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Chris Macomber has a diverse work experience spanning over several years. Chris has held various roles in different companies. Currently, they are the Head of Product at CaaStle since November 2023. Prior to that, they founded Wrollo in June 2023, which is a platform designed to help network contacts easily share messages. From April 2013 to October 2023, Chris served as the CEO of WhoKnows Inc., a lead gen platform that was later acquired by LeadGenius. Additionally, they worked as the Director of Product Management at Lytro Inc. from 2011 to 2013, where they played a crucial role in building the company's off-camera product and platform. Before that, Chris held the position of Principal Product Manager at Reputation.com from November 2009 to March 2011. Furthermore, they worked at Intuit in various roles, including Product Manager for QuickBooks Online and Intuit Community, and Product Manager for QuickBase, from 2006 to 2009. Prior to their time at Intuit, they served as a Group Engineer Manager at Cisco Systems from 2003 to 2006 and as a Manager of Technology at Sapient from 1997 to 2003.

Chris Macomber has a Bachelor's degree in Computer Science from Stanford University, which was obtained between 1993 and 1997. Chris also completed a Master of Business Administration (M.B.A.) with a focus on Product Management at the MIT Sloan School of Management from 2005 to 2007.