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Abby Drago has worked in a variety of roles across multiple companies. In 2021, they began their current position as Vice President of Advertising Operations at SagaCity Media. From 2013 to 2021, they worked at Oregonian Media Group in various roles, including Advertising Operations Director, Advertising Operations Manager, Senior Account Manager, Account Manager, and Account Associate - Digital Solutions. From 2011 to 2013, they were a Marketing Specialist at OregonLive. In 2010, they were an eCommerce Customer Care Representative at Columbia Sportswear Company. From 2008 to 2010, they worked at Hyatt Hotels Corporation as a Restaurant Server and at Third Planet Windpower, LLC as an Assistant to the CEO and Office Manager. In 2004 and 2005, they were a Guest Service Cast Member and Merchandising Intern at The Walt Disney Company and a Shift Supervisor and Coffee Master at Starbucks Coffee Company, respectively.

Abby Drago obtained a Bachelor of Arts degree in Psychology with an Emphasis in Business from Sierra Nevada College between 2003 and 2007. In 2012, they obtained a Google AdWords certification and in 2014, they obtained a Google Analytics certification.