Based on what Damian Lillard has said in interviews, it seems like he has no interest in leaving Portland. With that said, ESPN’s Stephen A. Smith mentioned in 2018 that Lillard would entertain the idea of playing for the Los Angeles Lakers or Portland Trail Blazers. Some opposing executives echoed those thoughts at the time, saying they believed Lillard would welcome the opportunity to play in a bigger market. But this was two years ago and Lillard has said several times that he doesn’t want to go anywhere. So it seems like the chances of this happening are negligible at this point.