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Jillian Olesh has an extensive work experience in the food and beverage industry. Jillian started their career at Iron Hill Brewery & Restaurant as a Bartender, Server, and Host from January 2003 to June 2006. Jillian then worked as a Bartender at The Harp from October 2007 to February 2014. Jillian joined Pizza Port Brewing Company in May 2010 as a Bartender and later served as a Sales & Brand Ambassador from November 2013 to December 2015. Jillian was promoted to Sales Manager from January 2016 to December 2018 and then to Senior Sales & Brand Development Manager from December 2018 to December 2022. Currently, Jillian holds the position of Director of Sales at Pizza Port Brewing Company starting from October 2022.

Jillian Olesh attended the University of Delaware from 2002 to 2006, where they pursued a Bachelor of Science (B.S.) degree in Hotel, Restaurant and Institutional Management.