S tephen Winn is a self-made American billionaire who is the founder of RealPage, a major provider of software and data analytics for the real estate industry. He founded the company in 1998 and has since built it into a dominant player in its field. RealPage's software is used by landlords and property managers to manage a wide range of functions, from leasing and rent collection to maintenance and accounting.

He served as the company's longtime chairman and CEO for many years, guiding it through its period of rapid growth and its successful IPO. In 2021, he sold the company to the private equity firm Thoma Bravo in a massive $10.2 billion deal. This sale was the source of his billion-dollar fortune. He has since retired from the company he founded and has focused on his other interests, including his passion for polo.