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Cliff Kensinger has over 20 years of work experience in various roles, primarily focused on web development, design, and marketing technology. Cliff began their career as a Senior Designer at MarchFirst in 1998. Cliff then worked as a Creative Director at Medseek before transitioning to PlanMember as the Web Creative Director. In 2000, they founded their own design company, DCKensinger Design, where they served as the Owner until 2008. Cliff then returned to PlanMember Services Inc as the Lead Web Development & Design Architect, responsible for building and managing a complex web ecosystem. In 2015, they joined PlanMember Financial Corporation as the Director of Marketing Technology, playing a key role in developing cutting-edge Marketing Systems that elevated the company's marketing and personalization capabilities.

Cliff Kensinger earned a Bachelor of Science degree in Applied Art and Design from California Polytechnic State University-San Luis Obispo from 1993 to 1998. Their studies focused on Design, Interface Design, Illustration, Biology, and 3D.