Movies Like Upstart

If you liked Upstart (1961), a movie directed by Mahmoud Kushan, 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
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…
2
The Disaster Artist (2017)
★ 7.1/10
An 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.
3
Pretty Woman (1990)
★ 7.4/10
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges…
4
The Million Pound Note (1954)
★ 7/10
An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he…
5
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…
6
American Dreamer (2022)
★ 6/10
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
7
Fast Girls (2012)
★ 6/10
A street smart runner develops an intense rivalry with an equally ambitious wealthy young athlete.
8
Blank Check (1994)
★ 6/10
Bullied by his siblings and nagged by his parents, 11-year-old Preston Waters is fed up with his family — especially their frugality. But he gets his chance to teach them a lesson when a money-laundering criminal…
9
Digger (2026)
★ 7.5/10
The most powerful man in the world embarks on a frantic mission to prove he is humanity's savior before the disaster he's unleashed destroys everything.
10
The Good Liar (2019)
★ 6.7/10
Career con man Roy sets his sights on his latest mark: recently widowed Betty, worth millions. And he means to take it all. But as the two draw closer, what should have been another simple swindle takes on the ultimate…
11
Overboard (1987)
★ 6.9/10
Heiress Joanna Stayton hires carpenter Dean Proffitt to build a closet on her yacht—and refuses to pay him for the project when it's done. But after Joanna accidentally falls overboard and loses her memory, Dean sees…
12
Teen Spirit (2019)
★ 6/10
A shy teenager living on the Isle of Wight dreams of pop stardom. With the help of an unlikely mentor, she enters a singing competition that will test her integrity, talent, and ambition.
13
Trading Places (1983)
★ 7.2/10
A snobbish investor and a wily street con-artist find their positions reversed as part of a bet by two callous millionaires.
14
The Comeback Trail (2020)
★ 5.8/10
Two movie producers who owe money to the mob set up their aging movie star for an insurance scam to try and save themselves. But they wind up getting more than they ever imagined.
15
Hardball (2001)
★ 6.5/10
An 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
Jungleland (2020)
★ 6.4/10
Stanley manages his boxer brother Lion but when a devastating loss in the ring leaves the pair in debt, an opportunity to recoup the cash leads to a series of misadventures that threaten to break the bond between them.
17
The Cocoanuts (1929)
★ 6.5/10
During the Florida land boom, the Marx Brothers run a hotel, auction off some land and thwart a jewel robbery.
18
The Young One (1960)
★ 7/10
A jazz musician seeks refuge from a lynch mob on a remote island, where he meets a hostile game warden and the young object of his attentions.
19
Overboard (2018)
★ 6.7/10
A spoiled, wealthy yacht owner is thrown overboard and becomes the target of revenge from his mistreated employee.
20
Hider in the House (1989)
★ 6.2/10
A deranged man hides in the attic of a new house and becomes obsessed with the unsuspecting family that moves in.