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Anthony Pupello has several years of work experience in the real estate and catering industries. Anthony began their career at Catering by Anthony in 2009, where they worked as an Executive Chef for five years. In 2014, Pupello transitioned to the real estate industry and joined LG Fairmont as a Real Estate Salesperson. Anthony later took on additional roles within the company, including Landlord Relations and eventually becoming the Head of Landlord/Developer Relations in May 2017. In 2016, Pupello joined Big Square Realty as the Executive Director of Sales and Rentals.

Anthony Pupello attended the International Culinary Center from 2008 to 2009 but did not obtain a degree or specify a field of study. In addition, they hold a Real Estate License from the NYS Department of State, although the month and year of its acquisition are unknown.