How do you know when to stop trying—especially when you’re someone who prides yourself on perseverance? In this episode of The Life of Try, Wynne Leon explores the moments when quitting isn’t failure, but wisdom: when our efforts are overly controlled, when something deep inside says “it’s time,” or when passion turns obsessive and starts costing more than it gives. Along the way, she draws lessons from Marion Jones, Olympic figure skater Alysa Liu, Oprah Winfrey, and Andre Agassi, plus insights on harmoniousvs. obsessive passion.If you’re wrestling with whether to push through or letgo, this conversation offers language, perspective, and permission to choose what’s healthy—and what’s next.The Life of Try podcast: 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 or clarity—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 a change 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 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 Fun Habit: How the Pursuit of Joy and Wonder Can Change Your Life: Mike Rucker, PhDOpen: An Autobiography by Andre AgassiMarion Jones Reflects on Her Kids Living with 'Reality' of Her Doping ScandalFrom Oakland to Olympic gold: Alysa Liu takes figure skating crownAlysa Liu's Olympic figure skating comeback is golden, true to herselfHow Alysa Liu Found Her Love for Figure Skating AgainWinfrey Announces Show's End in 2011 – CBS News