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Jess Sisti has a diverse work experience. Jess started their career as a Work Study in the Registrar's Office at Kutztown University of Pennsylvania from February 2010 to May 2012. Jess then worked as a Customer Service Associate at Kohl's from May 2009 to May 2015. After that, they joined Susquehanna University as a Counselor from August 2013 to May 2015. From October 2015 to June 2019, Jess worked at LunchDates as a Matchmaker, where they built relationships with clients, recruited and interviewed candidates, provided date coaching, coordinated dates, and recorded feedback. Currently, they are the Director of Talent at ReSupply, a company that aims to make charitable giving simple and convenient. Jess's role at ReSupply involves delivering a user-friendly product and supporting causes through seamless donation.

Jess Sisti received a Bachelor of Science degree in Psychology from Kutztown University of Pennsylvania, where they studied from 2008 to 2012. They then pursued a Master of Science degree in Clinical, Counseling, and Applied Psychology at Penn State Harrisburg from 2012 to 2014. In 2015, Jess completed some non-degree post-graduate study in Human Services at Post University.