Didi Gregorius at shortstop for the Phillies

The Phillies must overpay to keep Didi Gregorius

The Philadelphia Phillies are heading into an offseason with a long list of questions to answer once again. The furore over the Bryce Harper pursuit and the J.T. Realmuto trade have not reaped the desired rewards. Realmuto and Didi Gregorius, two of their top five most valuable hitters in 2020, are both heading for free agency.