Deal Terms > Sales Price w/ Carter Looney & Brian Franco

Brian Franco — October 05, 2026
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Brian Franco and Carter Looney discuss the common reasons why businesses fail to sell, focusing on valuation gaps, deal terms, financial clarity, owner dependence, and emotional readiness. They share insights from research and practical strategies to improve the likelihood of successful transactions.

Chapters

00:00 Introduction and Episode Overview

01:13 Reasons Owners Overestimate Sale Price

02:07 Deal Terms vs Valuation Gaps

04:02 Impact of Deal Terms on Sale Success

05:23 Increasing Enterprise Value Before Sale

06:14 Success Rate of Larger Transactions

07:36 Tools to Simulate Market and Improve Deal Terms

08:04 Selling Without Earnouts and Key Strategies

09:45 First Impressions and Business Presentation

10:38 Raising Capital and Financing Considerations

12:21 Financial Systems and Revenue Recognition

15:56 Financial Clarity and Buyer Confidence

20:44 Owner Dependence and Business De-risking

25:32 Seller Emotional Readiness and Cold Feet

26:15 Defining Exit Goals and Timing

28:16 Buyer Financing Constraints and Deal Challenges

30:08 Deal Structure Disagreements and Expectations

31:21 Time as a Deal Killer

33:02 Case Study: Deal Fatigue and Emotional Stress

35:20 Summary and Final Thoughts

key topics

Reasons for business sale failure

Valuation gaps and deal terms

Importance of financial clarity

Owner dependence and key person risk

Emotional readiness of owners

Impact of deal structure and negotiations

Preparation and education for sellers

Role of financial systems and controls

Strategies to increase business value

Timing and deal fatigue

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