Stunner in Boston: Celtics Trade Jrue Holiday to Blazers in Massive $40M Salary Dump Shake-Up
In a surprising twist, the Boston Celtics have traded veteran guard Jrue Holiday to the Portland Trail Blazers in exchange for Anfernee Simons and two second-round draft picks. While the move may seem puzzling at first—especially given Portland’s rebuilding status—it makes a lot more sense when viewed through Boston’s financial lens.
The Celtics are deep into luxury tax territory, currently sitting $18 million over the dreaded second apron. That figure comes with severe long-term penalties under the new collective bargaining agreement, prompting Boston to start trimming salary. This trade accomplishes just that, saving them approximately $4.7 million in salary and an estimated $40 million in luxury tax penalties, according to ESPN’s Bobby Marks.
From a basketball perspective, Boston gives up a defensive anchor in Holiday but gains a younger, dynamic scorer in Simons, who is on an expiring contract. This offers the Celtics some short-term flexibility and long-term relief if they choose not to re-sign him. Meanwhile, the two second-round picks sweeten the deal and help restock Boston’s depleted draft capital.
For Portland, acquiring Holiday raises questions. The veteran doesn’t fit their current timeline, and it’s likely he could be flipped again for additional assets or veteran leadership if they choose to keep him temporarily. In the end, this move is more about the Celtics positioning themselves better financially while staying competitive than about roster balance or win-now urgency.
