THE ROTH GUY

Why More Retirees Are Becoming Business Owners with George Rosen and George St Pierre III
December 18, 2025

More and more retirees and pre-retirees are looking to leave corporate life not to slow down, but to buy a business and build something of their own. In this episode, Jude sits down with George Rosen and George St Pierre III of Contango Investments, Inc. to explore why business acquisitions are booming, what makes today’s market so unique, and how to tell if buying an existing business is the right path for you. They share real success stories, walk through the due diligence process, explain common pitfalls of going solo, and break down what buyers truly need in order to thrive.

📌 Here’s some of what we discuss in this episode:

💼 Why so many retirees are buying businesses

🌊 The “silver tsunami” creating business opportunities

🧩 Matching the right buyer with the right business

📝 The importance of due diligence

🚫 The pitfalls of DIY business buying

0:00 – Intro

5:00 – Professionals leaving corporate

6:20 – The “silver tsunami” of retiring owners

9:10 – Real success stories

13:25 – Due diligence and business matchmaking

16:59 – The pitfalls of DIY and AI

20:10 – Final takeaways  

Contango Investments:

Website: https://contangoinvestments.com/

LinkedIn: https://www.linkedin.com/company/741644/admin/dashboard/

Facebook: https://www.facebook.com/Contangoinvestmentsinc

Instagram: https://www.instagram.com/contango_investmentinc/

X:  https://x.com/biz_broker

George Rosen:

LinkedIn: https://www.linkedin.com/in/floridabusinessvaluations/

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Episode Transcript

Note: This transcript was produced using AI, so please excuse any typos and inaccuracies…

Marc Killian: This week on the Roth Guy, we’re going to talk about buying and selling a business as a retiree or a pre-retiree. And we’ve got the team from Contango Investments, George St. Pierre and George Rosen joining us. So let’s get into the conversation with Jude this week on the Roth Guy.

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