selfhelp – Surprised By Joy

“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:

The podcast player embedded below
Click this link to watch in a browser: How To Share Life’s Challenges with Michelle Oram
Subscribe to How To Share on Spotify, Amazon Music, or Apple Podcasts
Subscribing to the YouTube channel: https://www.youtube.com/@howtosharepodcast

Please listen, watch, provide feedback and subscribe.

51: Letting Go of Outcomes: The Mindset That Keeps You Moving – The Life of Try: Personal growth, one try at a time.

Expectations can inspire us to try—until they harden into a demand for a specific outcome. In this episode of The Life of Try, Wynne Leon explores how unmet expectations fuel disappointment, why that disappointment can keep us from taking healthy risks, and what it looks like to stay hopeful without clinging. From a childhood lesson about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, we’ll trace how openness, curiosity, and faith can turn apparent failures into forward motion. Along the way, we’ll draw from Brené Brown’s research on disappointment, Maya Shankar’s reframing of identity after loss, and spiritual wisdom about surrender and non‑attachment—so you can keep trying even when the path changes.In this episode, you’ll learn how to:Recognize when expectations are motivating you—and when they’re setting you up for disappointmentPractice openness and curiosity when a try doesn’t go as planned (and why that matters)Name and communicate your expectations to reduce “unspoken contracts”Reconnect with your deeper “why” when your “what” gets taken awayHold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.The Life of Try is a podcast about personal growth, one try at a time.What happens when trying becomes more important thangetting it right?The Life of Try is a personal growth and self‑help podcast about getting unstuck, navigating uncertainty, and choosing to try—even when it’s uncomfortable, inconvenient, or not your idea.Hosted by Wynne Leon, the show explores how real growth, reinvention, and discovery often begin not with confidence orclarity—but with a single attempt. Through thoughtful interviews, reflective conversations, and real‑world case studies, each episode examines what it looks like to keep going when doubt shows up, plans fall apart, or life forces achange you didn’t ask for.This podcast is for anyone who:Feels stuck or uncertain about what’s nextIs navigating change, burnout, or reinventionWants to live more intentionally without pretending growth is easyBelieves progress starts by trying—again and againThe Life of Try isn’t about hustle or perfection. It’s about learning as you go, surfacing what matters, and sharing what you discover along the way.If you’re ready to surf the uncertainty, outlast the doubts, and step into your own try‑cycle, you’re in the right place.Links for this episode:The Life of Try HomeLetting Go of Outcomes: The Mindset That Keeps You Moving transcriptSir Alexander Fleming – Biographical – NobelPrize.orgHow to Regulate Your Emotions and Mental Chatter When Bad Things Happen | Maya ShankarAtlas of the Heart: Mapping Meaningful Connection and the Language of Human Connection by Brene BrownPenicillin Wasn't Alexander Fleming's First Major Discovery | Scientific American

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