The Catalyst by Softchoice

The AI Failure Episode: Why Asking the Wrong Question is To Blame


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When mid-market IT leaders call about AI, most ask the wrong question. Instead of “What problem are we solving?” they jump straight to “Which LLM should we use?” — a mindset that helps explain why 95% of AI pilots fail to deliver measurable business returns.

In this episode, two of Softchoice’s leading AI experts — Sean Larkin, AI Principal Architect, and Ron Espinosa, Director, Google Cloud Category — break down why technology-first thinking derails AI initiatives before they start. From market validation to crawl-walk-run design, they reveal how organizations can escape the hype cycle and build AI solutions that actually work.

Key takeaways:

  • Why “What LLM should we use?” is the wrong first question
  • How market validation prevents multimillion-dollar failures
  • Why data hygiene is still the most overlooked risk
  • What crawl-walk-run actually means in AI deployments
  • How executive alignment eliminates costly blind spots between IT and business teams

Guests

  • Sean Larkin, AI Principal Architect, Softchoice
  • Ron Espinosa, Director, Google Cloud Category, Softchoice

This episode is packed with field stories, hard truths, and practical frameworks mid-market organizations can apply immediately.


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The Catalyst by Softchoice is the podcast dedicated to exploring the intersection of humans and technology.

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The Catalyst by SoftchoiceBy Softchoice

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