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Jessika Macey has worked in a variety of roles since 1990. Jessika began their career as the Chief Operations Manager at Danbury Fair Restaurants in 1990. In 1996, they moved to MNA Creative, Inc., where they worked as the Operations Manager and Marketing for 12 years. In 2008, Jessika became a Principal Consultant at Macey Consulting and a Consultant at Town Sports International. Jessika also took on the role of Freelance Web Producer at Digital Surgeons LLC. From 2011 to 2015, Jessika worked as an Inside Sales at Zapp Precision Strip, and then as a Sales Operational Manager and Inside Sales/CRM Manager at Vision Engineering Ltd. Most recently, in 2021, Jessika began working as a Sales Operations for Kitchen Brains.

Jessika Macey attended Southern Connecticut State University from 1991 to 1995, where they earned a Bachelor of Science in Management and MIS. Jessika also attended NFHS.