Celtics' Jayson Tatum Recruiting All-Star Free Agent Guard to Boston: Report

Jayson Tatum is actively recruiting free agent guard Damian Lillard to join the Boston Celtics, reigniting efforts he previously made during Lillard's 2023 trade request from Portland. Both players, currently sidelined for the upcoming season, share an established connection from teaming up at the 2025 NBA All-Star Game.

Lillard's availability comes after being waived by Milwaukee, though signing him carries significant injury risks. He's recovering from an Achilles injury that could reduce his athleticism by 5-10%, particularly impacting his burst as a smaller, older guard reliant on explosiveness for separation.

Any potential deal would require a minimum contract for the upcoming season, with long-term negotiations deferred until next offseason when Lillard heals. The Celtics must first shed additional salary to avoid the second apron luxury tax threshold before offering a substantial contract.

While Boston doesn't have an immediate roster need for Lillard, the franchise may proceed with the signing regardless to maintain All-Star Jayson Tatum's satisfaction, treating it as a goodwill gesture toward their cornerstone player.