This evaluation report explores the evolution of the Youth Leadership Institute (YLI), an annual convening of youth leaders, youth organizers, adult allies, and educators from across New England. The report closely examines the first several years of YLI, tracking its growth and challenges through the eyes of youth, adult allies, and Nellie Mae staff. The end of the report presents findings from the evolution of YLI, including lessons on convening youth-led meetings, fostering youth-adult partnerships, and how funders can support youth voices. [The evaluation report was coordinated in partnership with Algorhythm.]