What do you think is the biggest dating mistake people make?

Have you ever chased someone who wasn’t right for you?

In today’s episode, Jay welcomes relationship coach, teacher, and podcast host Jillian Turecki to break down the biggest dating mistakes people make. They dive into why relying too much on dating apps can lead to burnout, how the fear of rejection holds you back, and why being single is often better than staying in the wrong relationship.

Jillian unpacks why we’re drawn to people who don’t want us while ignoring those who do. She explains how past relationship patterns, toxic dynamics, and a false sense of intimacy create cycles that keep us stuck. They also explore the fine line between honesty and oversharing, how to repair trust after dishonesty, and self-reflection exercises to heal after a breakup.

In this episode, you’ll learn:

The 3 biggest dating mistakes and how to fix them.

Why relying on dating apps alone can hurt your love life.

How the fear of rejection and loneliness affect attraction.

Why do we chase people who ignore us?

When honesty becomes oversharing in relationships.

How to repair trust and reflect after a breakup.

If you’ve ever felt stuck in dating or struggled with attraction patterns, this episode will help you break unhealthy cycles and make better choices in love.

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 

02:03 Dating: 3 Biggest Mistakes

05:39 The Fear Of Rejection 

09:47 Choice In Love

13:36 The Fear Of Being Alone

14:41 The Attraction Paradox

21:37 It All Begins With You

32:00 Find Other Things Attractive

42:48 Telling The Truth Vs Being Too Honest

46:45 Repair Not Being Truthful In A Relationship

56:30 Choice In Love 2

01:01:10 It's All In Your Head

01:04:52 Reflect With Your Partner

01:09:14 Self Reflection Exercises After A Breakup

01:12:13 Jillian on Final Five

Episode Resources:

Jillian Turecki | It Begins with You: The 9 Hard Truths About Love That Will Change Your Life

Jillian Turecki | Linkedin

Jillian Turecki | Website

Jillian Turecki | YouTube

Jillian Turecki | Instagram

Jillian Turecki | Facebook

Jillian Turecki | Tiktok

See omnystudio.com/listener for privacy information.

Are you holding onto a breakup that’s draining your energy?

Do you ever catch yourself replaying old memories or struggling to move on after a breakup?

Today, Jay will break down a powerful 30-day No Contact Reinvention Challenge designed to help you heal, grow, and rebuild your confidence. If you’ve ever felt lost, stuck, or unsure how to move forward, this episode is your guide to turning heartbreak into transformation.

Jay reveals practical steps to help you shift your focus, break emotional patterns, and create a new version of yourself—one that is stronger, wiser, and more fulfilled. From cutting out breakup songs and sad movies to replacing old habits with new adventures, this challenge is all about reclaiming your life.

In this episode, you’ll learn:

How to Let Go of the Past and Reinvent Yourself.

The Five-Text Rule to Overcome the Urge to Reach Out.

Why Changing Your Routine Helps You Heal Faster.

How to Stop Overthinking and Find Closure Within Yourself.

A Simple 90-Day Reflection Strategy to See How Far You’ve Come.

Heartbreak is painful, but it doesn’t have to define you. It’s time to take control of your healing journey and create the life you truly deserve.

With Love and Gratitude,

Jay Shetty

What we discuss: 

00:00 Intro 

03:18 30-Day No Contact Re-Invention Challenge

04:34 Day 1-5: Break Patterns From the Relationship

07:32 Day 6-1: Body Reset, Break Your Own Patterns

09:07 Day 11-15: Social Reset, The 5 Text Rule

17:03 Day 16-20: Change Your Mind, The Reverse Bucket List

23:31 Day 21-25: Do Something You’ve Never Done Before

23:59 Day 26-30: Reflection Phase, Set a 90-Day Reminder

See omnystudio.com/listener for privacy information.

Do you track your spending? 

What’s your biggest money mistake?

In today’s episode, Jay welcomes Scott Galloway, one of the most insightful voices in personal finance and wealth creation. If you've been struggling to make ends meet, wondering why you're not earning enough, or seeking financial security, this conversation is a must-listen.

Jay and Scott kick off by exploring the surprising reasons why 30-year-olds are earning less than expected. They dive into the practical steps individuals can take to change their financial trajectory, discussing topics like saving, investing, and overcoming mental blocks to making money.

