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Shira May has a diverse work experience spanning over several companies and roles. Shira is currently serving as the President and CEO of the Center for Dispute Settlement since March 2021. Prior to this, they were the Executive Director of PARTNERS IN RESTORATIVE INITIATIVES from April 2018 to March 2021. Shira also worked as an Education Coordinator at the Alzheimer's Association® from May 2017 to March 2018. Before that, Shira served as an LGBTQ Trainer at Out Alliance & ROC LGBTQ Resource Center from January 2013 to May 2017. Shira also gained experience as an Adjunct Faculty at both Monroe Community College and Nazareth College. Additionally, they worked as a Project Coordinator at the University of Rochester in 2013. Earlier in their career, Shira served as a Research Associate at Children's Institute from 2005 to 2012. Overall, Shira May has a strong background in leadership, education, and research.

Shira May obtained their B.A. in Cognitive Science from the University of California, Berkeley between 1993 and 1996. Following this, they pursued a Ph.D. in Education and Human Development at the University of Rochester, completing their degree between 1998 and 2005.