The Forward Slash Podcast

/pilot purgatory: why your ai initiative isn't showing roi

1 h 11 min · 3. juni 2026
episode /pilot purgatory: why your ai initiative isn't showing roi cover

Description

Leadership mandated AI. Now they want the return — and your pilots have nothing to show for it. James sits down with Bob White, a 20-year ed-tech and SaaS operator (Cengage, Houghton Mifflin Harcourt, VPG) who now advises companies on AI adoption, for an honest teardown of why most enterprise AI never pays off: escaping "pilot purgatory" with a problem-first funnel, why nobody being on the hook is the real reason ROI never lands, the financial giant forcing employees to hit AI-usage quotas (and why it backfires), and why bolting AI onto a broken process just makes it faster and more expensive.

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