Shai Wininger is the Co-Founder and Co-CEO of Lemonade, Inc., a tech-driven insurance company that has changed how people think about insurance. Born in 1976, Shai studied Computer Science and has a strong tech background, having previously founded Fiverr, a...

Shai Wininger is the Co-Founder and Co-CEO of Lemonade, Inc., a tech-driven insurance company that has changed how people think about insurance. Born in 1976, Shai studied Computer Science and has a strong tech background, having previously founded Fiverr, a popular freelance services platform. He held various key roles at Lemonade since its launch in 2015, where his expertise in technology has played a significant role in shaping the company. In 2021, he transitioned to Co-CEO alongside Daniel Schreiber, but as of January 2024, he returned to the position of President. Shai's management style reflects a blend of tech savvy and innovative thinking, focusing on using artificial intelligence to disrupt the insurance sector. In various years, his compensation has included sizable stock options, reflecting his commitment and belief in the company’s future growth, as they aim for better customer experiences and deeper engagement in the market.