After signing a three-year, $45 million deal to return to the Blazers, Lillard said "it never felt right, not being home.”

Damian Lillard has been one of the best point guards of this generation ever since he stepped foot in the league after being drafted to the Portland Trail

Lillard requested a trade out of Portland in 2023, with the Heat being his preferred destination. However, he was ultimately dealt to Milwaukee in a blockbuster three team trade that would give Giannis Antetokounmpo another top player to play with.