Currently she is the CEO of Enterprise for Youth, an organization that empowers young people to prepare for and discover career opportunities in the San Francisco area through a three-phase program model of job-readiness training, paid internships with college credit, and ongoing career development and networking support.
[3] The group and the seven other related chapters, including 826NYC, 826LA, 826 Seattle,[4] (which later moved on to become The Greater Seattle Bureau of Fearless Ideas), 826 Chicago, 826 Ann Arbor, 826 Boston and finally 826DC, all of which are a part of 826 National (which she also co-founded and headed) are a group of non-profit writing centers for students ages 6–18.
[7] The film is narrated by actor Matt Damon with music composed by San Francisco musician Thao Nguyen.
In 2014, Calegari gave a TEDx talk[12] at Santa Catalina School on the importance of valuing teachers.
[17] In 2018, Calegari was featured and honored as a Homework Hero on ABC-7[18] as part of Women's History Month for her work with 826 Valencia and 826 National.
[23] Recipient of the Doctor of Humane Letters, Honoris Causa, University of San Francisco, School of Education, May 16, 2019.