Ranking the 10 worst contracts in NBA history

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LOS ANGELES – FEBRUARY 17: Darius Miles #23 of the Portland Trail Blazers drives against the Los Angeles Lakes during the game at Staples Center on February 17, 2004 in Los Angeles, California. The Lakers won 89-86. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and/or using this Photograph, User is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Lisa Blumenfeld/Getty Images) /

4. Darius Miles (6 years, $48 million)

Darius Miles was one of many top players to make the jump directly to the NBA from high school. The Los Angeles Clippers drafted him third overall in the 2000 draft. His early seasons with the Clippers didn’t prove to be the most productive.

But after bouncing around, the Portland Trail Blazers signed Miles to a six-year, $48 million deal. Despite not being one of the best players in the league, Miles garnered much notoriety for appearing in movies National Lampoon’s Van Wilder and The Perfect Score, making him one of the more popular players in the league.

Although Miles saw career highs in points per game during the early days of his tenure in Portland, he never quite lived up to the hype of his early stardom. Throw in a terrible knee injury and two lost seasons, and that was the end of Darius Miles’ career. He made a brief comeback to with the Grizzlies, but this contract never paid off for the Trail Blazers.

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