The Portland Trail Blazers are at a crossroads. They have a Hall of Fame guard still at the tail end of his prime, but Damian Lillard won’t be a top-10 player forever. On the other hand, they have the No. 3 pick in this year’s NBA Draft and a pair of young guards in Anfernee Simons and Shaedon Sharpe.
The Blazers have attempted, until now, to thread the needle, drafting and developing young talent while holding onto Lillard and signing Jerami Grant last offseason. With Grant hitting free agency this summer, the Blazers again have to make a decision on their future.