Sep 4, 2026
How much cash should you actually keep? Too little liquidity can leave you vulnerable, but too much idle cash can prevent your capital from working toward your bigger wealth goals.
In this solo episode, Dave Wolcott breaks down a three-layer framework for managing liquidity around emergency reserves, upcoming...
Sep 2, 2026
Most people treat taxes as a bill to pay after the year is over. But for entrepreneurs and investors, proactive tax planning can be just as important as the investments themselves.
In this episode, Dave Wolcott sits down with Stephen Hall of Robert Hall & Associates to explore the difference between tax preparation and...
Aug 28, 2026
More tax deductions aren't always better. The real opportunity is understanding where your income falls within the tax code—and strategically positioning yourself to take advantage of the incentives available to you.
In this episode, we break down the "sweet spots" of tax planning for high-income entrepreneurs and...
Aug 26, 2026
Writing a check to charity may actually be one of the least tax-efficient ways to give.
In this episode, Dave Wolcott sits down with Phoenix Hafen of UI Charitable to explore how strategic philanthropy can help entrepreneurs and investors support causes they care about while making their overall wealth strategy more...
Aug 21, 2026
Most investors think they're diversified because they own different stocks, funds, and bonds—but their wealth may still be heavily tied to the same market conditions.
In this solo episode, Dave Wolcott breaks down what true diversification looks like through a family office lens. He explains how alternative...