On this episode of Bootstrapped, we interviewed Radio & Television host Santana Moss. Moss played in the NFL for fourteen seasons. As the first-round pick in the 2001 NFL draft, Santana knew that he was going to need to take proactive measures to maintain his newly acquired wealth. Santana adopted a live and learn approach to entrepreneurship and began investing in real estate and other small businesses. All with varying degrees of success. From his early missteps, he gradually learned what to look for in an investment. On this episode, Santana shares how he learned the hard way that you shouldn’t blindly trust everyone you come across and the importance of perseverance following failure.