The Catholic Sisters Strategic Initiative has awarded more than $105 million in grants to 62 organizations since 2013. Currently, the initiative is at a transition point, as its first five-year strategy comes to a close and its second strategy is under development.The theme of transition is central to this measurement, evaluation and learning report as it reflects on the evolution not only of the Catholic Sisters Strategic Initiative, but also of the global Church and religious life. The report illuminates lessons from the first five years of the Catholic Sisters Strategic Initiative that have helped inform and shape its current direction as well as the next iteration of its strategy. The report provides an overall summation and evaluation of the progress made on the 2013 strategy to date. Some of the grants made under this strategy are ongoing, and the impact of some grants may only be felt over a longer term.