the life of try – 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.

Here’s the YouTube video of this episode:

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Click this link to watch in a browser: Letting Go of Outcomes: The Mindset That Keeps You Moving
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Growth Takes Energy| How Rest Helps Habits Stick – The Life of Try: Personal growth, one try at a time.

Why does growth feel so exhausting—and could rest be themissing ingredient that helps new habits stick? In this episode of The Life of Try, Wynne Leon connects Carol Dweck’s growth mindset research, Adam Grant’s ideas about habits and identity, and the restorative power of sleep,fewer decisions, intentional breaks, and creativity. Through stories from the first day of school, middle-school drop-off, mountain climbing, and her daughter’s crochet project, Wynne shares three practical ways to protect yourenergy while building sustainable change. If you’re navigating a transition, working on personal growth, or trying to avoid burnout, this episode is a reminder that rest is not stepping away from the try—it is what helps you return.Listen next: Identity Before Strategy withKevin Yoder, a conversation about why lasting change begins with who we believe we are—not simply with a better plan.ABOUT MEHi, 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