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Rob Caskey has over 30 years of work experience in the marketing and operations fields. Rob began their career in 1992 as a Senior Scientist (Software Engineer) for Vector Research, Inc., where they provided business process reengineering (BPR) expertise to a joint working group of representatives from all branches of the armed services and authored more than 20 user manuals and production specifications. In 1996, they became the Assistant Director of Online Communications for the Public Broadcasting Service (PBS), where they were part of the team that designed and launched PBS Online. In 2000, they began working for eBrains, Inc. as the Director of Online Marketing, planning and implementing multi-million dollar online marketing campaigns for national clients. Rob then joined Simply Wireless, Inc. as the Vice President of Marketing and Chief Operating Officer, leading all marketing initiatives for the company and managing a team of 70 employees. In 2005, they joined buySAFE, Inc. as the Head of Marketing and Senior Director of Consumer Marketing, where they were responsible for creating and executing the company's marketing plan and overhauling the corporate brand architecture. In 2007, they became the Vice President of Marketing and Direct Sales for Liquidity Services, Inc., directing all marketing and direct sales activities for the retail supply chain group. In 2015, they joined CARFAX as the Director of Marketing, leading team responsible for consumer (B2C) and shop (B2B) demand generation activities and directing partner marketing efforts with national brands. In 2019, they began working for Capital One as the Head of Digital Marketing, leading digital acquisition marketing team and managing a multi-million dollar annual budget. Rob'smost recent role is Chief Operating Officer at Edly Inc., which they began in 2022.

Rob Caskey holds a BBA in Finance from James Madison University and a Masters in School of Business from The George Washington University. Rob has also obtained certifications from The Trade Desk Edge Academy Certified: Data-Driven Planning, The Trade Desk Edge Academy Certified: Executive Program, The Trade Desk Edge Academy Certified: Marketing Foundations, and Dare to Lead Trained in November 2019.