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American sports gamblers

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Michael Jordan
Michael Jeffrey Jordan, also known by his initials MJ, is an American businessman and retired professional basketball player who is a minority owner of the Charlotte Hornets of the National Basketball Association (NBA). He played 15 seasons in the NBA between 1984 and 2003, winning six NBA championships with the Chicago Bulls. Widely considered to be one of the greatest basketball players of all time, he was integral in popularizing basketball and the NBA around the world in the 1980s and 1990s. He is the wealthiest athlete of all time, and one of the world's richest celebrities, with a $4.3 billion net worth as of 2026.
Charlie Sheen
Carlos Irwin Estévez, known professionally as Charlie Sheen, is an American actor. He is known as a leading man in film and television. Sheen has received numerous accolades including a Golden Globe Award as well as nominations for four Primetime Emmy Awards and three Actor Awards. In 1994, he received a star on the Hollywood Walk of Fame.
Floyd Mayweather Jr.
Floyd Joy Mayweather Jr. is an American professional boxer and boxing promoter. He is undefeated at 50–0. Mayweather won 15 major world championships spanning five weight classes from super featherweight to light middleweight. This includes the Ring magazine title in three weight classes. As an amateur, he won a bronze medal in the featherweight division at the 1996 Olympics, three U.S. Golden Gloves championships, and the U.S. national championship at featherweight. After retiring from professional boxing in August 2017, he transitioned to exhibition boxing.
Charles Barkley
American basketball player
Pete Rose
American baseball player (1941–2024)
Nate Silver
American statistician, journalist, and poker player (born 1978)
Doug Stanhope
American stand-up comedian
Frank Rosenthal
American gambler (1929–2008)
Bill Simmons
American sports columnist, author, and podcaster