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David Wolfson's work experience spans over several decades. David began their career as a Police Officer and Detective at the Mendham Borough Police from 1983 to 1990. From there, they worked as a Security/Parking Supervisor at Barnes/Jewish Hospital from 1992 to 2002. David then joined Homeland Security Corporation as a Special Projects Manager/Business Development from 2002 to 2007. In 2008, Wolfson held two roles as a Parking/Valet Manager at Chase Park Plaza and as a Security Systems Supervisor at St. Louis Children's Hospital. David later worked as a Security Site Supervisor at G4S Secure Solutions, USA from 2011 to 2012. From 2012 to 2015, they served as an Operations Manager at Andy Frain Services in West Lafayette, IN. Wolfson then worked as a Site Security Manager at Whelan Security from 2015 to 2016. Currently, they are a Security Administrator at NPB Companies.

David Wolfson attended Southwestern Illinois College from 1995 to 1999, where they received an Associate of Arts and Sciences (AAS) degree in Administration of Justice. Following this, they pursued further studies at McKendree University from 2000 to 2002, focusing on Computer Science.