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Celtics, Trail Blazers Complete Straight Holiday-for-Simons Swap

Portland dropped two future second-round picks following medical findings, enabling Boston to gain salary-cap relief.

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Apr 11, 2025; Boston, Massachusetts, USA; Boston Celtics guard Jrue Holiday (4) shoots the ball against the Charlotte Hornets during the first half at TD Garden. Mandatory Credit: Eric Canha-Imagn Images
Boston Celtics President of Basketball Operations Brad Stevens looks on before Game Five of the Eastern Conference Semifinals between the Milwaukee Bucks and the Boston Celtics at TD Garden on May 11, 2022 in Boston, Massachusetts.
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Overview

  • The Celtics officially sent two-time All-Star guard Jrue Holiday to Portland in exchange for 26-year-old Anfernee Simons without any picks involved.
  • A review of Holiday’s medical report prompted the Trail Blazers to remove the 2030 and 2031 second-round selections but left the swap intact.
  • Sources say Holiday’s findings were not severe enough to void the deal and he is expected to be fully healthy for training camp.
  • By exchanging Holiday’s $32.4 million salary for Simons’ expiring $27.7 million contract, Boston dipped below the NBA’s luxury-tax second apron.
  • The Celtics preserved roster flexibility and continue to explore further moves as they contend with Jayson Tatum’s season-ending injury and high tax liabilities.