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Most founders obsess over the deal - valuations, terms, negotiations. But few ever ask the most important question: What comes next for you?
In this episode of The Exit, Steve chats with Carolyn Nolan, CEO and Private Wealth Advisor at TNG Private Wealth, about what really happens after you sell. From emotional comedowns to tax traps, Carolyn reveals why the money is actually the easy part—and how to build a life that’s just as successful as your exit.
🎯 Key Takeaways:
Why entrepreneurs struggle to “switch off” after selling
The one question that reframes your entire next chapter
The two extremes that destroy post-exit happiness
Avoiding the tax blindside that catches almost everyone
“Workhorse vs. racehorse” investing explained
Why your discretionary expenses probably aren’t
Passing wealth down—without raising entitled kids
The surprising loneliness that follows exits


⚠️ Common Post-Exit Mistakes:
Ignoring tax implications
Overspending on real estate
Gifting too early
Freezing up and spending nothing out of guilt
Waiting until after the exit to plan your life


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Carolyn Nolan’s superpower is igniting positive energy and meaningful action by brainstorming what could be, unapologetically speaking her truth, and creating tools for the taking in her ‘CNo toolbox’. She helps people stay strategically prepared, simplify life’s juggling act, and embrace change with confidence, inspiration, and a sense of adventure.


LinkedIn - https://www.linkedin.com/in/carolynlaunienolan/

Website - https://www.ameripriseadvisors.com/team/tng-private-wealth/


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The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You’ll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/