Family Office

Family Office

Why I Am Writing Two Books, Not One

Mar 18, 2026

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The first manuscript was finished in early March. One hundred sixty pages. Foreword by Dr. Michael Gutkin. Title locked: The Governance Gap: A CISO's Field Manual for Agentic AI Governance Under EU AI Act, DORA, and Caremark Liability. The original plan was to add a fifty-page section near the end addressing family offices and sub-$1.5B registered investment advisers and ship a single combined volume in May.

That was the wrong plan. The right plan is two volumes. The CISO field manual ships in May. A companion volume — The Governance Gap at the Edge of Wealth: A Family Office and Sub-$1.5B RIA Field Manual for Reg S-P, Deepfake Defense, and Agentic AI Risk — ships in July. Same author. Same foreword author. Same publisher. Two distinct books. Two distinct ISBNs. Two distinct Amazon BISAC category placements.

Here is the reasoning. Anyone else considering a similar fork can benefit from the math.

The vocabulary overlap is sixty percent. The framing overlap is twenty percent.

The Chief Information Security Officer of a Fortune 500 financial services firm and the Chief Operating Officer of a single-family office both read the same regulatory press releases. They both track the EU AI Act timeline. They both track the SEC's amended Regulation S-P. They both know what NIST AI Risk Management Framework is and what ISO 42001 is and what Caremark v. Marchand stands for in 2025. The vocabulary overlap is approximately sixty percent. A page from the CISO manuscript and a page from the family-office companion will both reference, in the same paragraph, the same statute and the same case law.

The framing overlap is approximately twenty percent. The CISO operates inside a procurement motion. Request for proposal, proof of concept, security-architecture review, six-figure SaaS contract. The frame is enterprise procurement. The frame is committee-driven. The frame assumes a security operations center, an identity team, an AI governance committee, a board cybersecurity sub-committee.

The family-office Chief Operating Officer operates inside a relationship motion. Trusted introduction, private review, principal sign-off, annual retainer. The frame is principal-driven. The frame assumes no security operations center. The frame assumes a family council that meets quarterly. The frame assumes the firm's most expensive single asset — the principal's time, the principal's attention, the principal's trust — is the constraint that organizes every operational decision.

Sixty percent same words, twenty percent same frame, is the regime where one book is wrong and two books is right.

The Amazon problem

There is a second reason. Amazon's BISAC category system organizes books by primary subject. A CISO's Field Manual belongs in COM053000 (Computers / Security / General), BUS104000 (Business / Corporate Governance), and COM004000 (Computers / Artificial Intelligence / General). A family-office field manual belongs in BUS027010 (Business / Personal Finance / Wealth Management), BUS104000 (Corporate Governance), and COM053000 (Security). The categories overlap in BUS104000 and COM053000. They diverge in COM004000 versus BUS027010. The divergence is the difference between the technical shelf and the wealth-management shelf.

A single book that tries to land on both shelves lands cleanly on neither. Amazon's recommendation algorithm penalizes books with diffuse category signal. The reviewer searching for a CISO field manual sees a book that also addresses family offices and assumes the book is unfocused. The family-office Chief Operating Officer searching for wealth-management security guidance sees a book whose title says "CISO's Field Manual" and concludes the book is for someone else.

Two distinct books, two distinct title pages, two distinct category placements, two distinct cover designs, two distinct landing pages. Each book reaches its audience cleanly. Each book builds its own reviews, its own Amazon ad-keyword performance, its own backlist tail.

The direct revenue is a rounding error. The compounding is the asset.

The direct royalty math is not interesting. A self-published technical or governance trade book sells between five hundred and three thousand paperback equivalents in year one in the security and wealth-management categories. At the $34.99 paperback list, that produces $9,000 to $54,000 in direct royalty per book. Across two books, $18,000 to $108,000.

The asset is not the royalty. The asset is what happens after a Fortune 500 Chief Information Security Officer pulls The Governance Gap off a colleague's shelf at RSA Conference 2027 and starts a conversation that ends in a $500,000 ARIA Enterprise contract. The asset is what happens after a family-office Chief Operating Officer reads The Governance Gap at the Edge of Wealth over a quiet weekend in Aspen and instructs the controller to schedule a thirty-minute private review with the author. The asset is what happens after a Delaware court of chancery clerk references the manuscript in a footnote in a 2027 Caremark decision and the book becomes a citable authority on a doctrine that did not have a citable authority before.

Two books, two audiences, two compounding loops. One author. One foreword author. One publisher. One DeepSweep. The economics are not about the books. The economics are about the compounding the books produce.

The schedule

The Governance Gap — May 18, 2026.
The Governance Gap at the Edge of Wealth — July 15, 2026.

Both in paperback. Both in Kindle. The family-office volume also in hardcover via Ingram, because family-office principals do not display paperbacks on their credenza.

The next twelve weeks are the work.

Brad McEvilly is the founder of DeepSweep and the author of The Governance Gap (May 2026) and The Governance Gap at the Edge of Wealth (July 2026).

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