Too many investors get seduced by EBITDA and end up buying the wrong business. In this episode, Sam Penny dives deep into what really matters when you're buying: fit. Because even a profitable business will eat you alive if the values, leadership style, or vision don’t align with you.
Drawing from 25 years of real-world experience buying, building, and selling businesses, Sam introduces the Buyer Fit Framework—a simple but powerful tool to evaluate whether a business truly suits who you are and how you lead.
This episode is for anyone who's ever looked at a P&L and thought, “This looks good,” but forgot to ask, “Does it feel right?”
What You’ll Learn:
- Why buyers regret poor fit, not high prices.
- The 4 dimensions of Buyer Fit: Values, Leadership, Skill, and Vision.
- How to spot cultural misalignments before they derail your deal.
- The “soft signals” that tell you if a business is truly right for you.
- The red flags that even seasoned buyers miss (and how to catch them early).
- Practical tools to evaluate alignment and de-risk your acquisition.
Free Resources Mentioned:
- 🔍 Business Valuation Report
- 🧭 Leadership Alignment Tool
- 🛠️ Business Buying Roadmap
- 🎯 Strategy Session with Sam: sampenny.com/strategy
Who This Episode Is For:
- Acquisition entrepreneurs looking to avoid post-deal regret
- Investors moving from theory to real-world ownership
- Operators wanting more than just ROI—they want meaning, mission, and momentum
Final Thought:
When the fit is right, the numbers follow. But when it’s not, the deal becomes a burden. Don’t buy a misfit. Buy a business that fits you.
When the fit is right, the numbers follow. But when it’s not, the deal becomes a burden. Don’t buy a misfit. Buy a business that fits you.
