Dick Cavett – $100 Million

Dick Cavett acquired most of his $100-million fortune through investing in real estate. Arguably, one of his most important assets is a house he owns in Montauk, New York. At some point, he used to own approximately 100 acres of land. However, he only kept about 20 acres, including the historic house on the lot, which he ended up listing in 2019 for $33.9 million. Dick became recognized for his talent as a talk-show host through both the Tonight Show and The Dick Cavett Show. In 2019, he participated in the documentary called Alan Pakula: Going for Truth.