Jay Bregman is a tech entrepreneur with a track record of building successful businesses. He is the founder and CEO of Thimble, an insurance company that simplifies the process of insuring small businesses. Before Thimble, Bregman founded two companies: Hailo, a ride-hailing app that was acquired by Daimler, and eCourier, a courier service that was acquired by Royal Mail. With a Bachelor's degree in Philosophy from Dartmouth College, Bregman also holds a Master's degree in Media & Communications Regulation & Policy from The London School of Economics and Political Science (LSE). He also studied Philosophy and Politics at the University of Oxford. Bregman has also worked as a Research Associate at the Berkman Center for Internet & Society at Harvard Law School. Through his work, Bregman has gained expertise in entrepreneurship, technological advancements, and insurance, among other related areas.