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Cassandra Heller has over 13 years of work experience in various roles and industries. Cassandra currently holds the position of Director of Finance at Zentility since February 2020. Prior to that, they worked briefly as a Bookkeeper at the same company. From October 2016 to February 2020, Cassandra was an Associate at Pour Richard's Wine & Spirits. Cassandra served as a Sales Representative at The Wine Trust from February 2014 to December 2016. Cassandra also had a role at Vintrinsic FLX, where they were a Social Media Manager from June 2016 to September 2016, and later became a District Sales Manager from November 2015 to September 2016. In addition, they worked as an Independent Sales Rep at Worldwide Beverage from September 2012 to January 2014. Prior to that, they were an Independent Silpada Representative at Silpada from October 2011 to September 2013. Cassandra's earlier work experience includes positions such as Front Desk Associate at True North Hotel Group in 2010, Front Desk/ Bartender at Ryder Brook Golf Course from July 2010 to October 2010, and Line Cook at Restaurant 45 from December 2007 to February 2010.

Cassandra Heller's education history begins in 2004 when they attended Tri-County Regional Technical Vocational High School. Cassandra obtained a Diploma with a focus on Culinary Arts/Chef Training in 2008. In 2008, they briefly attended Endicott College, where they pursued studies in Hospitality. In 2010, Cassandra enrolled in the New England Culinary Institute, where they earned a BA in Prep, Hospitality and Restaurant Management. Cassandra also completed a Bachelor of Science degree in Online Hospitality and Restaurant Management from the same institution between the years 2010 and 2012. In 2016, they pursued further education at Mount Wachusett Community College and obtained an Accounting/Bookkeeping Certificate. Most recently, in 2019 and 2020, Cassandra attended the National Tax Training School, focusing on Federal Tax.