Barbara Corcoran’s got straight D’s in high school and college and 20 jobs by the time she turned 23. But it was her 21st job that would make her one of the most successful entrepreneurs in the country–she borrowed $1,000 and quit her job as a waitress to start a tiny real estate company in New York City. Over the next 25 years, she would parlay that $1,000 loan into a $5 billion real estate business building the largest and best known brand in the business. Now best known for her role as a “Shark” on ABC’s hit show Shark Tank, Corcoran’s amazing story, professional expertise, and tell-it-like-it-is attitude is a refreshing approach to success for audiences everywhere. Jeffrey Hayzlett recently sat down with her for a chat, where she revealed that because she couldn’t read or write until the fifth grade, she has struggled with lifelong feelings of inadequacy. Today, the hugely successful businesswoman channels those feelings into her work by being as prepared as she possibly can for any situation. Listen to the interview here.