This report describes the major annual activities and accomplishments of Mathematica's cross-site evaluation from October 2018 - September 2019. The report includes (1) a brief history of the RPG cohorts, (2) information on the RPG4 and RPG5 projects, (3) an overview of the RPG cross-site evaluation, (4) highlights from the past year of the contract, (5) support provided to RPG projects during this period, and (6) a description of next steps.