AI strategy stuck in pilot purgatory? In this episode of The AI Frontier Playbook, I sit down with Pam Maynard, Microsoft's first ever Chief AI Transformation Officer, on artificial intelligence adoption, organizational change, leadership, automation, and the future of work.

Pam led Avanade as CEO across 60,000 employees before taking on this pioneering role at Microsoft. We unpack the four-layer metrics framework that prevents pilot purgatory, the Manulife $1 billion AI value example, why middle managers decide whether AI adoption sticks, and the McKinsey research showing companies with AI led from the top perform 3x higher than those without.

A big thank you to ITI for sponsoring this episode. ITI is a proudly Canadian company that has spent over 30 years helping organizations bring their IT projects to life by making technology accessible, meaningful, and human.

Whether you are a C-suite leader trying to scale AI across your enterprise or a manager closing the adoption gap on the ground, this episode delivers a practical framework you can put into action this quarter.

Learn more about ITI: https://iti.ca/en/microsoft-365-copilot/

📌 Resources & Links

Pam Maynard on LinkedIn: https://www.linkedin.com/in/pam-maynard/

ITI Microsoft 365 Copilot solutions: https://iti.ca/en/microsoft-365-copilot/

Episode with Meaghan Platt from ITI on AI, accessibility and inclusion: https://www.youtube.com/watch?v=v5ydmRrYXnQ

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Connect with me on LinkedIn: https://www.linkedin.com/in/samuelboulanger/

Visit my website: https://frontierplaybook.ai

#ArtificialIntelligence #FutureOfWork #Leadership #EnterpriseAI #DigitalTransformation

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Releasedatum: 6-5-2026 15:36:01