Portland Trail Blazers trade Anfernee Simons to Boston: ESPN

PORTLAND, Ore. (KOIN) -- One day after the conclusion of the 2024-25 NBA season, the Portland Trail Blazers have made a massive trade, according to ESPN.

The Blazers have traded Anfernee Simons and two second-round picks for Boston Celtics guard Jrue Holiday, ESPN insider Shams Charania reported.

This is technically Holiday's second stint with Portland, although he has never suited up for Portland. The 34-year-old guard was involved in the deal that sent Damian Lillard to Milwaukee. However, Holiday was traded from the Blazers to the Celtics just days later.

Simons was drafted by the Blazers as a 19-year-old in 2018. The shooting guard averaged 15 points per game on 48.7% shooting in his seven years as a Trail Blazer. He was their leading scorer last season and was the longest-tenured member of the team.

His best season came in 2023-24 when he averaged a career-high 22.6 ppg to go along with over five assists per game and shot over 38% from behind the arc.

Simons also won the slam dunk contest in 2021.

Holiday is a two-time All-Star who won titles with the Bucks in 2021 and with the Celtics in 2024. The 6-foot-4 guard has been to the NBA all-defensive team six times in his career, most recently in 2023-2024. He averaged nearly 20 points per game for the Bucks in 2022-23, but his scoring outputs have dropped off over the last couple years.