The Capital Stack

Why Families Pay More for Less Complexity


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Sophisticated families will pay more for a simpler structure. Not because they can't understand complexity — but because they've learned what complexity costs when things go wrong.

Complexity is a hidden liability that only reveals itself in distress. Simple structures can be changed, sold, divided, or unwound quickly. The premium families pay isn't for simplicity — it's for optionality across time horizons they can't predict.

Key topics: deal structure simplicity, family office deal terms, structural complexity, optionality in investing, estate planning flexibility, distressed restructuring, clean ownership, family office legal, private equity LP, venture capital LP, raising capital from family offices, wealth preservation, wealth building, UHNW investors, trust and estate, succession planning, multi-generational wealth, alternative investments.

The Capital Stack — a daily briefing for family offices, next-gen principals, and trusted advisors who allocate long-term private capital.

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The Capital StackBy Thomas Carter