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Robert Chappo worked as a Regional Sales Director at Catholic Financial Life from June 2019 to present, where they focused on expanding the brokerage team in Ohio and Pennsylvania. Prior to that, they served as Vice President of Life and Financial Protection at Seibert Keck Insurance Partners Agency from October 2015 to June 2019. Robert also had a long tenure at Prudential Financial, where they worked as Life Sales Vice President from July 1995 to October 2015.

Robert Chappo attended Eastern Michigan University from 1982 to 1988, where they obtained a Bachelor's of Science in Communication. During their time at the university, they focused on small group communication and interpersonal presentation as their field of study.