Aug 12, 2026
Successful investing isn't about predicting the future—it's about making better decisions when the future is uncertain.
In this episode, Dave Wolcott sits down with former World Series of Poker champion, bestselling author, and decision-making expert Annie Duke to explore how investors, entrepreneurs, and business...
Aug 7, 2026
Many entrepreneurs and professionals look wealthy on paper—but still don't feel financially free.
In this solo episode, Dave Wolcott explains why traditional financial planning often leaves high-income earners feeling trapped despite growing net worth. He shares why building passive income, diversifying beyond your...
Aug 5, 2026
In this episode, Dave Wolcott sits down with CPA, entrepreneur, and tax strategist Mike Jesowshek to uncover why proactive tax planning is one of the highest-return investments any business owner can make. While most entrepreneurs...
Jul 31, 2026
Most investors react emotionally when markets become volatile. Family offices don't.
In this episode, we have Pantheon's Director of Alternative Investments, Portfolio & Capital Markets, Michael Alexander, for a behind-the-scenes look at how sophisticated investors build resilient portfolios. They break down...
Jul 29, 2026
Many entrepreneurs start a business to create freedom—only to find themselves working more than ever.
In this episode, Dave Wolcott sits down with entrepreneur, bestselling author, and Lifionaire founder Jason Wojo to discuss how business owners can stop trading time for money, build companies that operate without...