Playful Thinking Under Pressure: Q&A with Cas Holman & Michelle Lee

Playful Thinking Under Pressure: Q&A with Cas Holman & Michelle Lee

February 18, 2026 · 39 min

About this episode

This episode explores how leaders can apply playful thinking in high-pressure situations.

How do leaders apply playful thinking at work when time is short and the stakes are high? In this Q&A episode of the Creative Confidence Podcast, host Mina Seetharaman is joined by play designer and author Cas Holman and IDEO Partner Michelle Lee to explore how a playful mindset holds up under real-world constraints. Building on their earlier conversation about why play matters at work, this episode focuses on what it looks like in practice: navigating tight timelines, creating psychological safety quickly, collaborating without losing your competitive edge, and leading in high-stakes environments like policy and healthcare. Through real stories and answers to listener questions, Cas and Michelle share practical ways leaders can make values-aligned decisions under pressure, design safety through structure, use constraints to fuel creativity, and model vulnerability to unlock better thinking.  Related resources: Playful by Cas Holman Creative Thinking for Complex Problem Solving online course with IDEO U, taught by Michelle Lee Full episode recap on the IDEO U blog __________ Get episode recaps and register for free live podcast events at ideou.com/podcast . Build your…

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