Scott emphasizes the importance of financial literacy, encouraging listeners to start conversations about money and investments. He also challenges conventional wisdom, suggesting that pursuing talent over passion might be the key to financial success.

In this interview, you'll learn:

Why 30-year-olds are earning less and how to break the cycle

Practical strategies for saving and investing

How to overcome mental blocks to making money

Why talent trumps passion in achieving financial success

How to rewire your stressful relationship with money

Effective communication strategies for discussing money in relationships

If you've felt frustrated, stuck, or uncertain about your financial future, remember this: taking control of your financial health is within your reach. With this conversation, you'll gain the insights and practical advice needed to transform your relationship with money.

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

02:00 Why Are 30-year-olds Earning Less?

06:07 What Can They Do To Change This For Themselves?

10:52 How Do I Save? 

16:19 What Blocks Us From Making Money? 

22:39 Should Young People Aspire For The American Dream? 

25:02 Financial Security: What To Pursue

31:35 Rewiring Your Stressful Relationship With Money

38:03 Communicate About Money In Healthy Relationships

41:03 Talent Over Passion

45:52 Finding Your Talent

49:26 Every Experience Is An Added Skill

55:22 Forgive Yourself

59:15 Prioritizing And Evaluating Your Efforts 

01:03:23 Building A “Great” Mindset

01:08:29 The Financial Content

01:12:49 Summary

01:13:41 Scott on Final Five

Episode resources:

Scott Galloway| Website

Scott Galloway| Instagram 

Scott Galloway| Tiktok 

Scott Galloway| Linkedin

Scott Galloway| YouTube 

Scott Galloway| X

See omnystudio.com/listener for privacy information.

What qualities do you truly want in a partner?

Do you believe in manifestation when it comes to love?

Today, Jay explores how you can break free from insecurity and build lasting confidence using science-backed techniques and practical mindset shifts. Jay opens the episode by addressing the invisible forces that keep us stuck in self-doubt, such as fear of failure, scarcity mindset, and negative self-talk. He explains that our brains are wired for survival, not confidence, which means that many of our insecurities stem from a natural instinct to protect ourselves from perceived threats. 

Jay introduces seven powerful strategies for retraining the brain for confidence. First, he explains the importance of stopping the brain’s “threat detection system”, which makes us perceive challenges as dangers rather than opportunities. He then highlights unconscious competence, where we often fail to recognize the skills we’ve already mastered. By tapping into this, we can use our existing strengths as a foundation for greater self-assurance.

In this episode, you'll learn:

How to Overcome the Fear of Being Judged

How to Let Go of What No Longer Serves You

How to Take Control of Your Confidence

How to Shift from Self-Doubt to Self-Belief

How to Train Your Brain to Build Lasting Confidence

Confidence is not about being perfect; it’s about showing up, learning, and giving yourself the grace to evolve. You have everything within you to shift from doubt to self-trust.

With Love and Gratitude,

Jay Shetty

What We Discuss:

00:00 Intro

01:48 How to Manifest Love this Year

05:35 The State of Desperation and Detachment

07:18 Desperation Leads to a Lot of Challenges

09:45 Desperation Leads to Overthinking

13:06 Desperation Leads to Toxic Situations

15:18 Things You Do When You Detach Yourself from Others

21:22 #1: Take Small Steps Toward Love

23:48 #2: Be Patient for Love

24:55 #3: Align What You Think, Say and Do

26:26 #4: Live as if You Already Have Love

28:09 #5: Find Healing Before Your Next Relationship

See omnystudio.com/listener for privacy information.

Do you ever feel held back by body image?

What’s one thing that instantly boosts your confidence?

Today, Jay welcomes Claudia Oshry, a comedian, podcaster, and social media personality. Claudia is the co-host of the extremely popular podcast "The Toast" and has gained a large following on Instagram for her relatable and often self-deprecating posts. Claudia has been open about her personal life, including her struggles with body image and her journey to motherhood. 

Claudia opens up about the misconceptions surrounding her online persona, her journey with Ozempic, and her decision to embrace motherhood. She discusses the challenges of vulnerability on social media and the importance of self-acceptance and living life on your own terms and finding fulfillment. 

