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Drew Robb has worked for a variety of companies since 2013. Drew began their career as a Delivery Driver for Home City Ice, then worked as a Warehouse Worker for Highland Estates Coffee Traders, a Derringer Company in 2014. In 2016, they worked as a Tier 1 Customer Service Intern and Monitoring Team Intern for ERP Suites, and as a Head JVB Soccer Coach for Elder High School. In 2018, they were a Data Analyst Intern for JLL, and in 2019 they were a Solutions Engineer and Product Champion for ERP Suites, as well as a Business Intelligence Developer Intern for PatientPoint®.

Drew Robb attended Elder High School from 2011-2015 and obtained a High School degree. Drew then attended the University of Cincinnati Carl H. Lindner College of Business from 2015-2019, where they earned a Bachelor's Degree in Information Systems and Operations Managment. In 2021, they obtained a Oracle Analytics Cloud Platform 2020 Solution Engineer Specialist certification from Oracle, and an Amazon Web Services Cloud Practitioner certification from Amazon Web Services (AWS).