There is a fine line between a visionary leader and an opportunist, and navigating that line requires a rare level of conviction. While we celebrate billion-dollar unicorns, we often ignore the "money trap" that keeps successful people from ever feeling truly free.

Former SoftBank CFO Alok Sama joins the show to unpack the mechanics of high-stakes investing and the immigrant ethic of Silicon Valley. He explores the "crazy guy" strategy of using massive capital as a competitive moat and explains why his most rewarding experiences came after he walked away from the corporate world to pursue writing.

• The "crazy guy" competitive strategy: using a large bankroll to force competitors to fold.
• Why you must assume failure as an entrepreneur to build the necessary grit to bounce back.
• The difference between real estate mod ...