7. Spending $29 million on Jerome James

Jerome James had averaged 4.9 points and 3.5 rebounds over his first five seasons in Sacramento and Seattle. But in the 2005 playoffs, he suddenly averaged 17.2 points and 9.4 rebounds in a first-round series for the Sonics. That was enough for Isiah to hand James a five-year, $29 million contract -- to be a bench-warmer (when he was even healthy enough to suit up). (Steve Freeman/NBAE/Getty Images)