
The Portland Trail Blazers have finalized their acquisition of Jrue Holiday, but the details of the trade with the Boston Celtics have changed. Originally reported as a swap involving Anfernee Simons and two second-round draft picks going to Boston, the revised agreement now excludes these pick transfers after Portland reviewed Holiday’s medical records.
According to a report from The Oregonian, a league source shared that while Holiday’s medical examination did not reveal any reason to cancel the trade, it was significant enough for Portland to reconsider the terms.
“According to [a league source], a recent review of Holiday’s medicals revealed nothing substantial enough to warrant the trade being negated. However, there was enough there to lead the Blazers to slightly alter the terms of the deal. Holiday, the source said, is considered to be healthy and will be working out this summer in preparation for the start of training camp near the end of September.” —League Source
Implications of the Modified Trade for Portland and Boston
Portland’s decision to remove two second-round picks from the trade makes the deal less favorable for Boston, which had anticipated receiving additional draft assets alongside Simons. From Portland’s perspective, they are now effectively exchanging Simons, a younger guard, for Holiday, who is nine years older but whose health status raised enough concern to impact the trade’s value.
This development provides a somewhat positive outcome for the Trail Blazers, as they maintain more draft capital than initially expected. However, it also creates a challenging narrative around the trade, highlighting the medical uncertainties tied to Holiday’s condition.
Uncertainty Surrounding Jrue Holiday’s Health
Details about the specific medical concerns remain unclear, but Jrue Holiday’s recent history could shed light on Portland’s caution. He suffered a strained right hamstring during the 2025 playoffs and had a mallet finger injury on his right pinky throughout the regular season. These issues may have prompted the Blazers’ front office to lower their risk by adjusting trade conditions.

General manager Joe Cronin and the team face the difficult task of reassuring fans of Holiday’s fitness despite the undisclosed findings that softened the original trade terms. Holiday is expected to participate in workouts this summer ahead of the team’s training camp starting near the end of September.
What This Means Moving Forward for the Trail Blazers
The revised trade places Portland in a complicated spot. While the team has minimized the draft capital lost to acquire Holiday, questions about his long-term durability and the risk involved remain unsettled. This situation may invite criticism given that the trade now involves acquiring an older player carrying some medical red flags without the anticipated draft compensation.
As training camp approaches, the Blazers and their management will be under close scrutiny to demonstrate that Jrue Holiday is ready to contribute effectively. The outcome of this trade and Holiday’s performance could significantly influence Portland’s plans and expectations for the upcoming season.