Maya shankar – Surprised By Joy

“You never fail until you stop trying.” – Albert Einstein

I have been watching a lot of Little League baseball this Spring. It’s a fascinating mix of young athleticism and skill development peppered with moments of bitter disappointment. In most every practice and game there is at least one example of someone who wants to sit on the ground and pout because things aren’t going as they expected.

But disappointment doesn’t just happen to six and seven-year-olds. It reminds me that expectations can inspire us to try—until they harden into a demand for a specific outcome.

In this episode of The Life of Try, I dig in to 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 I learned from my mom about “pressing for the answer” to Alexander Fleming’s accidental discovery of penicillin, I trace how openness, curiosity, and faith can turn apparent failures into forward motion.

Along the way, I 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.

Takeaways:

Recognize when expectations are motivating you—and when they’re setting you up for disappointment
Practice 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 away
Hold onto faith that trying will lead somewhere good—even if it’s not the destination you imagined.

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How Writing Helps Us Survive Chronic Illness and Loss – The Life of Try: Personal growth, one try at a time.

What does it means to keep showing up when life asks more of you than seems possible?In this episode of The Life of Try, Wynne Leon talks with Kathryn M. B. Johnson, author of Invisible, Until I’m Not, a memoir-in-essays about chronic illness, caregiving, grief, and resilience. Together, they explore what it means to live with fibromyalgia and invisible illness, how caregiving reshapes identity, and why being seen matters so deeply when pain is hard to explain. This conversation offers honest insight, emotional validation, and hope for anyone navigating chronic pain, caregiver burnout, loss, or the daily work of endurance. If you’re looking for a thoughtful podcast episode about chronic illness, caregiving, trauma, faith, and finding strength in difficult seasons, this episode is for you.In this episode, we discuss: → Chronic illness can reshape identity, relationships, and daily life in ways that are often invisible to others. → Caregiving is an act of love, but it also carries grief, exhaustion, and the need for self-compassion. → Writing can become a lifeline—a way to process pain, preserve connection, and reclaim a sense of self. → Being believed and truly seen matters deeply for people living with chronic pain or complex health conditions. → Rest is not laziness; caring for yourself is part of being able to care for others.📘 Order Invisible, Until I'm Not: https://www.amazon.com/Invisible-Until-Im-Not-Illness-ebook/dp/B0GSB7QQMH/🌍 Show notes and more inspiration: https://wynneleon.com🔔 Subscribe to The Life of Try for more conversations on: personal growth, creativity, reinvention, resilience, writing, and mindset.📌 Subscribe & Stay Updated: → https://www.youtube.com/@thelifeoftry?sub_confirmation=1ABOUT 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.🎥 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