Book two of a trilogy
What we are not teaching the machines.
All the books
The trilogy (April 2026)
And separately
Everything is at longsands.com.
The argument, in one paragraph
We are building the machines without collecting the data that created the fabric of society. We are missing a large swathe of society. Optimisation of scores does not collect all the data. Not everything has a score.
There is a layer of human knowledge that was never written down — the disposition of grandmothers and carriers and the people who sit up past midnight with someone else's failing startup. It was not in any dataset. It is what the machines will be asked to do, across the surfaces where they meet us. That is the surface the layer matters on. That is the surface this book is describing.
This book is about what we are not teaching the machines, and about what might yet be collected before the training is finished.
Contents
Front matter
The book
Back matter
For press and sharing
orphans.ai is the second book in Doug Scott's April 2026 trilogy on what is shifting under the machines we are building. Where If This Road is a quiet walk for any reader, this book is harder ground, written under Doug's own name for the people who can change the shape of what is being made — technologists, CEOs, investors, and builders. The book argues that AI training is missing the oral-tradition layer of human knowledge: the disposition of grandmothers, carriers, and the people who sit up past midnight with someone else's failing startup. This is a fixable data problem, not a vague values problem. The fix is already held, invisibly, by the people the culture has stopped valuing. The book is a book of scenes — because the argument is inside the scenes.
Doug Scott spent twenty-five years building and backing technology companies — most recently Redbrain, which he ran until March 2025. He has invested in and advised companies many readers will know. He grew up on the edge of a council estate in North Shields and lives now in Lichfield. orphans.ai is the middle book of a trilogy he wrote in April 2026.
If the book reached you, and you want to say something: doug [at] orphans [dot] ai
Make it yours
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The book is licensed under Creative Commons BY-NC 4.0. Share it freely. Translate it. Print it. Turn it into an audiobook. Make it reach someone it would not have reached.
The only thing the licence asks is: do not sell it for profit, and credit the author. That is all.