The acquisition of Damian Lillard by GM Jon Horst and the Milwaukee Bucks is arguably the biggest gamble of the Giannis Antetokounmpo era and maybe in Bucks franchise history. Sending out one of the Big Three from the championship core in Jrue Holiday to create one of the best duos in the league seemed to guarantee a deep playoff run.
BREAKING: The Portland Trail Blazers are trading guard Damian Lillard to the Milwaukee Bucks, sources tell ESPN. pic.twitter.com/FRgQyDVjQG
— Adrian Wojnarowski (@wojespn) September 27, 2023
Yet injuries derailed any chance of that, as the Bucks would lose to the Indiana Pacers in six games, with Lillard missing two.