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Play as a Serious Advantage: How a Playful Mindset Leads to Better Work
In this live 2026 kickoff episode of the Creative Confidence Podcast, host Mina Seetharaman talks with play experts Cas Holman and Michelle Lee about why play isn’t frivolous—it’s a serious advantage at work. They explore how playful thinking helps leaders ask better questions, navigate uncertainty, and create the conditions for creativity, safety, and better outcomes.
Key Takeaways
Play reframes problems: Shifting from “design a clock” to “measure time” unlocks broader, more creative solutions.
Questions shape outcomes: “How might we” and “what would have to be true” open possibility instead of shutting it down.
Play needs conditions, not mandates: Safety, agency, and purposeful friction invite experimentation and better work.
Timestaps
00:00 Welcome + why play matters at work
00:34 Introducing guests: Cas Holman + Michelle Lee
01:55 Play as a leadership advantage (not “just for kids”)
05:36 Warm-up: “Name by Function” explained
06:40 Prompt: Design a way to measure time
10:49 Form vs function: how prompts change thinking
14:32 Why better questions matter as much as answers
17:49 “How might we” and reframing client work
21:23 Play as a mindset, not a mandate
23:04 Modeling play + psychological safety at work
25:33 Why forced fun fails (and what helps)
29:46 Redefining play beyond childhood associations
31:00 Adult voice vs play voice (and getting unstuck)
34:55 When was the last time you played?
35:18 Cas’s 8 adult play types overview
41:57 Friction as an essential part of play
43:52 Purposeful friction vs efficiency (AI context)
48:23 Audience Q&A: ROI of play in corporate life
55:08 Personal practices: how Cass + Michelle play
1:00:08 Wrap-up + where to learn more
Helpful Links
Additional IDEO U Resources on Leadership: https://www.ideou.com/blogs/inspiration/leadership-mindset-journey
https://www.ideou.com/blogs/inspiration/tagged/leadership
IDEO U Courses: https://www.ideou.com/products/leading-for-creativity
https://www.ideou.com/products/leading-complex-projects
Check Out Cas Holman's Book: https://casholman.com/book
Follow IDEO U on LinkedIn: https://www.linkedin.com/company/ideo-u/
IDEO U’s Creative Confidence Podcast Series: https://www.ideou.com/pages/creative-confidence-podcast
If you're enrolled in one of our classes or courses, or have general questions or feedback please email us at hello@ideou.com
#Leadership #Innovation #CreativeThinking #DesignThinking #WorkCulture
