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Jason Howard has worked in various roles over the past 15 years. In 2005, they began as a Manager at Twisted Salon, where they were responsible for daily activities of the salon and coordinating stylists' days. Jason then moved to Barneys New York in 2010, where they were a Key Holder/Supervisor in charge of opening/closing the department store and daily sales schedules. In 2009, they also worked as a Salesperson at Zappos Family of Companies, where they gave clients a positive experience by "wowing" them with great deals. In 2012, they worked as a Supply Chain Supervisor at Gilt Groupe and an Office Assistant at Capriole Farms. Finally, in 2015, they became the Director of Sales Operations and Senior Operations Manager at The Oliver Gal Artist Co., where they created and analyzed a variety of reports, identified process inefficiencies, managed eCommerce, and trained, managed, and monitored customer accounts.

Jason Howard received their Bachelor's degree in Business, Management, Marketing, and Related Support Services from Indiana Wesleyan University between 2009 and 2011. Jason also obtained an Associate of Arts (AA) in Baking and Pastry Arts/Baker/Pastry Chef from Sullivan University between 1996 and 1998.