Shai Wininger

Shai Wininger is a prominent tech entrepreneur known for his role as the co-founder and CEO of Lemonade Inc., a technology-driven insurance company that went public in 2020. He has been with Lemonade since its inception in 2015, initially serving as President and COO before becoming CEO in July 2021. Under his leadership, Lemonade has gained recognition for its innovative approach to insurance, leveraging technology to enhance customer experience and streamline operations.1

In addition to his work at Lemonade, Wininger is also a co-founder of Fiverr, a well-known online marketplace for freelance services, where he played a significant role in its development and growth from 2010 until 2019. His entrepreneurial journey began earlier with ventures such as Mobideo Aerospace and Handsmart Software, showcasing his long-standing commitment to technology and innovation.1

Wininger has a background in computer graphics and has contributed to various tech initiatives, emphasizing a culture of data-driven decision-making and user-centric design throughout his career.1