The mentor/student duo of Red Auerbach and Danny Ainge have pulled off some beauties over the years, and here are the candidates for biggest haul-via-trade that the Celtics have ever made, with risk - reward ratings (1-10) on each.
The 2017 pick-swap with Philadelphia 76'ers/ Risk: 3/ Reward: 7 (for now - still to be determined)
Granted, the value of this one is yet to be determined, but this trade needs to be in the running. Boston traded places with the 76'ers and ended up with the third pick, thereby yielding the number-one pick to Philly.