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The Permanent Pilot

Part II of a IV part series: twenty-five per cent of organisations have moved AI experiments into production after nine years of trying. Fifty-four per cent expect to within three to six months—a prediction that has appeared in every major survey for nearly a decade.

Dr Robert N. Winter 25 May 2026 7 min read
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Pre-Raphaelite oil painting showing Penelope in red at a loom, threading with concentration, while two male suitors lean in from the right offering flowers and attention.
Penelope weaves by day and unravels by night—the work is always almost finished. Enterprise AI has operated on the same principle for nine years: the pilot always almost in production, the board always almost satisfied.
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The Permanent Pilot

AI is not a new failure; it is the old failure—signalling over substance, acquisition over capacity—conducted at unprecedented expense.

  1. How to Use AI as a Thinking Partner Without Letting It Think For You
  2. Nine Years, One Number
  3. The Permanent Pilot
  4. The Theatre of Transformation
  5. The Books That Don't Balance

Essay 11 of 18 in this argument · see them all →

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