I tried to expand this list to 50 but only managed 41. There's a
cross-section of dramas, comedies, high-brow, low-brow, medium-brow,
and a couple of westerns thrown in the group. I couldn't recall any
foreign film but maybe I can add one or two tomorrow when my head is
1. Thomas Crown Affair (1968/1999)
A very rich playboy amuses himself by stealing artwork, but may have
met his match in a seductive detective.
2. Heat (1995) DeNiro and crew pull off a series of high-tech
professional job with Al Pacino as a dogged detective in hot pursuit.
3. Scarface (1983) A determined Cuban immigrant takes over a drug
empire while succumbing to greed.
4. Wall Street (1987) The world of "yuppies," shady business deals,
the "good life," fast money, and fast women.
5. Down and Out in Beverly Hills (1986) A homeless man changes the
lives of a rich Beverly Hills couple.
6. Reversal of Fortune (1990) Wealthy Sunny von Bülow lies brain-dead
while her husband is guilty of attempted murder.
7. Indecent Proposal (1990) A married woman agrees to have sex with
another man for $1,000,000.
8. Swordfish (2001) A spy is hired by the CIA to coerce a computer
hacker to help steal billions in unused government funds.
9. Blow (2001) Johnny Depp plays George Jung, a drug smuggler
instrumental in establishing a toehold in the U.S. cocaine market in
10. Meet Joe Black (1998) A rich media mogul flirts with Death
personified in the form of a mysterious young man.
11. The Game (1997) A wealthy financier gets a strange birthday
present from his brother: a live-action game that consumes his life.
12. Trading Places (1983) A snobbish investor and street con artist
find their positions reversed as part of a bet by two millionaires.
13. Age of Innocence (1993) Social intrigue in high society circles
of late-19th Century New York.
14. Eyes Wide Shut (1999) A Manhattan doctor's odyssey into the
hedonistic world of high society and their sexual rituals.
15. Philadelphia Story/High Society (1940/1956) A musical remake of
The Philadelphia Story portrays the lifestyles of the rich with a
healthy dose of humor and jazz.
16. Italian Job (1969/2003) A gang of robbers create the largest
traffic jam in LA history, giving them time to pull off a theft of
17. Ocean's 11 (1960/2001) Danny Ocean and his accomplices plan to rob
three Las Vegas casinos simultaneously.
18. Tess (1979) A farmer in 19th Century England believes he is
descended from the illustrious d'Urberville family and sends his
daughter Tess to check on a family named d'Uberville living in a manor
19. Fakers (2003) A fast moving tale of blackmail and forgery set in
the upper echelons of the international art society.
20. Entrapment (1999) Catherine Zeta-Jones working for an insurance
agency is sent to track down an art thief but ends up becoming his
21. Metropolitan (1990) In a Manhattan apartment, friends from the
New York upper-class meet to talk about social mobility.
22. Talented Mr. Ripley (1999) Ripley is sent to Europe to retrieve a
rich and spoiled millionaire playboy, but when the errand fails,
Ripley kills the playboy and assumes his life.
23. Dangerous Liaisons (1988) Bored aristocrats in Baroque France
play the games of passion and betrayal.
24. The Betsy (1978) The patriarch of a wealthy family hires a young
race car driver to help him design a fuel efficient car.
25. Giant (1956) The saga of a Texas cattle ranching family and their
neighbor who strikes it rich as an oil wildcatter.
26. All of Me (1984) A dying millionnaire has her soul transferred
into a younger, willing woman, but something goes wrong....
27. Barry Lyndon (1975) From the battlefields of the Seven Years War
in Europe to the parlors of 18th century Europe an Irish rogue makes a
life for himself as a wealthy nobleman.
28. Richie Rich (1994) The richest kid in the world has everything he
wants -- except friendship.
29. Born Yesterday (1950/1993) A millionaire tycoon hires a tutor to
teach his lover proper etiquette.
30. It Could Happen to You (1994) A cop promises to share his lottery
ticket with a watress in lieu of a tip.
31. Howard's End (1992) A tale of three social classes of the
England at the beginning of the century: the victorian capitalists,
the enlightened bourgeois, and the workers.
32. Overboard (1987) A rich millionairess falls overboard from her
yacht, suffers amnesia, and becomes convinced that she's now married
to a humble carpenter with three rambunctious boys.
33. The Score (2001) An aging thief hopes to retire and live off his
ill-gotten wealth but a young kid convinces him into doing one last
34. Gosford Park (2001) Robert Altman drama with multiple story
lines depicting the lives of upstairs guests and downstairs servants
at a party in an English country house.
35. The Hot Rock (1972) Comedy crime caper involving plans to steal a
huge diamond from a museum.
36. Lottery! (1983) Individual stories center around the ordinary
people who have suddenly become millionaires and how the experience
changes their lives.
37. Brewster's Millions (1985) A minor league baseball player has to
waste $30 million in 30 days in order to inherit $300 million.
38. Easy Money (1993) To inherit his mother-in-law's fortune, a
gambling addict must change his ways.
39. The Professionals (1966) A rich Texan selects three men and
invites them to his private train to offer them a contract.
40. Greedy (1994) Conniving family members try to get into the good
graces of their dying millionaire uncle.
41. Mr. Deeds (2002) A small-town guy inherits controlling interest
in a media conglomerate and changes the way the company's course.
I hope all of these films meet your needs. My search criteria was
mostly from memory and I verified the dates and plot lines on IMDb.
If I can clarify any details on the above films, please shoot me a
clarification notice before rating my answer. I'll be glad to get
back with you as soon as possible.
Best of luck with your project,