Celtics trade Jrue Holiday to Blazers for Anfernee Simons

The Boston Celtics have made a significant trade as part of their offseason restructuring by sending veteran guard Jrue Holiday to the Portland Trail Blazers in exchange for Anfernee Simons and two second-round draft picks. This move comes on the heels of a disappointing postseason for the Celtics, who were eliminated in the second round of the playoffs by the New York Knicks. With star player Jayson Tatum expected to miss the upcoming season due to an Achilles injury, the Celtics opted to reset their roster and payroll, shedding some financial weight while acquiring a promising young talent in Simons. Jrue Holiday, who recently turned 35, joined the Celtics after being traded from the Bucks as part of a multi-team trade involving Damian Lillard. His leadership and skills were pivotal during the Celtics’ championship-winning season in 2024, making this trade a tough decision for the franchise. Over two seasons with Boston, Holiday averaged over 12 points per game, contributing not only on offense but also with strong defensive play. Despite his declining numbers and large contract, he remains a two-time NBA champion and a respected veteran in the league. In return, the Celtics gain Anfernee Simons, a 26-year-old guard who is an explosive offensive player. Simons has averaged close to 20 points per game over the last three seasons and is recognized for his shooting proficiency from beyond the arc, which fits well with the Celtics' offensive needs. Acquiring Simons is not only about building for the present but also for potential future trades or free agency moves, as he is on an expiring contract that gives the Celtics flexibility next season. This transaction is part of a broader strategy for the Celtics to manage their financial commitments and roster composition, especially with the looming luxury tax implications of being over the second apron. By trading Holiday, Boston trims its payroll while also acquiring a player who can contribute immediately and offers potential upside. As offseason moves continue, it remains to be seen how this trade will shape the Celtics' prospects for the upcoming season as they adapt to changes both on and off the court.