Jerry Maguire (1996): Cuba Gooding Jr. won the Best Supporting Actor Oscar for his role as Rod Tidwell, a football player who is represented by struggling agent Jerry Maguire (Tom Cruise). Renee Zellweger portrays she who is wooed.
"Show me the money!" - Rod Tidwell
Wall Street (1987): Michael Douglas as Gordon Gecko, a ruthless corporate raider, and Charlie Sheen as Bud Fox, a young stockbroker. Best Lead Actor Oscar for Douglas. Darryl Hannah portrays she who is wooed.
"Greed is good." - Gordon Gecko
Casino (1995): Sam Rothstein (Robert De Niro) is a smooth operator (and expert sports handicapper) running the Tangiers casino. Nicky Santoro (Joe Pesci) is his friend and Mafia tough guy. Sharon Stone portrays she who is wooed.
"In the casino, the cardinal rule is to keep them playing and to keep them coming back. The longer they play, the more they lose, and in the end, we get it all."
- Sam Rothstein
Brewster's Millions (1985): Richard Pryor as Montgomery Brewster, a minor league pitcher who has to spend $30 million in 30 days to inherit $300 million. John Candy portrays
"Monty, this is Hackensack, New Jersey. No scout comes here, you understand that. Trains are going through the outfield right now. But you strike this guy out, I'll take you with me tonight and get you drunk, that's a promise."
- Spike Nolan
The Hoax (2006): Richard Gere stars as Clifford Irving, who sold a bogus biography of Howard Hughes in the early 1970's. Alfred Molina as friend and accomplice, Dick Suskind. Marcia Gay Harden portrays she who had already been wooed.
I leave you with this: