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Drew Taylor started their work experience in 2014 as a Sales Representative at Sandhills Publishing. In 2017, they joined Aircraft Cost Calculator, LLC in the same role, where they were responsible for utilizing the web-based platform to determine operating costs for aircraft and helicopters. Additionally, in 2014, Taylor worked as an Investor Services Intern at TD Ameritrade.

Drew Taylor attended Nebraska Wesleyan University from 2011 to 2015, where they pursued studies in Business Administration and Management, General.