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 1, 2026
In this episode, Dave Wolcott together with Mike Alexander dives into one of the most overlooked yet powerful opportunities in today’s market: energy investing. While most investors react to geopolitical headlines with fear, this conversation reframes the narrative—highlighting how global supply constraints, decades...
Mar 25, 2026
Today we have an inspiring guest, Carrie Friedberg, joining Dave Wolcott on the Wealth Strategy Secrets of the Ultra Wealthy Podcast. Carrie is a personal finance coach with a remarkable story—despite having advanced education and a rewarding career, she found managing her own finances confusing and overwhelming....
Feb 20, 2026
In this powerful episode of Wealth Strategy Deep Dives, Dave Wolcott welcomes Keala Kanae who completely reframes how we think about procrastination, self-sabotage, imposter syndrome, and fear. Rather than treating these as flaws to “fix,” the episode reveals a deeper truth: we don’t have a motivation...
Dec 26, 2025
In this episode of Wealth Strategy Secrets of the Ultra-Wealthy, Dave Wolcott joins Brett Swarts on the Build With The Billions podcast to unpack the mindset and strategies behind true legacy wealth. Dave shares his personal journey—from growing up in a middle-class household and serving as a Marine Corps captain to...