candace. When Candace winds up in jail, Madea takes the young woman under her protective wing.
The Grey Fox
Old West highwayman Bill Miner, known to Pinkertons as "The Gentleman Bandit," is released in 1901 after 33 years in prison, a genial and charming old man. Entering a world unfamiliar to him, he returns to the only thing that gives him purpose — robbery.
Penitentiary
A hitchhiker named Martel Gordone gets in a fight with two bikers over a prostitute, and one of the bikers is killed. Gordone is arrested and sent to prison, where he joins the prison's boxing team in an effort to secure an early parole and to establish his dominance over the prison's toughest gang.
The Tramp
The Little Fellow finds the girl of his dreams and work on a family farm. He helps defend the farm against criminals, and all seems well, until he discovers the girl of his dreams already has someone in her life. Unwilling to be a problem in their lives, he takes to the road, though he is seen skipping and swinging his cane as if happy to be back on the road where he knows he belongs.
Someone Else's America
This tale takes place in a bar. The Spanish Alonso and his blind mother run this place. Bay, who is Alonso's friend live here too. This story tells something about Alonso and Bay and the "American Dream".
What Doesn't Kill You
Two childhood friends from South Boston turn to crime as a way to get by, ultimately causing a strain in their personal lives and their friendship.
Ava's Possessions
Ava is recovering from demonic possession. With no memory of the past month, she must attend a Spirit Possessions Anonymous support group to figure out what happened. Ava's life was hijacked by a demon, now it's time to get it back.
The Colombian Connection
The year is 1976 and it is a dangerous year in the Straits of Yucatan. The man is Jack Hooks, a former cop set up by his corrupt partner and sent to jail for a drug crime he didn't commit. After being yanked out of prison with an early release deal offered by the DEA, he is sent on a do or die mission; bring down the drug trade of his former partner, Frank Rossi and his contacts. Hooks has no choice but to plunge into the underworld of marijuana smuggling by making one big run through the narrow channel that flows between Cuba and Mexico, also known as "The Eye", and into the heart of a violent Colombian drug ring.
Billy: The Early Years
Most of us know Billy Graham as the self-assured and charismatic preacher who became one of the most important figures of 20th Century Christianity. Now, with the release of Billy: The Early Years, we meet Billy as the earnest and promising young man at the crossroads of faith and doubt, ultimately facing the moment of decision that launched one of history’s most powerful evangelistic careers.
The Traveling Executioner
Jonas Candide performs his job as state executioner in early 20th century Mississippi like a combination preacher and carnival barker, persuading condemned men to accept their deaths before electrocuting them on his electric chair. After he's assigned his first woman to execute, however, Jonas' sense of purpose is shaken.
Criminal Audition
An ex-lawyer and his team run an underworld service, they seek the most desperate and greedy to become fake criminals to take the fall for the rich and powerful's crimes in a process known as `Criminal Audition'.
Scared Straight! 20 Years Later
Adults meet up with the people who changed their lives twenty years ago by confronting them about their lifestyles as teenagers.
The Angry Earth
About the oppression of the Welsh coal miners during the 19th century and early 20th century as seen through the the eyes of Gwen, a 110 year old woman.
Scared Straight! Another Story
A group of young delinquents well on the road to careers in crime, are given a shock course in prison life. Brought face to face with hardened criminals many serving life sentences for rape and murder, they are suddenly confronted with the harsh realities of a top-security U.S. Penitentiary.
Gaiety George
The life of Irishman George Howard who buys an English theatre and strives to improve the standard of musical entertainment. Set in the late 19th and early 20th centuries and loosely based on fact.
Pooh's Heffalump Movie
Who or what exactly is a Heffalump? The lovable residents of the Hundred Acre Wood -- Winnie the Pooh, Rabbit, Tigger, Eeyore, Kanga and the rest of the pack -- embark on a journey of discovery in search of the elusive Heffalump. But as is always the case, this unusual road trip opens their eyes to so much more than just the creature they're seeking.