Freedom Flip
Selling a business can look like the finish line, but Peter and Pablo question what actually happens after the deal closes. They talk through private equity, investment banking incentives, debt, long-term capital, and the founder’s relationship to freedom, cash flow, and control. What starts as a conversation about deal structure becomes a broader discussion about alignment, communication, and whether founders really understand what they are signing up for. They also dig into the difference between complicators and simplifiers, how each person sees the world as obvious, and why asking better questions can be more useful than giving better answers. Chapters 00:00 - Giving Honest Feedback After The Event 06:36 - Public Feedback And Founder Patterns 08:41 - Creator, Operator, Or Investor 12:20 - Designing Systems That Actually Scale 16:41 - Slowing Down Before Starting Something New 17:10 - Permanent Capital And Long-Term Alignment 20:19 - What A 30-Year Hold Really Means 24:19 - Complicators, Simplifiers, And Clear Communication 29:58 - The Forever Fund Pitch 32:17 - Why We Assume Our View Is Right 39:27 - Partnering With Founders Instead Of Buying Them 45:25 - Debt, Roll-Ups, And Selling The Baby 49:14 - What Happens After The Sale 51:38 - Seeing Problems Before They Break 54:57 - Deciding Whether To Build Together
22 episodios
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