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Drew Silverman has six years of work experience. Drew started at Jewish Community Centers of Greater Boston in 2006 as a Manager on Duty. In 2009, they moved to Westfield State University as a Fleet and Operations Supervisor. In 2012, they joined GardaWorld as a Crew Leader/ATM Tech. In 2014, they became a Corporate Security Manager at Dell EMC. In 2017, they were a Senior Security Operations Manager at State Street Bank & Trust Co. and, in 2018, they took on the role of Account Manager at Rapid Response Monitoring.

Drew Silverman attended Westfield State University from 2008 to 2012, where they studied Criminal Justice and Corrections.