Hilary Gridley

Guest: Hilary Gridley - Head of Core Product at Whoop. Hilary has a rich background in product management, having previously held senior roles at Big Health and Dropbox. She is also known for her influential post on becoming a super manager with AI and is a crossover guest on the sister podcast, How I AI. Key Takeaways: Taking a Punch: Focus on actions that counter negative perceptions rather than litigating past impressions. Ask, "What can I do to demonstrate the opposite of what I fear someone thinks of me?" Building Shared Mental Models: Help your team understand how leaders think, not just what they think, to reduce inefficiencies and improve decision-making. Habit Formation: Encourage consistency, reduce friction, and create powerful, immediate, and emotional reward loops to build effective habits. Creativity and Self-Care: Model and encourage activities that bring joy and creativity, as they are essential for personal and professional growth. AI as a Learning Tool: Leverage AI to accelerate learning and skill development, shrinking feedback loops and enhancing judgment without traditional inefficiencies. Topics Covered: Team resilience, leadership transparency, habit formation, creativity in work, AI in learning, product management insights.