Damian Lillard Celtics free agency discussions have intensified as both Lillard and the Boston Celtics appear interested in joining forces, with sources suggesting serious consideration from each party. The Milwaukee Bucks plan to buy out Lillard’s contract, creating an unexpected opening that may shape the future of the Celtics’ roster.
Growing Connections Between Lillard and Boston
Lillard’s upcoming free agency comes as Milwaukee pursues Myles Turner, freeing the celebrated nine-time NBA All-Star after his Achilles injury suffered in late April. ESPN’s Shams Charania first revealed the Bucks’ buyout plans, while The Athletic highlighted the Celtics’ likely pursuit of Lillard among many interested teams. Adam Himmelsbach of The Boston Globe emphasized that the possibility of Lillard heading to Boston is more than speculation, citing strong connections and admiration between the player, the organization, and Celtics star Jayson Tatum.
“… League sources said that the Celtics are among a group of teams that has shown early interest in signing the nine-time All-Star,”
—Adam Himmelsbach, Boston Globe
“A league source also made it clear that Lillard could have interest in Boston, too, citing his respect for the organization and his long friendship with (Jayson) Tatum.”
—Adam Himmelsbach, Boston Globe
Financial Flexibility and Potential Impact
Because Lillard is expected to receive his full contract payout from Milwaukee, his financial demands for a new team might be lower than expected, a scenario that benefits the cost-conscious Celtics. Boston’s front office, having focused on budget adjustments this offseason, could find Lillard’s situation especially appealing.
Both Lillard and Tatum suffered season-ending Achilles injuries during the playoffs, and are projected to spend most or all of the 2025-26 season on the sidelines. Despite these setbacks, acquiring Lillard could set the stage for a formidable 2026-27 campaign, attracting attention from league observers and bolstering the team’s ambitions.
What Lies Ahead for the Celtics and Lillard
Lillard’s history as an All-Star, his established friendship with Tatum, and his respect for the Celtics organization create a foundation for a potential partnership, which could impact the trajectory of the Boston franchise. With reports from figures like Shams Charania and Adam Himmelsbach, along with continued attention from outlets such as The Athletic and the Boston Globe, all eyes are on whether these discussions become reality. The NBA landscape could see significant shifts if Damian Lillard ultimately joins the Celtics’ pursuit of another championship.