Ironically, Holiday was briefly a Trail Blazer after his part in their deal with Milwaukee for Damian Lillard in 2023 before the Celtics acquired him less than a week later. Boston was lifting another trophy within the year, in no small part due to Holiday’s stout defense and unselfish team play.

The Boston Celtics have reportedly traded Jrue Holiday to the Portland Trailblazers. According to ESPN, the Celtics will get Anfernee Simons and two second-round draft picks.

The Portland Trail Blazers are reacquiring guard Jrue Holiday from the Celtics, sending guard Anfernee Simons and two second-round draft picks to Boston, ESPN reported on Monday night.