Browsing All posts tagged under »Digital transformation readiness«

The C-Suite Sweep — Part 1 of 4: A Memo for the CIO

February 25, 2026

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In 2010, I sat at a roundtable with the former CIO of the United States Government discussing transparency in procurement. In 2011, I taught procurement professionals to "act like a CIO." In 2025, the CIO's view of procurement evolved. The 80% failure rate didn't. Here is the question no vendor demo will answer.

The “Torrent” Argument: Where Transformation Failure Quietly Begins

January 20, 2026

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Every major failure wave starts with the same sentence: 'Things are moving so fast, we may be forced to adopt.'

Gartner’s Wheel: Decoder Ring or Clarifying Tool? (You Tell Me)

December 15, 2025

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I stared at Gartner's wheel and didn't get it. At 66, I'm not afraid to say that. Turns out, 5 AI models didn't get it either.