The Simple Reason AI Strategies Keep Falling Short

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Your portfolio companies can all buy the same AI models, so why are so many of their AI investments delivering expensive loops of re-prompting and confidently wrong answers?

Rich Ham argues the real gap isn’t the technology but the niche, proprietary data and hard-won category expertise that general-purpose models simply can’t find online.

Using procurement as a cautionary case, where suppliers control the information and a polished AI analysis can rubber-stamp a bad multiyear deal, he lays out the questions every PE firm should ask before funding another AI initiative or paying a premium for an “AI-ready” business.

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