Movies Like Broke Even

If you liked Broke Even (2000), a movie directed by David Feldman, 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
On Swift Horses (2025)
★ 6.2/10
Returning from the Korean War, Lee wants to begin a new life with his wife Muriel in California. But when his charismatic brother Julius arrives, their lives begin to change. Julius’s rebellious streak rubs off on…
2
The Distinguished Gentleman (1992)
★ 6/10
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
3
Vegas Vacation (1997)
★ 6/10
The Griswold family hits the road again for a typically ill-fated vacation, this time to the glitzy mecca of slots and showgirls—Las Vegas.
4
Bank of Dave (2023)
★ 6.9/10
The true story of how Dave Fishwick, a working class man and self-made millionaire, fought to set up a community bank so that he could help the local businesses of Burnley not only survive, but thrive. In his bid to…
5
Stranger Than Paradise (1984)
★ 7.2/10
New York layabout Willie forms an unexpected bond with his young Hungarian cousin Eva when she pays him a surprise visit. Later, Eva moves in with their aunt in Cleveland, and Willie takes his best friend Eddie to see…
6
Born Yesterday (1950)
★ 7.3/10
Uncouth, loud-mouth junkyard tycoon Harry Brock descends upon Washington D.C. to buy himself a congressman or two, bringing with him his mistress, ex-showgirl Billie Dawn.
7
Indecent Proposal (1993)
★ 6.4/10
John Gage offers a down-on-his-luck yuppie husband $1 million for the opportunity to spend the night with the man's wife.
8
Guys and Dolls (1955)
★ 6.6/10
In New York, a gambler is challenged to take a Salvation Army missionary to Havana, and unexpectedly they fall for each other. And the bet has a hidden motive ... classic song and dance ensues!
9
The 40 Year-Old Virgin (2005)
★ 6.4/10
Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers…
10
50 First Dates (2004)
★ 6.9/10
Henry is a player skilled at seducing women. But when this veterinarian meets Lucy, a girl with a quirky problem when it comes to total recall, he realizes it's possible to fall in love all over again…and again, and…
11
You Can't Take It with You (1938)
★ 7.5/10
Alice, the only relatively normal member of the eccentric Sycamore family, falls in love with Tony Kirby, but his wealthy banker father and snobbish mother strongly disapprove of the match. When the Kirbys are invited…
12
Bookies (2003)
★ 6.3/10
Four college friends become small-time bookies, only to find their world spinning dangerously out of control when their greed attracts the attention of organized crime.
13
Choke (2008)
★ 6.1/10
A sex-addicted con-man pays for his mother's hospital bills by playing on the sympathies of those who rescue him from choking to death.
14
Mississippi Grind (2015)
★ 6/10
Gerry is a talented but down-on-his-luck gambler whose fortunes begin to change when he meets Curtis, a younger, highly charismatic poker player. The two strike up an immediate friendship and Gerry quickly persuades…
15
Office Romance (2026)
★ 6.4/10
Jackie, President and CEO of Air Cruz, runs a tight ship in her business, including a rigid anti-fraternization policy for all her employees. When a new sexy lawyer begins working for her, that policy becomes very…
16
The Laundromat (2019)
★ 6/10
When a widow gets swindled out of insurance money, her search for answers leads to two cunning lawyers in Panama who hide cash for the superrich.
17
The Lonely Guy (1984)
★ 6.2/10
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
18
The Lady Eve (1941)
★ 7.3/10
It's no accident when wealthy Charles falls for Jean. Jean is a con artist with her sights set on Charles' fortune. Matters complicate when Jean starts falling for her mark. When Charles suspects Jean is a gold digger…
19
Desperately Seeking Susan (1985)
★ 6.1/10
A bored New Jersey suburban housewife's fascination with a free-spirited woman she has read about in the personal columns leads to her being mistaken for the woman herself and into a chaotic adventure of amnesia and…
20
It Could Happen to You (1994)
★ 6.7/10
Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a…