4. Antonio McDyess, 2009: 3 years, $16M
Much like the first signing, this failure was less about talent and more about the circumstance. McDyess was 35 in 2009, with several significant injuries behind him. The Spurs intended to slot him in as the starting center next to Tim Duncan, and while Dice started 50 games in his first season with the club, he mostly played like a shell of his former self.
Throughout his two seasons with San Antonio, McDyess averaged 5.6 points and 5.7 rebounds. Not too bad, considering his age and injury history. But when you factor in the contract (the Spurs used the mid-level exception on Dice) and the expectation (giving him the starting role on a team that won the championship two years prior), the former second-overall pick’s time in San Antonio was disappointing.