Jrue Holiday’s trade frees the Celtics from the final three years of his $135 million extension. In return, they get Simons, who enters a contract year worth $27 million.

In their first move of the offseason, the Boston Celtics traded veteran guard Jrue Holiday back to the Portland Trail Blazers in exchange for guard Anfernee Simons and a pair of second-round picks ...

— Boston Celtics (@celtics) July 7, 2025 Simons, 26, averaged 19.3 points and 4.8 assists last season. He is due to make $27.7 million in the final year of a four-year, $100 million contract.

Jrue Holiday failed physicals when going to the Portland Trail Blazers, which worsen the return for the Boston Celtics.

Jrue Holiday trade revised as Celtics won't get draft picks from Blazers after reported review of medicals Portland was initially supposed to send Boston two second-rounders along with Anfernee ...

Oct 8, 2023; Boston, Massachusetts, USA; Boston Celtics guard Jrue Holiday (4) dribbles up the court during the first half against the Philadelphia 76ers at TD Garden. Mandatory Credit: Eric Canha ...

Brad Stevens couldn’t – and wouldn’t – address the Celtics’ decisions to trade Jrue Holiday and Kristaps Porzingis during his draft-night news conference.

Jrue Holiday's trade from the Boston Celtics to the Portland Trail Blazers is official, but there's a catch to the previously reported on swap. Latest U.S.

Boston Celtics guard Jrue Holiday (4) watches the scoreboard after a foul call during the second half of the team's NBA basketball game against the Sacramento Kings in Sacramento, Calif ...

The Boston Celtics made two big trades prior to the 2025 NBA Draft that included sending Jrue Holiday to the Portland Trail Blazers. And for the first time since the trade, Holiday acknowledged it ...

Celtics’ All-Defense combo makes big defensive plays Both Holiday and Derrick White were named to the All-Defensive Second Team earlier this week, and their prowess was on display throughout Game 3.