Report: Celtics trade Holiday to Blazers for Simons, picks

The Boston Celtics traded point guard Jrue Holiday to the Portland Trail Blazers in exchange for shooting guard Anfernee Simons and two second-round picks, sources told ESPN's Shams Charania.

The Trail Blazers acquired Holiday as part of the 2023 trade that sent Damian Lillard to the Milwaukee Bucks, but flipped him to the Celtics before he appeared in a game for Portland.

Holiday averaged 11.1 points, 3.9 assists, and 4.3 rebounds in 62 games in 2024-25. The 16-year veteran is a two-time NBA champion, playing key roles on the Bucks in 2021 and the Celtics in 2024. Holiday has also been named to the NBA's All-Defensive team six times.

The 35-year-old is owed $67.2 million over the next two seasons before a $37.2-million player option for 2027-28.

The Celtics are engaged in trade talks surrounding multiple players on the team after losing in Round 2 of the playoffs to the New York Knicks, sources told Charania.

Simons is owed $27.7 million in 2025-26 before he's eligible to become a free agent. The 26-year-old has played his entire seven-year NBA career in Portland after he was selected by the team with the 24th pick in the 2018 draft. He averaged a team-high 19.3 points and 4.8 assists in 70 games last season.