Podlipodcast player Webplayer

Artificial Intelligence Podcast: ChatGPT, Claude, Midjourney and all other AI Tools

Artificial Intelligence Podcast: ChatGPT, Claude, Midjourney and all other AI Tools

Why Do Enterprise AI Rollouts Keep Failing? with Rob Lion

Artificial Intelligence Podcast: ChatGPT, Claude, Midjourney and all other AI Tools · Aug 31, 2026 · 30:14

0:0030:14

Listen in the Podli app 🎧

Follow your favourite podcasts, listen offline and in the car with CarPlay and Android Auto, and always pick up where you left off. Free to try.

Everyone was told to adopt AI, tried it, got burned — so why do enterprise AI rollouts keep failing? Jonathan Green talks with organizational strategist Rob Lion about the real reasons big AI initiatives miss: unrealistic expectations set by the hype, skipping change management, and the employee mindset of "make my job easier, but not so easy that I'm replaceable." Key Takeaways: • Most enterprise AI failures are change-management failures, not tech failures • The "promise of the commercials" sets expectations the rollout can't meet • If you skip how you roll it out, you bypass the most common path to success • Employees quietly resist: "make my job easier — but not so easy I'm replaceable" • Teach people the why and the workflow, not just "what's an LLM" Notable Quotes: "Make my job easier — but not so easy that I'm replaceable." — Rob Lion "When someone doesn't know what direction they're heading, the rollout's already in trouble." — Rob Lion Connect with Rob Lion: LinkedIn: https://www.linkedin.com/in/robertlion Website: https://blackriverpm.com Enjoyed this? Follow The Artificial Intelligence Podcast and share it with a leader rolling out AI.

Connect with Jonathan Green

 

Episodes: Artificial Intelligence Podcast: ChatGPT, Claude, Midjourney and all other AI Tools

PodliGet the free Podli app
↓ App