Jay and Claudia share their personal experiences with weight and body image, revealing the societal pressures and internal struggles they have faced. They explore the complexities of Claudia's weight loss journey and decide to use Ozempic openly in the public eye. Claudia shares her personal transformation and the newfound confidence she gained through her weight loss journey.

In this interview, you'll learn:

How to Overcome Misconceptions    

How to Embrace Vulnerability           

How to Deal with Weight Stigma    

How to Build Confidence    

How to Find the Right Partner    

Remember, it's okay to seek support and share your struggles. Embrace your true self, live life on your own terms, and never stop pursuing your dreams.

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.

Join Jay for his first ever, On Purpose Live Tour! Tickets are on sale now. Hope to see you there!

What We Discuss:

00:00 Intro

02:27 How It Feels to Be Misunderstood

04:57 Protect Your Own Peace 

06:56 What is Fat Camp?

08:34 The Struggle of Losing Weight

12:38 Responsible Use of Ozempic 

16:20 Struggle with Self Image and Confidence

19:36 How Does Getting Pregnant Feel?

24:18 Getting Ready to Start a Family

30:46 Friends Change Throughout Your Life

33:08 Choosing What to Share About Your Life

39:45 Becoming a Content Creator

42:45 Learnings from the Corporate Life

46:16 Building a Brand as a One-Man Team

49:26 Smart Advice for Content Creators

52:49 Just Get Started

55:08 Stability is Beneficial in Running a Business

58:04 Running a Business with Family

01:01:44 How to Record a Good Episode

01:03:27 Know When to Listen

01:07:11 The Worst Type of Humor

01:10:46 Greatest Lesson from Grief

01:14:50 The Girl with a Dead Dad

01:18:37 The Dangers of Exposing Children Online

01:21:30 Claudia on Final Five 

Episode Resources:

Claudia Oshry | Website

Claudia Oshry | TikTok

Claudia Oshry | Instagram 

Claudia Oshry | Youtube

Girl With No Job: The Crazy Beautiful Life of an Instagram Thirst Monster

See omnystudio.com/listener for privacy information.

Do you think your “type” limits you?

What’s one unrealistic dating expectation you’ve had?

Today, Jay welcomes back one of the most insightful voices in modern dating and relationships, Stephan Speaks. If you’ve been searching for clarity in love, struggling with self-worth in dating, or wondering why you keep attracting the wrong partners, this conversation is a must-listen.

Jay and Stephan kick off by breaking down one of the biggest struggles in today’s dating world—the negative perception of men and women. They explore how sensationalized online narratives and personal biases shape our beliefs about relationships, often distorting reality. Stephan explains how social media and exaggerated dating horror stories create unnecessary fear and distrust, making it harder for people to embrace love. 

If you’ve ever felt like you’re stuck in a cycle of failed relationships, Stephan reveals that understanding yourself first is the key to finding the right partner. He emphasizes three critical factors: first, accepting the differences between men and women instead of resisting them; second, knowing yourself before entering a relationship, as many people struggle because they aren’t even clear on what they truly need; and third, prioritizing healing, because unresolved pain from past experiences will continue to affect every new connection. 

In this interview, you'll learn:

How to Stop Letting Dating Myths Mislead You

How to Attract the Right Partner by Knowing Yourself

How to Heal Before Your Next Relationship

How to Communicate With a Closed-Off Partner

How to Break the Cycle of Failed Relationships

If you’ve felt frustrated, discouraged, or like love just isn’t in the cards for you, remember this: the right relationship isn’t something you chase, it’s something you attract by becoming the best version of yourself.

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 Monk Mode newsletter. Subscribe here.

What We Discuss:

00:00 Intro

01:28 The Difference Between Average Men and Women

11:30 Why Men Often Don't Date Ambitious Women

17:28 Understand Who Your Partner Really Is

23:55 Negative Perception of Men When Dating

28:52 Coveting the Desirables

32:27 How to Not Love Bomb Your Partner

40:32 If He Wanted to He Could

43:59 Emotional Maturity in Relationships

48:28 Always Be Open to Connection

53:34 Insecurities and Jealousy

01:01:15 How Do You Initiate Open Communication?

01:09:56 All Is Not Lost in Breakups

01:17:35 The Right Person at the Wrong Time

01:22:43 Every Dating Relationship is a Process

Episode Resources:

Stephan Speaks | Website

Stephan Speaks | TikTok

Stephan Speaks | Instagram 

Stephan Speaks | Youtube

Stephan Speaks | LinkedIn

Stephan Speaks | Books

See omnystudio.com/listener for privacy information.

