On Purpose with Jay Shetty
6 Lessons I Wish I Knew in My 20’s & 30’s (This Will INSTANTLY Give You Direction!)
21 Nov 2025
What’s one thing you wish you learned earlier in life? What do you think would’ve changed for you if you learned it sooner? Today, Jay reflects on the lessons he wishes he’d learned in his twenties and thirties, wisdom shaped by mistakes, growth, and years of inner work. He opens up about how easy it is to get swept up in chasing outcomes or living for other people’s expectations, and how those patterns can quietly pull us away from our true path. Jay also explains why success and happiness are completely different skill sets, and how understanding that early on can save you years of unnecessary frustration. Jay also talks honestly about what healing really feels like, the side no one prepares you for. He explains that growth doesn’t always look inspiring; sometimes it shows up as exhaustion, confusion, or feeling like everything is falling apart. But that discomfort is often just old patterns breaking down so new ones can take shape. Through empathy, personal stories, and practical insights, Jay walks us through the “decade of firsts,” from first jobs to first heartbreaks, and reminds us that feeling lost isn’t failure. It’s a natural part of becoming someone stronger, clearer, and more aligned with who you’re meant to be. In this episode, you'll learn: How to Hear Your Inner Voice Again How to Define Success on Your Own Terms How to Build Confidence Through Self-Trust How to Turn Rejection Into Insight How to Break Free From Others’ Expectations How to Heal Even When It Feels Messy You’re not behind, you’re growing at the pace your life is asking you to grow. Keep showing up with curiosity, patience, and compassion for yourself. You’re building something meaningful, even on the days it doesn’t feel like it. With Love and Gratitude, Jay Shetty Join over 750,000 people to receive my most transformative wisdom directly in your inbox every single week with my free newsletter. Subscribe here. What We Discuss: 00:00 Intro 00:42 #1: Results Are Overrated 04:54 #2: Tune Out The Noise 07:44 #3: Success Doesn’t Equal Happiness 10:30 #4: Confidence Comes From Self-Trust 12:47 Four Habits That Will Transform Your Life 14:10 #5: Rejection Isn’t Personal 17:20 How to Handle Rejection Better 22:32 Four Signs You’re Healing 24:51 Confusion in Your 20s Isn’t Failure 25:29 How to Protect Your Peace 26:07 #6: Anchor to Values, Not ValidationSee omnystudio.com/listener for privacy information.
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