Celtics' Damian Lillard Pursuit Gets Significant New Twist

The Boston Celtics have faced significant challenges this offseason, trading Jrue Holiday and Kristaps Porzingis due to salary cap constraints. Additionally, star player Jayson Tatum is expected to miss most, if not all, of the 2025-26 NBA season after suffering a torn Achilles.

Amidst this uncertainty, the Celtics have reportedly shown interest in star free agent point guard Damian Lillard, who was surprisingly waived by the Milwaukee Bucks to create cap space. Lillard, also recovering from a torn Achilles, has attracted attention from multiple contending teams.

Boston's pursuit of Lillard is fueled in part by his close friendship with Tatum. Reports confirm that Tatum is actively recruiting Lillard to join the Celtics.

Signing with Boston presents a logical scenario for Lillard, as the Celtics could offer him a two-year contract without immediate pressure to return in the first season. The team's strategy appears to focus on getting both Lillard and Tatum fully healthy simultaneously, potentially aligning their prime playing window for the 2026-27 season, even if they return partially during 2025-26. Acquiring Lillard would add a proven superstar to the Celtics' roster.