Hitting your exit number is only half the battle.

Between hidden lifestyle inflation, complex estate planning, and the psychological shift of leaving a business behind, defining true financial freedom requires a far deeper look than conventional advice provides.

In this episode, host Nick Carman sits down with Clear Harbor's founder, Dustin Terry, and Director of Research, Mike Zaccardi, to discuss what it really takes to determine your "freedom number."

They unpack the nuances of lifestyle inflation, how to manage multi-generational wealth, and why finding an advisor who understands the unique complexities of business ownership makes all the difference when preparing for an exit.

For entrepreneurs, retirement isn't just a financial milestone.

Often, it can be an identity crisis waiting to happen.

After decades of building a business that defines who you are, what happens when the alarm clock, the purpose, and the daily grind disappear overnight?

And how do you transition into a retirement that actually feels fulfilling?

In this episode, host Nick Carman is joined by Dustin Terry and Mike Zaccardi, along with a special guest, Clear Harbor's Senior Wealth Advisor and resident CFP Jerry Skalsky, to dig into what it really means to retire well as an entrepreneur.

Listen in as they cover the psychological side of stepping away, how to define your “freedom number,” and why a conservative portfolio can quietly put an early retirement at risk.

How can entrepreneurs bridge the gap between running a highly successful business and building a personal wealth strategy that lasts beyond a lifetime?

For many founders, their business is their single largest asset and greatest wealth creator, yet traditional financial advice often leaves them underserved.

Welcome to Founder's Fortune, the podcast that explores how founders can transform business success into enduring wealth, purposeful retirement, and lasting impact.

In this inaugural episode, host Nick Carman sits down with Dustin Terry and Mike Zaccardi to introduce the core philosophy behind the Founder’s Fortune framework.

Listen in as they unpack the dangers of fragmented advice from well-meaning but disconnected professionals, as well as why a business owner cannot simply rely on cookie-cutter, W2-oriented financial planning.

Together, they share how entrepreneurs can accurately assess their enterprise value, balance concentration in their business with strategic diversification, and prepare for the massive wave of business transitions on the horizon.