From
Harper (after breaking down all the Cronin trades):
Essentially, they sent out Powell, Covington, McCollum, Nance, Snell and Payton (after just signing him) and got a return of netting five extra second-round picks, Grant (to whom they agreed to give $160 million a day before the Lillard trade request), Walker, maybe Thybulle if they keep him, Rupert and Murray. And essentially, you could add in that the Blazers’ mismanagement of so much of this retooling of the roster is what led to Lillard deciding he needed to go somewhere else.
From
Hollinger (key bit):
The point I really want to underscore here is that the Blazers could have traded Lillard at any moment in the last two seasons, and it would have been the 100 percent correct move. That they didn’t and instead engaged in this bizarre dance where they sort-of tried to compete around Lillard without firing lottery picks into the sun, basically wasted everyone’s time for two years and short-circuited Portland’s post-Lillard rebuild.
Compare this to, say, Utah’s approach with Donovan Mitchell and Rudy Gobert, and the draft capital that yielded. Portland’s haul for Lillard will be nothing like that; the only reason the team is in halfway-decent shape for the next era is due to its own brazen tanking the last two springs.
Not only did Portland fail to make the obvious move and trade him, the Blazers instead doubled down on a contract extension that lowered his trade value. In between, they coughed up other assets on “win-now” moves that weren’t going to be nearly enough for this team to actually win. (Reminder: That extension is for two years and $122 million and will pay a 36-year-old Lillard $63 million in 2026-27).
Hilariously, the final insult came mere hours before Lillard’s trade demand, when Portland agreed to pay Jerami Grant roughly double what he’s worth on a five-year, $160 million deal, the type of contract that would make sense only if he was the final piece on a championship contender. (Narrator’s voice: He was not.) The Blazers, incidentally, had already surrendered a first-round pick just to acquire him and help themselves to a 33-win season in 2022-23.