Beyond ‘Pilot Purgatory’: What does it take to build AI that works?

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AI conversations have moved past the point of curiosity.

Boards and leadership teams are no longer asking what AI might eventually do.

They are asking where it is actually working, what measurable value it is creating - and why so many promising experiments still fail to become durable operating advantages.

Chief Technology Officer, C.H. Robinson.

Across industries, companies have invested heavily in AI pilots, proofs of concept and impressive demos.

Yet many remain stuck in what I think of as pilot purgatory: the place where a tool works in a controlled environment but never survives contact with the complexity, exceptions and accountability required in production.

The problem usually isn’t the model

In my experience, AI initiatives rarely fail because the underlying technology is not powerful enough. They fail because of how the technology is applied. A model can be impressive in a sandbox and still be irrelevant to the business...

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