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Gregory LaScala began their work experience as a Network Engineer at SYS-TEC in 1998. Gregory then worked as a Senior Systems Engineer/Business Analyst at La-Z-Boy Incorporated from November 2000 to June 2007. After that, they served as a Systems Administrator at Ciber from June 2007 to December 2007. Gregory then joined Capricorn Diversified Systems as a Senior Systems Engineer from December 2007 to July 2008. Following that, they became an IT Manager at Rainbow Rehabilitation Centers from July 2008 to June 2014. Gregory LaScala currently holds the position of CEO at LaScala since March 2010.

Gregory LaScala attended Stautzenberger College from 1998 to 2001, where they pursued a field of study in Computer Networking. Following their time at Stautzenberger College, they went on to attend Cleary University from 2012 to 2015. During their time at Cleary University, Gregory LaScala focused on Business Administration and Management, General.