The Portland Trail Blazers have until the start of the 2025-26 regular season to extend former top-ten pick Shaedon Sharpe. If not, he will enter restricted free agency next offseason. These extension talks are tricky for any general manager to navigate, but especially for Joe Cronin, given Sharpe's situation.
Portland should keep Sharpe around for the long haul because of his star upside. They would be kicking themselves if he reaches his ceiling and becomes one of the best two guards in the league while wearing another team's jersey. But how much is he worth? Should they extend him or let the RFA market determine that value?