6 Lessons I Wish I Knew in My 20’s & 30’s (This Will INSTANTLY Give You Direction!)

6 Lessons I Wish I Knew in My 20’s & 30’s (This Will INSTANTLY Give You Direction!)

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 Validation See omnystudio.com/listener for privacy information. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Episoder(881)

SYLVESTER STALLONE: “I Wasn’t Stupid. I Was Just Misunderstood.”

SYLVESTER STALLONE: “I Wasn’t Stupid. I Was Just Misunderstood.”

Jay sits down with Sylvester Stallone to trace the extraordinary journey from a painful, unwanted childhood to the creation of Rocky, and the $360,000 offer he turned down rather than compromise his s...

28 Sep 1h 28min

3 Science-Backed Habits That Will Make You Feel Better Every Day

3 Science-Backed Habits That Will Make You Feel Better Every Day

Drawing on seven years of conversations with leading health experts, Jay explores “complexity bias,” our tendency to believe complicated solutions must be more effective than simple ones. He breaks be...

25 Sep 33min

Ask Jay: How Do I Find My Purpose?

Ask Jay: How Do I Find My Purpose?

Jay answers three listener calls about rebuilding when life doesn’t go according to plan. He explores how to separate your authentic voice from old survival patterns, pursue a creative passion without...

23 Sep 27min

LUCY HALE: “I Was Sabotaging My Life.”

LUCY HALE: “I Was Sabotaging My Life.”

Jay sits down with actress Lucy Hale, who at 37 says she feels more comfortable with herself than ever before. Lucy opens up about letting go of society’s timelines, navigating media scrutiny and body...

21 Sep 1h 24min

Your Brain Is Addicted To Worst-Case Scenarios (3 Ways To Break The Habit)

Your Brain Is Addicted To Worst-Case Scenarios (3 Ways To Break The Habit)

Jay breaks down why our minds are so quick to jump to the worst-case scenario, from the evolutionary roots of anxiety to why uncertainty can send us into a spiral. He shares three practical ways to in...

18 Sep 35min

OPRAH WINFREY: The Life Lessons That Changed Everything

OPRAH WINFREY: The Life Lessons That Changed Everything

In a rare and deeply personal conversation, Jay sits down with Oprah Winfrey to reflect on the defining moments, hard-earned lessons, and extraordinary journey that shaped her life. Oprah opens up abo...

16 Sep 1h 30min

⁠BENNY BLANCO: The Secret to Failing Your Way to Success

⁠BENNY BLANCO: The Secret to Failing Your Way to Success

Record producer, songwriter, and music executive Benny Blanco joins Jay for an unfiltered, hilarious, and deeply vulnerable conversation about redefining success, overcoming crippling phobias, and why...

14 Sep 1h 10min

Stop Waiting For External Validation

Stop Waiting For External Validation

Jay explores how living in a world of likes, ratings, and constant feedback can make us lose touch with our own judgment. He shares five shifts for relying less on outside approval and building more t...

11 Sep 31min

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