Jason has extensive legal, compliance, and operational expertise in the fintech sector. Jason was the Chief Legal Officer, Chief Compliance Officer, and Head of Operations for Roofstock, Inc. a marketplace for buying, selling, and managing single family rentals. Prior to Roofstock, Jason was the General Counsel and Chief Compliance Officer at Lending Club, which he took public in 2014. His work at Lending Club earned him the title of Best Corporate Counsel, Private Companies by the Silicon Valley Business Journal and San Francisco Business Times in 2014. Jason was also a corporate partner at Mintz Levin and Dentons and an associate at WSGR. Jason has a B.A. in Economics from U.C. Davis, a M.A. in International Economics and Public Policy (China Emphasis) from U.C. San Diego School of Public Policy & Strategy, and a J.D. from University of San Francisco School of Law.
James Moorhead is the Chief Operating Officer at Metromile, where he is responsible for overseeing Sales, Marketing, Customer Service and Claims. James joined Metromile in 2015 as the Chief Marketing Officer before becoming the Chief Operating Officer in 2017. Previously, James was the CMO at Dish Network, a $15 billion pay-TV business, where he spent three years leading a company-wide business turnaround that increased Dish’s market capitalization from $10B to $30B. Before joining Dish Network, James held senior marketing roles at Procter & Gamble for 12 years where he oversaw Old Spice during its brand revival. For his past work, Adweek’s Brandweek editors named James as the 2010 Grand Marketer of the Year, and Advertising Age included him on their 2011 Creativity 50 list. His team’s TV commercials have received many awards, including two Cannes Grand Prix, the Grand Effie and an Emmy for Best Commercial. James was also named the “Direct Marketer of the Year, 2014,” by the Taylor Institute for Direct Marketing.
Mike brings over 20 years of experience in designing and developing scalable and highly available software solutions. Prior to Metromile, Mike was Vice President of Engineering at Breadcrumb. At Breadcrumb, Mike helped prepare the engineering organization and technology stack to be spun out of its parent company, Groupon. Prior to Breadcrumb, Mike was Director of Engineering at Path, where he helped scale the technology to support over 60 million users worldwide. Mike’s early career was spent at Intel and a 7-year stint as an entrepreneur.