Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights

The #1 Question Top Investors Ask Before Funding a Deal | Family Office Club Panel


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In this candid Family Office Club investor panel, leading family offices and venture investors reveal the first question they ask when vetting a CEO or deal — and why it can make or break an investment.

From uncovering hidden debt to testing a founder’s execution plan, these seasoned investors share the sharp, direct questions that quickly separate great opportunities from time-wasters.

What You’ll Learn:

- Why undisclosed debt can instantly kill a deal
- How to spot red flags in founder relationships (including co-founders who are secretly married)
- Why “real revenue” beats letters of intent or purchase orders every time
- The critical importance of use-of-funds and 5-year execution plans
- How to pressure-test competitive strategy in markets dominated by giants (e.g., Elon Musk)
- The fastest way to save time in due diligence and avoid dead-end meetings

📌 About Family Office Club
The Family Office Club hosts 30+ live events annually, connecting investors, founders, and dealmakers worldwide. Learn more: https://familyoffices.com/

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Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club InsightsBy Richard C. Wilson, CEO of Family Office Club

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