In this episode, Shamus Madan chats with Elad Schaffer, tracing his entrepreneurial journey from WikiStrat to Faye. They delve into the pros and cons of bootstrapping a startup, the philosophy of Faye, and its impact on the travel insurance sector. Further, they explore the underwriting process, the importance of travel insurance education, and the influence of historical events on the industry. They also discuss the integral role of customer service in insurance and learn more about Faye. Previously Elad Schaffer Co-Founded Wikistrat, the world's first crowdsourced consultancy. They leverage a worldwide community of several hundred strategic thinkers to run simulations of likely international events and unfolding global trends. After that, Elad noticed a level of friction in the travel insurance industry that could be removed. Faye started out as an AI travel assistant, predicting if your flight would be delayed and providing you with other insightful information about your trip. But then COVID-19 hit. "I think as we saw the pandemic hit, we realized that there's only that much you can do with data alone. And. Once your flight has been canceled, it's not enough to know about it in advance. You also need to be revoked or have your sleep costs reimbursed." - Elad. So he pivoted the company into a modern, easy-to-use travel insurance business. Listen to the full story. Learn More About Faye Here: https://www.withfaye.com/ Twitter of Host: @mbitpodcast Twitter of Guest: @FayeTravel (0:00) Introduction and welcoming guest Elad Schaffer (1:46) Elad's entrepreneurial journey: From WikiStrat to Faye (3:53) The challenges and benefits of bootstrapping a startup (6:18) The philosophy behind Faye and its impact on the travel insurance industry (10:46) Understanding the underwriting process in travel insurance (12:18) Educating US travelers on the importance of travel insurance (15:06) The influence of historical events on travel and travel insurance (17:17) The crucial role of customer service in the insurance industry (17:37) Learning more about Faye (18:22) Closing remarks and interview wrap-up