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Wealth Strategy Secrets of the Ultra Wealthy Podcast

May 29, 2026

In this episode of Wealth Strategy Deep Dives, Dave Wolcott and his guest break down the foundational principles behind proactive tax strategy and why sophisticated investors approach taxes very differently than most people. Instead of treating taxes as a once-a-year event, they explain how the ultra-wealthy build tax...


May 27, 2026

Most investors focus only on external strategies for wealth, but ignore the powerful inner game that actually drives success. Discover the “psychological upgrade” the ultra-wealthy use to break through plateaus and unlock lasting passive income, freedom, and fulfillment.

What You’ll Learn:

  • Why early childhood...


May 22, 2026

In this episode of Wealth Strategy Deep Dives, Dave Wolcott tackles one of the biggest frustrations high-income earners face: earning more money, yet still feeling financially stuck. Dave breaks down the flaw in traditional accumulation-based financial planning and explains why simply saving into public markets...


May 20, 2026

Today’s episode features an insightful conversation with Gabe Schulman, partner at Lennox Advisors—an expert in holistic financial planning for hedge fund managers, private equity leaders, investment bankers, and venture capital executives. Gabe’s journey is a testament to determination and the power...


May 13, 2026

Today’s guest is Brian Burke—an industry veteran with decades of real estate experience and a knack for navigating market downturns. Brian is the President and CEO of Praxis Capital, and author of "The Hands-Off Investor." If you’ve ever wondered how seasoned pros manage risk and seize opportunity in...