On February 20, 2017, DiGregorio was signed by the Blackwater Elite.[2] DiGregorio's play in the 2017 Commissioners Cup and 2017 Governors' Cup thrust him into being one of the finalists for the 2017 PBA Most Improved Player award at the annual PBA Leo Awards Night. On September 7, 2017, he signed a two-year contract extension with the team.[3]
On October 19, 2019, he was traded to the TNT KaTropa for Brian Heruela.[4]
On January 6, 2020, DiGregorio, along with a 2023 second-round draft pick, was traded to the Alaska Aces for Simon Enciso.[5]
On May 12, 2022, DiGregorio signed a two-year deal with the Converge FiberXers, the new team that took over the defunct Alaska Aces franchise.[6]