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Chris Riley has a diverse work experience in the field of technology. Chris started their career at Zoom Telephonics as a Linux Administrator and Webmaster, where they administered a large network and developed/maintained company websites. Chris then worked at iXL as a Director of Technical Production, leading a team in the production and broadcast of live events for various clients. At iJane, Inc., Chris served as the Director of Technology, managing web development and database design, as well as overseeing the production of streaming media. Chris later became the Managing Partner at On The Net Yet, a web hosting and development company. Chris then joined iMedia Shop, Inc. / Gotsite Media, Inc. as the VP of Technology, driving software development and design of an e-commerce platform. After the acquisition, they adapted the platform to iMedia's goals. Chris went on to work at Alacre, Inc. as the VP of Information Technology, where they formalized IT operations and introduced tools/technology to enhance efficiency. At Consumer Source, Inc., they held the role of Senior Architect, Infrastructure, and was responsible for designing and implementing high availability systems and applications. Lastly, Chris worked at RentPath as the Director of Network Operations, managing a team and designing a power efficient data center.

Chris Riley is a graduate of Emerson College, where they pursued a Bachelor of Science degree in Audio Engineering and New Media Development from 1995 to 1999.