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Vanna Winland has six years of work experience. In 2020, they worked as a Software Engineer for AtomRain, Inc. and as a Developer Relations Engineer for GraphGrid, Inc. From 2016-2020, they were a Certified Pharmacy Technician and Data Entry for Absolute Pharmacy Inc. Between 2014-2016, they were a Certified Pharmacy Technician for Ritzman Pharmacies Inc. From 2013-2014, they were a Certified Pharmacy Technician and Production Technician for Absolute Pharmacy Inc. Finally, from 2012-2013, they worked as a Cashier and Server for Boston Market.

Vanna Winland attended The University of Akron from 2013 to 2017, where they earned a Bachelor of Arts in English Language and Literature. In 2019, they enrolled in the Flatiron School to pursue a Full-Stack Web Development program. In June 2014, they obtained a Nationally Certified Pharmacy Technician certification from the Pharmacy Technician Certification Board (PTCB).