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Stephen began his service in 1990 as a corps member and soon emerged a leader. In 1991, he became the very first alumni to serve as Program Manager where he was responsible for the service and leadership development of ten young people.

Stephen was also the first alumni Executive Director of City Year Boston. In addition to a number of leadership positions within the City Year organization, Stephen has helped found several City Year sites including Providence, San Jose and Philadelphia and supported the launch of City Year’s 15th site, City Year South Africa in Johannesburg. His contributions were recognized in 1997 when he was named the Founding Co-Executive Director for City Year Philadelphia. Stephen went on to join the headquarters team to support the overall management and support of the sites.