What in your day makes you happiest? Where do you see yourself in five years? Today, Jay sits down with the iconic rapper, multi-platinum artist, and entrepreneur Wiz Khalifa. The episode explores Wiz’s journey from navigating the challenges of his youth in Pittsburgh to becoming one of the most recognizable names in the music industry. Throughout their conversation, Wiz shares profound insights into his personal growth, family values, and the discipline behind his success. Wiz reflects on his early days, including the loss of a record deal and the resilience it took to rebuild his career. He discusses his evolution as an artist and individual, emphasizing the importance of gratitude, patience, and staying true to oneself. The conversation also dives into the balance between his professional life and personal responsibilities, particularly as a father. Wiz talks about raising his 11-year-old son, Sebastian, and his new daughter, Cadence, shedding light on how fatherhood has deepened his perspective on life and masculinity. Jay and Wiz also explore deeper topics like handling grief, cultivating self-discipline, and the nuanced concept of masculinity in today’s world. Wiz’s candid anecdotes, whether about quitting alcohol, building financial literacy, or practicing MMA for mental clarity, inspire listeners to live authentically, embrace personal growth, and focus on what truly matters. In this interview, you'll learn: How to Rebuild Confidence After a Setback How to Balance Personal Life and Career Successfully How to Find Gratitude in Everyday Moments How to Stay Calm Under Pressure How to Teach Discipline and Politeness to Kids How to Manage Money as a Creative Professional How to Stay Authentic in the Spotlight Every setback is an opportunity to rebuild stronger, and every triumph is a chance to inspire others. Prioritize what matters, whether it’s your personal growth, the relationships you cherish, or the values you stand for.  With Love and Gratitude, Jay Shetty 100% of Proceeds are donated to the National Alliance on Mental Illness. NAMI is the nation’s largest grassroots mental health organization dedicated to building better lives for the millions of Americans affected by mental illness. Visit https://jayshettyshop.com  re(NEW) You Free Workshop Do you feel like you’re tolerating a mediocre life? I’ve created a workshop that shares 5 keys for creating a life you truly love. Access at no charge at www.renewyouworkshop.com What We Discuss: 00:00 Intro 04:15 Navigating Fame As A Star 09:18 The Craziest Fan Interactions  10:07 Family Matters The Most 11:49 Dealing With Grief 13:04 Seeking Family Support  13:54 Finding Balance In Grief 14:50 Life Before Fame And Success 16:47 What's It Like To Lose A Record Deal? 17:15 Confidence In The Face Adversity  18:37 Advice To Younger Self 19:22  Driven Goals And Compulsion 20:50 Being Contented With What You Have  21:30 What's The Hardest Conversation You Have Ever Had? 24:40 Building Connections With Your Audience  25:50 Ever Caught Anything Crazy On Camera? 26:45 Then VS Now Journey With Other Stars 29:13 Advice For Up And Coming Artists 32:11 How Far Do You Plan Your Goals? 32:49 Best Moves In Money Management  35:58 Dumbest Thing I Have Ever Bought 36:35 Best Investment I Have Ever Made 38:20 Relationship With God 40:30 Moving Around In My Childhood  41:58 How My Childhood Experiences Has Impacted Me 44:48 How My Views On Fatherhood Has Changed 50:17 How I Take Control Of My Career As An Artist 54:17 What I Learnt From My Mom 55:31 Something People Should Know About Me 1:00 How Working Out Helped Me 1:02 My Advice For Men Who Want To Get Into Health And Fitness 1:03 My Perspective On Masculinity  1:08 My Take On MMA And Martial Arts 1:12:09 How I View My New Album And Most Viewed Video 1:16:22 My Motivation To Go Sober From Alcohol  1:18:01 First Thing I Do Before I Go To Bed 1:18:32 Wiz on Final Five  Episode Resources: Wiz Khalifa | Website Wiz Khalifa | Instagram Wiz Khalifa | TikTok Wiz Khalifa | YouTube Wiz Khalifa | Facebook See omnystudio.com/listener for privacy information.