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December 15, 2025 58 mins

AI is failing most companies, trapping employees in digital exhaustion. The real problem isn't the technology, but the organization itself. Forget fixing your models—the path to true transformation is redesigning your workflows, structure, and human collaboration to finally work with AI. In this episode, Rebecca Hinds, Head of the Work AI Institute at Glean, unpacks insights from the Work Transformation 100 study, revealing what 100+ leaders, technologists, and researchers are doing differently to make AI actually work. You'll learn how AI needs to be embedded in the flow of work, why organizational structure eats AI for breakfast, how centralization and decentralization must coexist, and how leaders can avoid automating the soul of work by preserving ownership, creativity, and accountability. Rebecca breaks down the emerging collaboration between HR and IT, the rise of agentic workflows, the role of telemetry data in measuring AI adoption, and why flattening org charts for the sake of AI often backfires. She also shares real examples of bottom-up and top-down AI change, the impact of digital exhaustion, and the critical importance of redesigning processes and incentives before redesigning technology. This episode is every CHRO's playbook to lead AI transformation with human insight, organizational clarity, and people-first strategy, not hype.

 

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This Episode is sponsored by Glean:

The AI Transformation 100 is here — Glean's Work AI Institute reveals what's really working with AI at work

The AI Transformation 100, authored by Dr. Rebecca Hinds, Head of the Work AI Institute at Glean and Stanford's Bob Sutton surfaces 100 hard-won lessons from leaders actually deploying AI at scale. It's not about what AI could do — it's about what works, what fails, and what companies have to get right to make AI real. One takeaway: AI doesn't fix broken systems. It amplifies them.

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Start your day with the world's top leaders by joining thousands of others at Great Leadership on Substack. Just enter your email: ⁠⁠https://greatleadership.substack.com/

 

Future-ready organizations are built, not hoped for. My latest book, -The 8 Laws of Employee Experience shows how. Preorder here: 8EXLaws.com



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