Each time it negotiates a new CBA, the league seems to prioritize finding ways to limit ways for teams to overpay players. Yet as the first offseason under the latest CBA demonstrates, there's really no way to completely eliminate deals that seem regrettable from the start.
Of course, many of the players listed below could exceed expectations and live up to their contracts, but it seems likely they all owe thank-you cards to their agents. Some, like Omer Asik, Landry Fields and Jeremy Lin, benefitted from the Gilbert Arenas Provision in an unprecedented fashion. Others, like Gerald Wallace, Jameer Nelson and Jason Thompson re-signed with their own teams for amounts of money and lengths of time that raised eyebrows. Feel free to use our Free Agent Tracker to compare these signings with others and see if there's another player out there who seems even more overpaid to you.