Leveraging GenAI for Risk Planning [Virtual]
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About this event
Anticipating risk isn’t about pessimism—it’s about preparedness. This session explores how leaders and project teams can collaborate with Generative AI to challenge assumptions, surface hidden risks, and stress-test strategies before issues materialize.
Inspired by the Stoic concept of premeditation of evils, the session reframes GenAI from a productivity tool into a strategic thinking partner. Participants will learn practical frameworks to use GenAI for scenario planning, identifying edge-case risks, overcoming cognitive biases, and expanding strategic foresight.
Learning Takeaways
- Reframe failure as a strategic input: Learn how to use potential failure points to drive innovation, uncover new capabilities, and enable proactive strategic adjustments.
- Leverage GenAI as a cognitive partner: Apply structured frameworks with Generative AI to stress-test plans, explore “what-if” scenarios, and identify weak signals without cognitive overload.
- Strengthen resilience through contradictory thinking: Use GenAI-supported opposing perspectives to challenge assumptions, surface blind spots, and enhance preparedness.
Leslie Grandy is a global product executive, startup advisor, and author with over 25 years of experience building and scaling first-to-market, high-impact products. She has led innovation initiatives at Fortune 500 companies including T-Mobile, Apple, Best Buy, and Amazon.
Through her company, The Product Guild, Leslie advises startups and consults with publicly traded organizations on product strategy, innovation, and leadership. She also serves as the Lead Executive in Residence for the Product Management Leadership Accelerator, a program she co-created with the University of Washington Foster School of Business Executive Education team.
Leslie is the author of Creative Velocity: Propelling Breakthrough Ideas in the Age of Generative AI, published by Wiley in May 2025, where she explores how leaders can harness creativity and emerging technologies to drive meaningful innovation.
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