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Wealth Strategy Secrets of the Ultra Wealthy Podcast

Oct 16, 2026

You can have a multimillion-dollar portfolio and still find yourself financially vulnerable when unexpected expenses, taxes, or investment opportunities arise.

In this special solo episode of Wealth Strategy Secrets of the Ultra Wealthy, Dave Wolcott explores three critical components of a coordinated wealth strategy:...


Oct 14, 2026

What if one of the biggest threats to your wealth isn't market volatility, but the taxes you're unnecessarily paying?

In this episode, Dave Wolcott sits down with Julio Gonzalez, founder and CEO of Engineered Tax Services, to explore how entrepreneurs and investors can move beyond traditional tax preparation and build a...


Oct 9, 2026

You can have a growing net worth, multiple investments, and a team of advisors—and still feel like you're not getting any closer to financial freedom.

In this special solo episode, Dave Wolcott explores why successful investors often reach a point where accumulating more assets creates more complexity instead of more...


Private Equity Investing: Why Great Operators Create Outsized Value (With Scott Estill)

Oct 7, 2026

What really drives exceptional returns in private equity—the financial model, the asset itself, or the people responsible for executing the strategy?

In this episode, Dave Wolcott sits down with Scott Estill, Managing Partner at Lancor and adjunct professor at Columbia Business School, to explore how private equity is...


Oct 2, 2026

Most entrepreneurs are asking the wrong question about AI. Instead of constantly searching for the newest tool or latest feature, the bigger opportunity may be learning how to use AI to think better.

In this episode, Dave Wolcott sits down with Tom Lambotte of AI Simplifier to explore a more strategic approach...