Our Team

Chuck Geiger

Former CTO
Travelocity, PayPal, Ask.com

Chuck is one of the founders and was the chief architect of Travelocity and was the former CTO of Chegg. He has significant experience running some of the largest online transaction product organizations and most visited sites in the world, including as CTO of Ask.com, CTO of PayPal, VP Architecture of eBay, and executive positions at InterActive Corp., Gateway and Travelocity. At InterActive Corp, Chuck was responsible for managing a consolidated data center strategy for IAC portfolio companies including Ask.com, Evite.com, CitySearch.com, Ticketmaster, and Match.com. Chuck also was responsible for the technology organization at Ask.com including Engineering, Architecture, Program Management, QA, IT, and Operations. At PayPal, Chuck was responsible for the product development organization which includes Product Management, Design, Engineering, Architecture, Operations, IT, QA, Project Management, Content, and Localization, running a team of approximately 550 professionals.

At eBay, Chuck was responsible for the migration to the new generation system architecture and platform. Chuck also ran e-commerce for Gateway and was one of the principals that built Travelocity.com where he served as VP of Product Development and Marketing.

Chuck helps Entrepreneurs Group clients with their product and technology strategies. He specializes in Engineering and Technology Management, Architecture and Product Development Process.