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Celtics and Trail Blazers Finalize Holiday-Simons Swap Without Draft Picks

Teams amended terms following Holiday’s medical review to help Boston manage its salary cap obligations.

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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
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Overview

  • The Celtics and Trail Blazers exchanged two-time All-Star guard Jrue Holiday for rising scorer Anfernee Simons in a finalized player-for-player swap.
  • Boston agreed to drop its 2030 and 2031 second-round picks after new findings in Holiday’s pre-trade medical exams prompted Portland to alter the original terms.
  • League sources said Holiday’s medical findings were not substantial enough to void the trade and he is expected to be fully healthy for training camp.
  • The move generates about $40 million in luxury tax savings for the Celtics by reducing their salary obligations below the NBA’s second apron.
  • Both franchises are exploring further roster adjustments to navigate tax penalties and bolster their lineups ahead of the new season.