Bad news:I won two NBA championships alongside Michael Jordan and the Bulls, but later faced financial insolvency due to paying $34 million in child support to eight women…Read More.


Caffey spent four years playing college basketball at the University of Alabama before being selected as the 20th overall pick by the Chicago Bulls in 1995, joining the legendary trio of MJ, Scottie Pippen, and Dennis Rodman.

Jason Caffey experienced success as part of the iconic Chicago Bulls team led by Michael Jordan in the 1990s. After playing four years of college basketball at the University of Alabama, he was selected by the Bulls as the 20th overall pick in the 1995 NBA Draft, joining stars like MJ, Scottie Pippen, and Dennis Rodman. Caffey contributed to the Bulls’ championship victories in 1996 and 1997 before being traded to the Golden State Warriors midway through the 1997-1998 season.

He enjoyed the best statistical season of his career with the Dubs in 1999-2000, averaging a career-best 12 points and seven rebounds per game in 56 games started.

Caffey later signed with the Milwaukee Bucks, where he concluded his NBA career over the last three years before retiring in 2003. Despite earning approximately $34,068,568 from his NBA contracts, he encountered financial challenges due to an undiagnosed mental illness, as well as battles with depression and anxiety. Managing child support became particularly difficult for him, as he was reportedly the father of ten children from eight different women.


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