Movies Like Woodstock for Capitalists

If you liked Woodstock for Capitalists (2001), a movie directed by Ian Darling, 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
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…
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
Roger & Me (1989)
★ 7.1/10
A documentary about the closure of General Motors' plant at Flint, Michigan, which resulted in the loss of 30,000 jobs. Details the attempts of filmmaker Michael Moore to get an interview with GM CEO Roger Smith.
5
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…
6
The Big Kahuna (1999)
★ 6.8/10
Three salesmen working for a firm that makes industrial lubricants are waiting in the company's "hospitality suite" at a manufacturers' convention for a "big kahuna" named Dick Fuller to show up, in hopes they can…
7
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.
8
I'm All Right Jack (1959)
★ 6.6/10
Naive Stanley Windrush looks for a career in a family business. Much to his dismay, he finds work at a munitions factory where he has to start from the bottom, while both the management and the labor union use him as a…
9
The Clock (1945)
★ 7.1/10
A G.I. en route to Europe falls in love during a whirlwind two-day leave in New York City.
10
The Grapes of Wrath (1940)
★ 7.8/10
Tom Joad returns to his home after a jail sentence to find his family kicked out of their farm due to foreclosure. He catches up with them on his Uncle’s farm, and joins them the next day as they head for California…
11
Moscow on the Hudson (1984)
★ 6.3/10
A Russian circus visits the US. A clown wants to defect, but doesn't have the nerve. His saxophone playing friend however comes to the decision to defect in the middle of Bloomingdales. He is befriended by the black…
12
A Place in the Sun (1951)
★ 7.3/10
A young social climber wins the heart of a beautiful heiress but his former girlfriend's pregnancy stands in the way of his ambition.
13
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!
14
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…
15
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.
16
Two of a Kind (1983)
★ 6.1/10
God has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by…
17
The Hill (2023)
★ 7.7/10
The story of Rickey Hill, who overcomes his physical disability and repairs his relationship with his father in a quest to become a major league baseball (MLB) player.
18
The Wonderful Story of Henry Sugar (2023)
★ 7.3/10
A rich man learns about a guru who can see without using his eyes. He sets out to master the skill in order to cheat at gambling.
19
Capitalism: A Love Story (2009)
★ 7.1/10
Michael Moore comes home to the issue he's been examining throughout his career: the disastrous impact of corporate dominance on the everyday lives of Americans (and by default, the rest of the world).
20
The Portrait of a Lady (1996)
★ 5.9/10
Ms. Isabel Archer isn't afraid to challenge societal norms. Impressed by her free spirit, her kindhearted cousin writes her into his fatally ill father's will. Suddenly rich and independent, Isabelle ventures into the…