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Gregory Housewright has had a diverse range of work experiences in various security and managerial roles. Gregory is currently working as the Director of Security and Life Safety at Park Cities Baptist Church since May 2022. Prior to this, they worked at Champion National Security from 2018 to 2021, first as the Dallas Branch Manager and later as the Operations Manager. From 2017 to 2018, they served as the Vice President of Operations at Tut Security. Gregory also worked as a Security Consultant at Pan Global from 2015 to 2018. In 2013, they held the position of Operations Manager at Central Market. Their earlier experiences include working as a Police Officer at the Waxahachie Police Department from 2001 to 2008 and as a Police Officer at the Ennis Police Department from 1997 to 2001.

Gregory Housewright attended the University of North Texas at Dallas from 2011 to 2014, where they studied criminology. The specific degree obtained is not mentioned.