· stephen cloobeck net worth stands at around $500 million , making him one of the most recognised american entrepreneurs in the global resort industry. Cloobeck is an american businessman who has a net worth of $500 million. Las vegas, nevada – occupation: Cloobeck (born ) is an american businessman and the founder, former chairman and chief executive officer of the timeshare company diamond resorts. Approximately $100 million according to some sources · a number of well-considered choices, most notably the purchase and conversion of the timeshare company into a high-end leisure brand, contributed to stephen cloobeck’s net worth, which is frequently estimated to be around $500 million. When did cloobeck appear on undercover boss? Find out his career achievements, philanthropy, controversies, and personal life. Cloobeck is an american businessman and the founder, former chairman and chief executive officer of the timeshare company diamond resorts. Entrepreneur, philanthropist, political activist, television personality –…