Tag: selfhelp

How to Share Life’s Challenges

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“In the middle of every difficulty lies opportunity.” – Albert Einstein

In 2009 when I had to tell my parents that my husband and I had separated, I agonized over having the conversation. It meant that I not only had to manage my emotions about what was going on but also be prepared for theirs. It turned out to be a great conversation because I no longer needed to maintain a veneer that everything was okay.

I’m thinking about this conversation because I was just talking with the thought-provoking and inspiring blogger and retirement coach, Michelle Oram, about how to share life’s challenges on the How To Share podcast. She reminded me that when we share the difficult things we are going through, we open up ourselves to support.

In this podcast episode, Michelle shares her experiences and insights on how to navigate life’s challenges, particularly in sharing difficult news such as a cancer diagnosis. She discusses the importance of prioritizing who to share with, the emotional fatigue that can come from repeated sharing, and the value of support from both close friends and strangers. Our conversation also touches on the nuances of communication in personal versus professional contexts, and how these experiences shape our understanding of support and empathy. I also got to hear about Michelle’s new venture in retirement coaching, emphasizing the emotional aspects of transitioning into retirement.

Takeaways

  • Navigating life’s challenges requires thoughtful communication.
  • Prioritizing who to share difficult news with is crucial.
  • Sharing can open doors to support and help.
  • It’s okay to use different methods to communicate news.
  • Listening is more important than talking when supporting others.
  • People often don’t know what to say, so guidance is helpful.
  • Empathy grows from personal experiences with challenges.
  • Support can come from unexpected places.
  • Retirement can be a significant life change that requires preparation.

Here’s a short clip from our episode to give you a taste of the great conversation. Michelle’s comments about the power of open communication match my experience telling my parents about my breakup and more – when we share life’s challenges, it allows others to be able to support us.

Here are some ways you can listen and watch to the full episode:

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How to Celebrate the Try – The Life of Try: Personal growth, one try at a time.

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/
  1. How to Celebrate the Try
  2. How to Reclaim Fun in Adult Life; Michael Rucker, PhD on Joy, Burnout, and The Fun Habit
  3. Reinvention, Resilience and The Courage to Try| Lindsey Goldstein on Gap Year
  4. 51: Letting Go of Outcomes: The Mindset That Keeps You Moving
  5. 50: How to Write the Book You've Been Meaning to Write | Dr. Victoria Atkinson (Slivers)

Links for this episode:

Michelle Oram’s blog: Boomer Eco Crusader

12 things you should never say to someone with cancer – Boomer Eco Crusader

Best ways to support someone with cancer – Boomer Eco Crusader

Michelle Oram’s Second Life Vision retirement coaching