How do you react when you feel insecure?

What past experience boosted your confidence?

Today, Jay explores how you can break free from insecurity and build lasting confidence using science-backed techniques and practical mindset shifts. Jay opens the episode by addressing the invisible forces that keep us stuck in self-doubt, such as fear of failure, scarcity mindset, and negative self-talk. He explains that our brains are wired for survival, not confidence, which means that many of our insecurities stem from a natural instinct to protect ourselves from perceived threats. 

Jay introduces seven powerful strategies for retraining the brain for confidence. First, he explains the importance of stopping the brain’s “threat detection system”, which makes us perceive challenges as dangers rather than opportunities. He then highlights unconscious competence, where we often fail to recognize the skills we’ve already mastered. By tapping into this, we can use our existing strengths as a foundation for greater self-assurance.

In this episode, you'll learn:

How to Overcome the Fear of Being Judged

How to Let Go of What No Longer Serves You

How to Take Control of Your Confidence

How to Shift from Self-Doubt to Self-Belief

How to Train Your Brain to Build Lasting Confidence

Confidence is not about being perfect; it’s about showing up, learning, and giving yourself the grace to evolve. You have everything within you to shift from doubt to self-trust.

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

01:09 Why Does One Feel Insecure?

06:55 #1: Learn How to Rate a Threat

10:47 #2: Harness Your Unconscious Competence

16:23 #3: Face Your Fear of Not Being Seen

20:25 #4:  Understand the Power of Sunk-Cost Fallacy

22:52 #5: Reclaim Your Control of the Locus of Control

25:05 #6:  Utilize The False Consensus Effect

26:11 #7: Break Free from Imposter Syndrome  Using Cognitive Dissonance

See omnystudio.com/listener for privacy information.

How do you define success beyond money and career?

Do you think wealth should come with a responsibility to give back?

Today,  Jay Shetty sits down with one of the most influential innovators of our time, Bill Gates, to explore the intersection of personal growth, technological innovation, and philanthropy. Bill reflects on his journey from a curious child fascinated by computers to building Microsoft and becoming a global force for change.

Bill shares candid stories about his upbringing, his parents’ profound influence, and the lessons he learned from their high expectations and encouragement. He also talks about his career-long passion for innovation and his views on climate change, the promise of AI, and the Gates Foundation’s life-saving work, such as developing vaccines and tackling malnutrition. His insights are not just about the cutting edge of technology but also about humanity’s moral responsibility to harness it for good.

A deeply reflective portion of the episode focuses on grief, as Gates discusses the loss of close friends like Paul Allen and Kent Evans, and how their influence continues to guide his mission. Jay and Bill share thoughts on how service and philanthropy can redefine success and leave a lasting legacy, with Bill underscoring the importance of giving back and the moral imperative for the wealthy to use their resources to create equity.

In this interview, you'll learn:

How to Innovate with Purpose and Impact

How to Lead with Empathy and Collaboration

How to Turn Failure into a Learning Opportunity

How to Use AI to Solve Global Challenges

How to Honor the Legacy of Mentors and Loved Ones

How to Find Joy in Lifelong Learning

Whether it’s pushing the boundaries of innovation, building meaningful relationships, or giving back to make the world a better place, we all have the capacity to create positive change.

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

01:27 Early Exposure to Computers

04:18 Different But Exceptional

06:27 Pressure to Live Up to Parents Expectations

08:15 Genuine Parental Support and Connection

14:09 Growing Up with a Supportive Father

22:58 Are Schools Failing Children?

27:33 Motivate Your Kids Right

29:57 Undiagnosed ADHD and ASD

33:18 How Do You Deal with Grief?

40:21 Working with Steve Jobs

45:31 Healthy Competition in Business

49:46 Turning to a Life of Service and Giving Back

56:11 Politics and Humanitarian Effort

59:27 The Importance of AI Policies

01:04:14 Innovation Against Human Limitation

01:09:11 Tough Form of Self Love

01:11:37 Bill on Final Five

Episode Resources:

Bill Gates | Website

Bill Gates | Facebook

Bill Gates | Instagram 

Bill Gates | Youtube

Gates Foundation

Source Code: My Beginnings

See omnystudio.com/listener for privacy information.

