Jrue Holiday looks far less likely to be on the move than some Raptors fans were hoping.
The veteran guard has been floated as a possible Toronto target, especially after the chatter around the Ja Morant deal and the Raptors’ place in the ongoing Kawhi Leonard trade situation. Holiday has long made sense as the kind of experienced backcourt piece who could steady a team, and at 36 he still carries plenty of value. But the latest word out of NBA circles suggests Portland is not eager to let that happen.
Holiday remains a useful and accomplished guard, one whose game has aged well. His defense, passing, and scoring have helped him remain a major piece on championship teams, including the Milwaukee Bucks in 2021 and the Boston Celtics in 2024.
He is now with the Portland Trail Blazers, a roster that also includes several younger names such as Deni Avdija, Shaedon Sharpe, Toumani Camara, Donovan Clingan, and Scoot Henderson. Portland has also made a major summer move for Ja Morant through trade, while Damian Lillard is expected to return after missing a full season with an Achilles tear.
That crowded picture is what sparked the speculation about Holiday’s future in the first place. His salary sits at roughly $35 million, with a near $38 million player option coming next offseason, which makes him an expensive addition for any team.
Toronto, though, has enough money on its books to explore that kind of move if the opportunity ever opened up. A buyout would have been the cleanest route for the Raptors, but that now appears unlikely.
NBA insider Marc Stein pushed back hard on the idea in a late-night Substack update on August 3. He wrote: "[...] recent speculation about a Jrue Holiday buyout from the Trail Blazers is erroneous.
It has become a popular online pastime to suggest that such an arrangement is percolating that helps route Holiday back to the team that drafted him - which obviously fancies itself as a Superteam now after the Sixers acquired Brown and James - but league sources say Portland is not about to just usher Holiday onto the open market. The Blazers have been messaging for some time that they would like to keep Holiday … even after trading for Ja Morant and with Damian Lillard poised to make a comeback after losing a full season to an Achilles tear."
So for now, the dream of Holiday landing in Toronto takes a hit. He would fit as a steady veteran presence, and the appeal is obvious for a Raptors team trying to position itself for next season. But Portland’s stance makes clear that this is not a buyout situation, and Holiday is more likely to stay put unless a different path opens later.
That doesn’t mean the story is finished. Holiday still stands out as a name to watch as the season goes on, and the trade deadline could bring a new wrinkle. For the moment, though, Raptors fans hoping for an easy path to the veteran guard are probably going to be disappointed.
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For the Raptors, the appeal is obvious enough: Jackson is the kind of low-cost, low-risk camp body who can compete for a spot and, if needed, keep developing with Raptors 905. The question hanging over the move is the same one that has followed him since Milwaukee - whether his defense can carry enough weight to offset the limitations on offense and give him a path onto a regular-season roster. [Read more 🡒]