Boston Celtics Trade Jrue Holiday To Portland Trail Blazers

Reese, Pam and Alex discuss the Celtics trading Jrue Holiday.

The Boston Celtics traded Jrue Holiday to the Portland Trail Blazers in exchange for Anfernee Simons plus 2 future 2nd draft picks yesterday. Holiday is under a 4-year, $134.4 M deal (with $32.4 M due next season), which helps Boston save about $40 M in luxury‑tax costs.

Holiday was originally acquired by Portland in 2023, then immediately flipped to Boston, where he won a title in 2024. Now he returns to Portland for the second time in just under 2 years. Portland gets a seasoned, 2-time NBA champion known for elite defense and championship DNA, while Boston adds a younger, sharpshooting guard in Simons and valuable draft capital, while easing their luxury-tax burden. How good is Holiday? Who won the trade?

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