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The trades where Ainge is dreading making the call to the player(s) along with the fan base being heartbroken. 1) I'm going with the Pierce KG trade to the Nets. Even though it was obvious we were on the downswing trading away 2 Celtics legends that call had to be very tough.2) IT trade to the Cavs. In a short 2 1/2 years IT became a fan favorite and had a legendary season last year. To trade him to your main rival for another PG that had arguably had a lesser season I wonder what words Ainge chose to say. Lol3) Bradley trade to the Pistons. The last bridge to the big 3, and one of Ainge's favorites. He had to make that trade in order to sign Hayward, but I think he wanted to hold on to him if he could.4) Perkins trade to the Thunder. The group that had never lost a playoff series was officially broken up. 5) Maybe the Rondo trade to the Mavs. The last one to go from that starting 5. I was thinking of fitting in the McCarty trade as he was a fan favorite for several years. I think Ainge couldn't wait to trade Walker, and if I recall correctly I think he traded him twice. Lol What's your ranking?
Besides the ones already mentioned, two trades I think of both involve Ricky Davis.First Danny traded 2 fan favorites in Eric Williams and Tony Battie for Ricky Davis. To me that would have been like trading Jae Crowder and Amir Johnson for Nick Young. Two guys that played hard and provided veteran leadership for one of the NBA's biggest knuckleheads.But then I actually fell in love with Ricky, because Ricky actually played hard too. I believe Doc once said Ricky would run through a brick wall for him if he asked him too. Plus he had a lot of charisma and appeared active in the community, bought a whole section of season tickets for fans, etc. He was still part knucklehead, but he was our knucklehead and had a heart of gold. Then he was traded for a similarly productive player in Wally, without any of the charisma and who didn't appear to play as hard. It was like trading Jae Crowder for a prime Jeff Green.I was disappointed when Danny traded for Ricky, then I was disappointed when he traded away Ricky.