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Inside The Damian Lillard Trade

September 28th 2023 at 9:20am CST by Arthur Hill

Damian Lillard had become more involved with the Trail Blazers over the past two weeks and was preparing to attend training camp with the team if he didn’t get the trade he requested, according to Shams Charania and Sam Amick of The Athletic.

After nearly three months of waiting, that deal came together on Wednesday, sending Lillard to the Bucks in a three-way trade that also involved the Suns. Lillard hadn’t been reconciling with Portland, the authors add, but he was working out at the team facility and interacting with coaches and teammates to show that he was willing to remain patient as the Blazers’ front office tried to find a trade.

Lillard’s agent, Aaron Goodwin, informed general manager Joe Cronin early in September that Lillard was open to participating in camp if a deal didn’t happen before then, sources tell Charania and Amick, and Lillard told team officials that he would be “fully present” for the start of the season while trade talks continued.

However, the authors’ sources say Cronin didn’t want the distraction of having Lillard on the roster when camp began and preferred to get a deal out of the way before Monday’s media day. He viewed the Lillard situation as “a cloud over the organization” and wanted the team to be able to focus on the season ahead without having to worry about Lillard’s future.

Charania and Amick provide more inside information about Wednesday’s blockbuster:

  • When Lillard made his trade request on July 1, he told team officials he only wanted to go to Miami and was expecting to be rewarded for his years of loyalty to the organization. Charania and Amick confirm the Blazers and Heat talked several times in July, but the negotiations never became “substantive,” according to the authors’ sources. Portland asked for Jimmy Butler or Bam Adebayo in its first call, and Miami eventually decided that Cronin wasn’t serious about working out a deal with them.
  • Sources tell Charania and Amick that in July and August, the Heat were willing to part with three first-round picks, multiple second-rounders and pick swaps, along with Nikola Jovic in a proposal that would have sent Tyler Herro to a third team. However, the Blazers weren’t interested and the relationship between Portland and Miami started to become contentious. It’s worth noting that Miami didn’t technically have three tradable first-round picks available due to an obligation to the Thunder and the Stepien rule.
  • Cronin began serious trade discussions around the league on September 18 and found interest from the Bucks, Celtics, Pelicans, Raptors, Timberwolves and Bulls. All those teams wanted to acquire Lillard, but they were concerned about Portland’s asking price and whether they would have enough talent left on their roster after a deal to compete for a title.
  • Tensions reached a point where Cronin stopped responding to Goodwin in mid-September, sources tell Charania and Amick, and Goodwin began to explore other options that might appeal to Lillard. He was willing to consider the Bucks and Nets, and Goodwin communicated his interest to both those teams. The Raptors also had serious interest, but Lillard’s reluctance to play there was an obstacle until the end, the authors note.
  • The authors’ sources say the Suns started discussing the framework of a Deandre Ayton–Jusuf Nurkic trade in mid-July, but the Blazers wanted to make sure they could avoid the luxury tax when Lillard was eventually dealt. Phoenix would likely have been part of any deal with the Bucks, Nets or Heat, Charania and Amick add.
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