20. New Jersey Nets trade Damian Lillard for Gerald Wallace
Back in 2012, forward Gerald Wallace was averaging 13.3 points and 6.6 rebounds with the Portland Trail Blazers. At the time, the New Jersey Nets weren’t in the playoff picture, but still decided that they needed to make a deal to get Wallace.
At the trade deadline, they sent Mehmet Okur, Shawne Williams, and a first round pick to the Portland Trail Blazers to get Wallace. Unfortunately for New Jersey, that draft pick turned into Damian Lillard just a few months later. Wallace played just 85 games for the Nets, and shot a miserable 41% over that stretch.