Nick Berry: Multiple Exits and Using Equity-for-Advisory Partnerships to Build a HoldCo

Full Episode Page: Nick Berry: Multiple Exits and Using Equity-for-Advisory Partnerships to Build a HoldCo

In a unique role-reversal, Interview Connections founder Jessica Rhodes steps in as guest host to interview Nick Berry—entrepreneur, advisor, and founder of Redesigned.Business—about his own business owner’s journey. Nick opens up about building and exiting multiple companies, the difference between creating a scalable asset versus owning a glorified job, and how business design can position your company for long-term success, even if you never plan to sell. He shares how bespoke partnerships shaped his best exits, what green and red flags he looks for in operating partners, and how to build with purpose and structure. If you want to shift from founder chaos to clarity, this episode delivers actionable insight, real-world experience, and those rare “aha” moments.

Takeaways

• Know the difference between exiting well and just getting out
• Avoid building a business that traps you as the operator
• Design your business like it will one day be sold
• Create triggering events to guide equity decisions
• Look for clarity, conviction, and coachability in partners

Links

• Redesigned.Business
• Nick Berry on LinkedIn
• Nick on YouTube
• Nick on Instagram

Chapters

00:00 Nick Berry's Business Owner's Journey 
05:40 Defining Successful vs. Unsuccessful Exits
08:33 Navigating Business Exits
11:04 Profit Planning
13:58 Stories of Successful Exits
16:37 The Timing of Selling a Business
19:40 Triggering Events in Business Sales
29:47 Closure in Business Decisions
31:12 Green and Red Flags in Operating Partners

Too many priorities, not enough clarity? In ~6 minutes, get a free 90-Day Business Growth Roadmap: your stage snapshot, the single constraint to fix now, your top 3 moves, and a week-by-week plan you can start Monday. 

Grab yours: https://www.nickberry.info/roadmap

New here? Meet entrepreneur and business advisor Nick Berry.

The Business Owner's Journey podcast is where entrepreneurs, leaders, and innovators join entrepreneur Nick Berry to share stories, challenges, and strategies from their journeys as business owners.

Nick Berry is known for creating the Business Alignment System™ and 5 Stages of the Business Owner’s Journey. He offers a (free) personalized 90-Day Business Growth Roadmap telling you exactly where you are today and what specific steps to take next.

🟢 Official: NickBerry.info. tBOJ is hosted by Nick Berry, produced by Nick Berry, Kelly Berry & FCG.
🟢 Sponsors: Redesigned.Business, FR, Entrepreneur's Edge