Lillard now joins a reshaped Portland roster coming off a 21-win season. With the 35-year-old likely to miss most of the 2025-26 season recovering from injury, Holiday is expected to anchor the team alongside young talent like Scoot Henderson and Shaedon Sharpe.

Portland Trail Blazers guard Damian Lillard shared Jrue Holiday’s message after Bucks release, teasing backcourt that ended up materializing.

The pair were seen talking on-court when Boston played the Bucks last season, but the chat had little to do with a Blazers team-up.