The Milwaukee Bucks waived Damian Lillard this offseason after he spent two years with the team from 2023 to 2025. When the Bucks first acquired Lillard, there were high expectations that he and Giannis Antetokounmpo would potentially bring the Bucks another title together.

The Celtics were reportedly one of the finalists for free agent star Damian Lillard before he opted to rejoin the Portland Trail Blazers last week on a three-year deal worth $42 million. However, some new comments from Lillard indicate that Boston may never have had much of a chance after all to land the 35-year-old.

The Boston Celtics initially acquired All-Star guard Jrue Holiday in a trade with the Portland Trail Blazers in October 2023. The Trail Blazers had just receive

Marc Stein revealed the Celtics' level of interest in Ben Simmons after losing the Damian Lillard sweepstakes.

A video went viral in 2023 when Jrue Holiday and Damian Lillard were caught having a conversation prior to a Celtics-Bucks matchup. It turns out, Lillard was having issues in the house he rented from Holiday.

The Portland Trail Blazers got franchise icon Damian Lillard to sign a new contract with the team as he returns to his roots. Lillard's family is based in Port