Celtics reportedly trading Jrue Holiday to Trail Blazers for Anfernee Simons, draft picks

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Boston Celtics' Jrue Holiday dribbles the ball during the second half of Game 3 of an NBA basketball second-round playoff series against the New York Knicks, Saturday, May 10, 2025, in New York. (AP Photo/Pamela Smith)
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Jrue Holiday is headed to Portland.

The Trail Blazers struck a deal with the Boston Celtics to acquire Holiday on Monday night, according to ESPN's Shams Charania. In exchange, the Trail Blazers are sending Anfernee Simons and a pair of future second-round draft picks to Boston.

Portland makes an aggressive move to re-acquire Holiday, who the franchise originally received from Milwaukee in the Damian Lillard trade in 2023 and later moved to Boston for a deal that included two first-round picks to Blazers. Simons joins Boston on an expiring contract. https://t.co/2TMs5Cd8qn

— Shams Charania (@ShamsCharania) June 24, 2025

This post will be updated with more information shortly.

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