How to Celebrate the Try episode artwork

EPISODE · May 27, 2026 · 9 MIN

How to Celebrate the Try

from The Life of Try: Personal growth, one try at a time. · host Wynne Leon

When should we celebrate progress—only at the finish line, or all along the way?In this episode of The Life of Try, Wynne Leon explores the power of small wins, tiny habits, and incremental progress. Drawing from a personal story about preparing her home for an Airbnb experiment during the World Cup in Seattle, Wynne reflects on what it means to keep going when growth is messy, nonlinear, and full of setbacks.Along the way, she connects insights from BJ Fogg, creator of Tiny Habits and director of Stanford’s Behavior Design Lab, with the long-term philosophy of Toyota’s Kaizen culture, where small daily improvements add up over time, and the practical courage found in the checklist mindset associated with Captain Sullenberger. This episode is about personal growth, habit formation, celebrating small victories, and learning to recognize that progress doesn’t have to be dramatic to matter.In this episode, we discuss: → Why celebrating small wins can help you stay motivated even when progress feels slow or messy → How BJ Fogg’s Tiny Habits approach shows that tiny celebrations can reinforce lasting behavior change → What Toyota’s Kaizen philosophy teaches about the long-term power of small, consistent improvements → How checklists and small-step courage can help you keep going when you feel overwhelmed or stuck → Why growth often looks nonlinear, and how to recognize progress before the final result arrives → How honoring effort along the way can help you build resilience, confidence, and momentum If you’ve ever felt stuck, overlooked your own progress, or wondered whether the little steps count, this conversation will remind you that they do. Small wins matter. Tiny steps matter. And trying counts, even before the big outcome arrives.🌍 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe for more: Subscribe to The Life of Try for more conversations on: personal growth, creativity, reinvention, resilience, writing, and mindset.ABOUT ME: Hi, I’m Wynne Leon — host of The Life of Try, a personal growth and self-improvement podcast exploring resilience, reinvention, uncertainty, and the courage to keep trying. Through thoughtful interviews, reflective conversations, and real-life stories, I share insights to help you navigate change, get unstuck, and move forward with more intention.🌍 Website: https://wynneleon.com━━━━━━━━━━━━━━━🎥 Watch Next➡️ Letting Go Of Outcomes: The Mindset That Keeps You Moving➡️ 48: How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive➡️ How to Reclaim Fun in Adult Life | Mike Rucker, PhD, on Joy, Burnout and the Fun Habit🔗 CONNECT WITH ME:• Website:→ https://wynneleon.com/• Instagram:→ https://www.instagram.com/wynneleon/• Facebook:→ https://www.facebook.com/wynne.leon/

When should we celebrate progress—only at the finish line, or all along the way?In this episode of The Life of Try, Wynne Leon explores the power of small wins, tiny habits, and incremental progress. Drawing from a personal story about preparing her home for an Airbnb experiment during the World Cup in Seattle, Wynne reflects on what it means to keep going when growth is messy, nonlinear, and full of setbacks.Along the way, she connects insights from BJ Fogg, creator of Tiny Habits and director of Stanford’s Behavior Design Lab, with the long-term philosophy of Toyota’s Kaizen culture, where small daily improvements add up over time, and the practical courage found in the checklist mindset associated with Captain Sullenberger. This episode is about personal growth, habit formation, celebrating small victories, and learning to recognize that progress doesn’t have to be dramatic to matter.In this episode, we discuss: → Why celebrating small wins can help you stay motivated even when progress feels slow or messy → How BJ Fogg’s Tiny Habits approach shows that tiny celebrations can reinforce lasting behavior change → What Toyota’s Kaizen philosophy teaches about the long-term power of small, consistent improvements → How checklists and small-step courage can help you keep going when you feel overwhelmed or stuck → Why growth often looks nonlinear, and how to recognize progress before the final result arrives → How honoring effort along the way can help you build resilience, confidence, and momentum If you’ve ever felt stuck, overlooked your own progress, or wondered whether the little steps count, this conversation will remind you that they do. Small wins matter. Tiny steps matter. And trying counts, even before the big outcome arrives.🌍 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe for more: Subscribe to The Life of Try for more conversations on: personal growth, creativity, reinvention, resilience, writing, and mindset.ABOUT ME: Hi, I’m Wynne Leon — host of The Life of Try, a personal growth and self-improvement podcast exploring resilience, reinvention, uncertainty, and the courage to keep trying. Through thoughtful interviews, reflective conversations, and real-life stories, I share insights to help you navigate change, get unstuck, and move forward with more intention.🌍 Website: https://wynneleon.com━━━━━━━━━━━━━━━🎥 Watch Next➡️ Letting Go Of Outcomes: The Mindset That Keeps You Moving➡️ 48: How to Get Unstuck: Michael Yang on Saying Yes, Resilience and Coming Alive➡️ How to Reclaim Fun in Adult Life | Mike Rucker, PhD, on Joy, Burnout and the Fun Habit🔗 CONNECT WITH ME:• Website:→ https://wynneleon.com/• Instagram:→ https://www.instagram.com/wynneleon/• Facebook:→ https://www.facebook.com/wynne.leon/

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How to Celebrate the Try

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This episode was published on May 27, 2026.

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When should we celebrate progress—only at the finish line, or all along the way?In this episode of The Life of Try, Wynne Leon explores the power of small wins, tiny habits, and incremental progress. Drawing from a personal story about preparing her...

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