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

How Investors Value Early Stage Companies Today — Convertible Notes, EBITDA Multiples & Buying 14 Franchises for $5K Each | FOC

Private Investment Banker, Family Office CFO ($2B Portfolio), Serial Entrepreneur / AI Investor, Deep Tech Founder

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Post-2022, valuations have come back to earth — but how do you actually price an early stage or pre-revenue deal right now? This segment breaks it down: a family office CFO explains when EBITDA multiples work and when a convertible note is the smarter tool, giving investors the flexibility to clip a coupon if the deal underperforms or convert to equity if it overperforms. Then a serial entrepreneur explains how he acquired 14 franchise locations at $5,000 each — against a $250,000 market rate — by building a relationship with the franchisor instead of the franchisee. A deep tech founder closes with how phased milestone validation replaces balance sheet engineering for pre-revenue companies.

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