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Robert Glorioso worked as an Executive Assistant at Montgomery Management from February 2013 to August 2014. Robert then moved on to work as an Executive Assistant at Underwriting Management Experts from January 2015 to March 2018. Finally, they were promoted to Chief Operating Officer at Underwriting Management Experts in March 2018.

Robert Glorioso attended North Penn High School from 1998 to 2001, where they earned their Diploma. From 2001 to 2004, they furthered their education at Montgomery County Community College, although no degree or specific field of study is mentioned.