Wharton Fintech Podcast

In this podcast, Miguel Armaza sits down with Jay Bregman, Founder and CEO of Thimble, an on-demand insurance startup for small businesses and independent workers. Thimble is the first company to offer on-demand insurance by the hour, day, or month to cover the 57 million people who work independently in the US. Jay is an accomplished entrepreneur who previously founded two successful startups, including Hailo, a London-based ridesharing company backed acquired by Daimler Mercedes-Benz in 2016. Jay Bregman Jay Bregman is the Cofounder and CEO of Thimble, an on-demand insurance partner for small businesses and independent workers. An innovator in the $100 billion small business insurance market, Thimble is the first and only company to offer on-demand insurance by the hour, day or month to cover the 57 million people who work independently. Thimble has raised over $29 million from top investors including IAC. Bregman is an accomplished entrepreneur who previously founded Hailo, a London-based ridesharing