Jrue Holiday is now in his second stint with the Portland Trail Blazers after the Boston Celtics traded him to Portland before the NBA Draft. Of course, Holiday never played for the Blazers in his first stint.

The Boston Celtics acquired Anfernee Simons as part of the Jrue Holiday trade, but the veteran guard may be on the move yet again.

On Monday, it was announced that the Boston Celtics are trading Jrue Holiday to the Portland Trail Blazers in exchange for Anfernee Simons and two second-round picks. Prior to the trade, Holiday spent two seasons in Boston and played a big role in their championship victory in 2024.