What’s one habit you think is draining your energy daily?

Do you ever feel exhausted after certain conversations?

Today, Jay will break down the hidden habits that are silently draining your energy and preventing you from living your best life in 2025. If you feel like you're constantly exhausted, unmotivated, or stuck in negative cycles, this episode is a wake-up call.

Jay reveals three powerful habits that will help you reclaim your time, mental clarity, and emotional well-being. He challenges the everyday energy leaks we often overlook—like engaging in gossip, absorbing unsolicited opinions, and surrounding ourselves with people who only talk about themselves. By cutting these out, you’ll unlock 52 minutes of your day to reinvest in your dreams, passions, and meaningful connections.

In this episode, you'll learn:

How to Avoid Unsolicited Advice and Protect Your Peace

How to Break Free from Toxic Conversations

How to Stay Focused on Your Own Growth

How to Stop Comparing Yourself to Others

How to Make 2025 the Year You Protect Your Energy

Your energy is one of the most valuable things you have, don’t waste it on negativity, distractions, or people who drain your power.

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

01:06 Why Do We Miss Out on Our Goals?

04:55 #1: Stop Talking About Other People

10:31 People with Superiority Complex Often Comes as Arrogant

12:28 You Can’t Empathize If You Haven’t Experienced It

16:47 Hidden Deep-Seated Feelings of Inadequacy

21:38 #2: Stop Giving Unsolicited Views, Opinions, and Feedback

26:16 #3: Stop Talking Just About Yourself

See omnystudio.com/listener for privacy information.

What’s one goal you want to manifest?

Have you tried visualization before?

Today, Jay welcomes neuroscientist, executive advisor, and bestselling author Dr. Tara Swart for a deeply engaging discussion on the intersection of ancient wisdom and modern neuroscience. Tara, author of The Source: The Secrets of the Universe, the Science of the Brain, shares her journey from a dual-cultural upbringing in North London to becoming a leading expert in neuroplasticity, manifestation, and the science of purpose.

Tara explains how rewiring the brain through neuroplasticity can help us shift our mindset and align with our goals. She introduces the concept of "magnetic desire," the alignment of one’s head, heart, and gut to pursue authentic and meaningful aspirations. The conversation explores the importance of moving beyond societal noise and external expectations to create a life of abundance, gratitude, and love. 

Jay and Tara discuss how ancient practices such as chanting, drumming, and spending time in nature have been essential to human well-being for centuries and are increasingly validated by neuroscience today. Together, they unpack how practices like visualization, mindfulness, and connecting with nature are more than philosophical ideas—they are scientifically proven tools for personal growth and transformation.

In this interview, you'll learn:

How to Rewire Your Brain for Success

How to Use Visualization to Achieve Goals

How to Balance Ancient Wisdom with Modern Science

How to Transform Negative Thoughts into Positive Actions

How to Build an Action Board for Manifestation

How to Overcome Limiting Beliefs and Self-Doubt

How to Create Lasting Change with Neuroplasticity

Whether it’s through cultivating gratitude, spending time in nature, or embracing the power of visualization, every small step brings us closer to the life we envision.

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

02:38 Parallels Between Modern Science and Ancient Wisdom

07:44 The Power of Possibility

09:37 Extrinsic and Intrinsic Motivators 

12:25 Six Themes of the 12 Laws of Attraction

19:43 Does Every Thought Count?

24:19 4 Steps to Practice Belief Change

29:08 How to Stop Criticising Yourself

33:30 Reconnect with Your Childhood Dream

35:15 Access Your Inner Self Through Nature

40:49 The Nature of Consciousness

45:39 Use Creativity to Open Up Your Consciousness

54:41 The Neurological Impact of Chanting

57:06 Well-Bonded Couples Calm Each Other

59:08 Infusing Stressful Situations with Love  

01:01:40 The Mental Prison We Create

01:03:14 Living Life to the Fullest

01:08:35 Digital Detox

01:13:19 Does God Truly Exist?

01:16:46 Tara on Final Five

Episode Resources:

Tara Swart | Website

Tara Swart | X

Tara Swart | Instagram 

Tara Swart | LinkedIn

Tara Swart | Books

See omnystudio.com/listener for privacy information.