The Digital Transformation Playbook

Why Most AI Fails And How Leaders Can Fix It


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Most AI projects don’t fail in the code; they fail in the org chart. We unpack how to move from task management to outcome management and why agentic AI should be treated like a capable co-worker, not a shiny tool. With a clear-eyed view of what agents can and can’t do, we explore the leadership behaviours, structures and skills that transform pilots into measurable performance.

TLDR:

  • the shift from task control to outcome management
  • executive AI literacy and psychological safety
  • risk-aware decision making and governance
  • hub-and-spoke operating model for scaling agents
  • responsibilities of hub and business unit spokes
  • new roles agent orchestrator, interaction designer, governance lead
  • hire versus outsource choices and hybrid approaches
  • three-step change management playbook
  • training architecture from foundation to advanced
  • hands-on methods workshops, peer mentoring, microlearning, coaching


We walk through a practical operating model that scales: a hub-and-spoke AI centre of excellence that sets strategy, builds shared agent capabilities and enforces governance, paired with business unit spokes that customise, monitor and improve agents at the edge. Along the way, we define the new roles that make it work — the AI Agent Orchestrator who manages fleets of agents, the Interaction Designer who shapes behaviour and guardrails, and the Ethics and Compliance Officer who protects trust, brand and regulatory alignment. Expect concrete responsibilities, skills profiles and career paths you can adapt to your own team.

Change is the hard part, so we offer a three-step playbook to move people from resistance to adoption. Start by communicating the why and framing enhancement over replacement. Create credible champions with advanced training and publish their wins. Then invest in a layered training architecture that builds foundational literacy for all, operational excellence for daily users and deep expertise for specialists. We round it out with actionable guidance on hire-versus-outsource decisions, risk management that balances speed with safety, and hands-on methods - workshops, peer mentoring, microlearning and coaching - that make new habits stick.

If you’re ready to design for outcomes, build hybrid human–AI teams and turn agent investments into ROI, hit follow, share this episode with a colleague, and leave a quick review to help others find the show.

Want some free book chapters?  Then go here How to build an agent - Kieran Gilmurray

Want to buy the complete book? Then go to Amazon or  Audible today.

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𝗖𝗼𝗻𝘁𝗮𝗰𝘁 my team and I to get business results, not excuses.

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📕 Want to learn more about agentic AI then read my new book on Agentic AI and the Future of Work https://tinyurl.com/MyBooksOnAmazonUK


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The Digital Transformation PlaybookBy Kieran Gilmurray