196: Making Your Money Work Harder Than You Do W/ Tom Dunkel
Thu Feb 05 2026
In Episode 196 of the Know Your Sh*t podcast, Josh Cadillac sits down with Tom Dunkel of Eagle Investments to break down the realities of building long-term wealth through disciplined investing and strategic risk management.
Tom shares insights from years of experience working with distressed mortgage debt, stabilizing assets, and building portfolios designed to perform across shifting market cycles. The conversation dives into one of the biggest misconceptions in investing—how avoiding risk can actually be riskier than investing—and why learning to make your money work for you is the foundation of financial independence.
They explore how market uncertainty creates opportunity, the power of compounding over time, and why consistent investment discipline can outperform even high-income careers over the long run. Tom also discusses leadership, resilience, and the mindset required to navigate market shifts while staying focused on long-term wealth creation.
This episode is a masterclass on investing psychology, strategic patience, and understanding how real wealth is built—not chased.
More
In Episode 196 of the Know Your Sh*t podcast, Josh Cadillac sits down with Tom Dunkel of Eagle Investments to break down the realities of building long-term wealth through disciplined investing and strategic risk management. Tom shares insights from years of experience working with distressed mortgage debt, stabilizing assets, and building portfolios designed to perform across shifting market cycles. The conversation dives into one of the biggest misconceptions in investing—how avoiding risk can actually be riskier than investing—and why learning to make your money work for you is the foundation of financial independence. They explore how market uncertainty creates opportunity, the power of compounding over time, and why consistent investment discipline can outperform even high-income careers over the long run. Tom also discusses leadership, resilience, and the mindset required to navigate market shifts while staying focused on long-term wealth creation. This episode is a masterclass on investing psychology, strategic patience, and understanding how real wealth is built—not chased.