Capital Founders OS

How founders with $5M–$100M run their own capital like a business: structure, investing, top professionals on call, and systems that do the rest.

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Founder's guide to running a family office under $100M
Playbooks · Featured

Running a Family Office Under $100M

A complete operating system for founders with $5M–$100M in liquid assets. Practical frameworks for structure, treasury, portfolio, protection, and governance—without the institutional overhead.

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Second Pair of Eyes: where AI is useful in fund and deal due diligence, and when it's not.
Wealth Architect ·

How to Use AI for Fund and Deal Due Diligence

Can AI do the due diligence on a fund or a deal for you? In a 2026 test, the best model got 57% of questions on SEC filings right, even with the right passages in front of it. You'll also see what one evergreen fund's small print says about fees and getting your money out, and get a prompt to try.

Whose Workflow Is It: seven adviser workflows, 18 connectors, none of them built for you
Wealth Architect ·

Nobody Is Building the AI Tool for Your Own Money

Anthropic put a price on the packaged adviser stack last week, and the people who sell that software for a living were the least excited in the room. Look at what shipped and you can see who it was built for. If you run your own money, the tool is the cheap part and the checking is still yours.

Still Your Job: why the coordinating job stays with the founder until $50m or so
Wealth Architect ·

When to Hire Someone to Run Your Family Office

Sooner or later someone suggests hiring one person to coordinate the accountant, the lawyer and the portfolio manager. Whether that's a hire or still you is a question of stage, not how much you have. What it costs, and the page worth writing before you look for anybody.

Enough, in Absolute Terms: why a founder's number is their own share, written down early
Investment Office ·

How Much Is Enough for a Founder?

Most founders carry a number in their head, and many set it against the company's valuation. Carta's ownership ladder shows how little of that number is theirs by Series C, and why the version that survives the exit is the one written down early, on your own balance sheet.