Recently Traded $134 Million Guard Gets Important Update On Future

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Although it wasn’t a popular opinion in Detroit, the Pistons were suggested to pursue former Boston Celtics guard Jrue Holiday on multiple occasions throughout the offseason.
As expected, the Celtics dealt Holiday away. The veteran guard is set to join the Portland Trail Blazers.
Funny enough, that’s not the first time Holiday was sent to the Blazers. Before he made it to Boston, the Milwaukee Bucks moved Holiday to the Blazers in the blockbuster that sent Damian Lillard to a new team for the first time in his career.

Once Holiday landed on the Blazers’ roster, Portland was expected to continue shopping his name around. It didn’t take long before the Celtics sent Robert Williams, Malcolm Brogdon, and multiple first-round picks out West to acquire Holiday.
For the second time in his career, Jrue Holiday won a championship with the Celtics. The two-way standout’s value was clear throughout the year and into the postseason.
While the Celtics likely weren’t eager to part ways with Holiday after two seasons, their cap sheet left them no choice but to make some tough decisions. The Celtics moved Holiday to the Blazers, which opened up another can of questions regarding the guard’s future. Once again, will Holiday be moved?
This time around, it seems doubtful. Although there have been rumblings suggesting that Holiday is displeased with his trade destination, the NBA Insider Jake Fischer has reported that the Blazers aren’t interested in flipping Holiday.
“There was interest in Jrue Holiday from Sacramento, Dallas and others. The plan, for now, is definitely for Portland to keep the veteran point guard, sources say, as the Blazers look to compete in the Western Conference,” Fischer wrote on X. “I’ve seen some wondering whether or not POR would flip him.”
There was interest in Jrue Holiday from Sacramento, Dallas and others. The plan, for now, is definitely for Portland to keep the veteran point guard, sources say, as the Blazers look to compete in the Western Conference. I've seen some wondering whether or not POR would flip him. https://t.co/uKR3pp01Ww
— Jake Fischer (@JakeLFischer) June 24, 2025
Even if Holiday became available again, his fit with the Pistons would be questionable. The veteran guard’s primary position has been listed at point guard since 2020. There’s no reason to take the ball out of Cade Cunningham’s hands.
Holiday as a backup point guard would be interesting, but that’s an expensive situation. Not only would it cost assets to land Holiday initially, but then he would be owed over $100 million over the next three seasons. That kind of cost goes against Trajan Langdon’s current thinking.
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Justin Grasso was a credentialed writer and publisher covering the Philadelphia 76ers for Sports Illustrated’s 76ers On SI Network. Grasso got his start in sports media in 2016 with FantasyPros, working the news desk, providing game-by-game player analysis and updates on the Portland Trail Blazers and the Golden State Warriors. By 2017, he joined FanSided’s Philadelphia Eagles site as a staff writer. After spending one season covering the Eagles as a staff writer, Grasso was promoted to become the site’s Co-Editor. For the next two NFL seasons, he covered the Eagles closely before broadening his NFL coverage. For a brief stint, Grasso covered the NFL on a national basis after joining Heavy.com as an NFL news desk writer. In 2019, Grasso joined the 76ers' beat on a part-time basis, stepping into a role with South Jersey’s 97.3 ESPN. Ahead of the 2019-2020 NBA season, he concluded a three-year stint covering the Eagles and joined the Sixers beat full-time. Grasso has covered the 76ers exclusively since then for Sports Illustrated. He is a member of the Pro Basketball Writers Association. Twitter: @JGrasso_ Instagram: @JGrassoMedia
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