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
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 24, 2026
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...
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...