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Ask "What If?" and Redefine What's Possible

Keynotes That Challenge the Status Quo

​I deliver keynotes that challenge leaders to recognize creativity as their organization's most underutilized competitive advantage. Drawing on 25 years of pioneering innovation at Amazon, Apple, T-Mobile, Best Buy, and Discovery, I show audiences how to move from incremental thinking to exponential innovation—and how to partner with AI as a creative collaborator, not a replacement.

 

Book me for corporate events  including annual meetings, sales kickoffs, and leadership summits; industry conferences covering product management, innovation, technology, and digital transformation; executive education and MBA programs; and internal transformation initiatives including culture change programs and innovation labs.

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Your Audience Will Leave With:

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  • A new mindset - Understanding creativity as a strategic competency, not just an artistic talent

  • Practical frameworks - Tools they can apply immediately to real business challenges

  • AI collaboration strategies - How to use AI to amplify human creativity, not replace it

  • The courage to ask bigger questions - Moving from "how do we improve?" to "what if we reimagined this completely?"

  • Permission to innovate - Confidence that everyone—from finance to operations to legal—has a role in driving breakthrough ideas

​​​Featured Keynotes:​

 

Ask What If? - The Power of Asking Better Questions. The only way to stay ahead in business is to ask "What if?"​This keynote explores how the right question reframes problems and sparks possibilities the status quo can't see. While your competitors ask "how do we do this 10% better?", I'll show your audience how to ask "what if we reimagined this completely?"—and why that single shift separates market leaders from market followers.

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Scaling Innovation with Generative AI: Escape the Trap of Efficiency. AI reframes scale as cognitive scale, not operational scale. This keynote challenges organizations stuck on operational tweaks to make the leap to true innovation. Efficiency is no longer a differentiator. AI will make everyone faster. If all we do is use it to optimize existing workflows, we converge with competitors rather than pull ahead. The advantage comes from how people think with AI, not how fast they execute because of it. I'll teach your team to systematically and repeatably challenge the status quo thinking that undermines an organization's capacity to think big.

 

Creative Leadership in the Age of AI: AI isn't replacing creativity, it's demanding more of it. As generative AI transforms entire industries, the leaders who win won't be the ones who automate fastest. They'll be the ones who partner with AI to expand possibilities while strengthening the uniquely human skills machines can't replicate: strategic judgment, ethical reasoning, and the courage to ask questions no one else is asking. The real test of creative leadership is not how well it protects existing systems, but how openly and consistently it invites better ones to emerge.

 

Intentional Transformation: Innovation doesn't happen by accident, it happens by design. "Think big" is meaningless without a system that encourages curiosity, exploration, and invention. This keynote shows leaders how to build environments where innovation is expected from every function—including finance, legal, HR, and operations. I'll share practical strategies to create psychological safety, model openness, and ensure everyone at every level in every role is invited into the innovation conversation.​

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Webinars & Conferences

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Product World 2025 Santa Clara Keynote

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Neutralizing The Creative Distortion Field: Unleashing Innovation in the Age of AI

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Premeditation of Evils:
Risk Planning for the Futre with Gen AI

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What The Future of Generative AI Means for Creativity and Innovation

LESLIE GRANDY

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