Wealth Strategy Secrets of the Ultra Wealthy Podcast

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

The biggest wealth leak for entrepreneurs isn't bad investing—it's overpaying taxes.

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...

Jul 24, 2026

High income does not automatically create lasting wealth.

In this Wealth Strategy Deep Dive, Dave Wolcott exposes the invisible financial decision that many high-income professionals and entrepreneurs make every year without realizing it. By following the traditional path of maximizing retirement accounts, deferring...