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Is this the last we will see of the Damian Lillard / Stotts / Olshey core?

Feb 9, 2020; Portland, Oregon, USA; Portland Trail Blazers guard Damian Lillard (0) is recognized for earnng a spot in the All Star Game by Chris McGowan, president and Chief Executive Officer of Vulcan Sports and Entertainment, left, Jody Allen, chair of Portland Trail Blazers, and Portland Trail Blazers head coach Terry Stotts before Portland plays the Miami Heat at the Moda Center. Mandatory Credit: Jaime Valdez-USA TODAY Sports

Damian Lillard is firmly in the prime of his career. As arguably the greatest ever Portland Trail Blazer, he is in the top five players in the league conversation every year.