In 2009, Jessica Sayers and her bestfriend, Alice, spent a lot of their high school years having slumber parties and perusing facebook for cute boys to date. It was your typical teenage behavior and before long they met two guys who would eventually become their boyfriends. They didn't realize it at the time but these boys change their lives forever...and not for the good. This case is so bizarre it took me down a rabbit hole of others just like it so lets dive in!

Told By: Rebecca

Produced by Jacob Hollabaugh

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In 1996, 22-year-old Helen Kim was at her Irvine, CA apartment when there was a knock on the door. It was two young men selling magazines. She told them she wasn't interested and started to close the door but they barged in and attacked her. Little did they know, one of her roommates, Sunny Han was in the bathroom and heard the commotion. When they found her, they realized that she was the intended target, not her roommate. Why was she the target? Who are these buffoons? This case is twisted AF.

Told by: Rachel

Produced by Jacob Hollabaugh

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Most of us remember Kai The Hatchet-Wielding Hitchhiker from a viral video in 2013, but his launch into stardom is such a small piece of his story. This week we take a deep dive into his background and a trial that completely changed my opinion on what really happened with Joe Galfy

Told by: Rebecca

Produced by Jacob Hollabaugh

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Introducing Khloé Kardashian: My Side that Nobody Knows (Truth Behind Headlines, Divorce, Co-Parenting) from On Purpose with Jay Shetty.

Follow the show: On Purpose with Jay Shetty

Have you ever been seen in a way that didn’t feel true to who you are?

Who do you feel truly sees you for who you are?

Today, Jay sits down once again with the incredible Khloé Kardashian to talk about growth, healing, and what it really means to evolve on your own terms. It’s been six years since Khloé first sat down with Jay, and a lot has changed. Now in her 40s, Khloé reflects on the defining moments of her 30s, the clarity she’s found in this new chapter, and how her journey has shaped the woman she is today

In this honest and heartfelt conversation, Khloé opens up about what it really took to move through heartbreak, public judgment, and her own self-doubt. She shares how she learned to forgive herself, let go of shame, and step into a deeper sense of self-awareness. Khloé talks about navigating the pressures around motherhood, relationships, and success — and how therapy, journaling, and her unwavering faith helped her rediscover her worth and inner peace.

Jay and Khloé also dive into what it looks like to slow down, make room for solitude, and intentionally choose joy. She offers a glimpse into her daily routines, the spiritual practices that ground her, and how she’s creating a loving, mindful environment for her children, one rooted not in perfection, but in presence and authenticity.

In this interview, you'll learn:

How to Set Emotional Boundaries Without Losing Your Kindness

How to Forgive Yourself and Heal from Past Mistakes

How to Use Solitude as a Tool for Self-Discovery

How to Stop Comparing Your Journey to Others

How to Build Emotional Resilience After Betrayal

How to Raise Emotionally Aware and Grounded Children

How to Find Peace Through Faith and Daily Rituals

Through her candid storytelling and unwavering humility, Khloé offers hope, wisdom, and an empowering message of self-acceptance to anyone navigating their own inner transformation.

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

03:33 Aging Doesn’t Have to Be Scary

05:17 Visualizing Your Life in Your 40s

06:23 It’s Okay to Be Unsure

07:39 How Maturity Brings Stability

09:35 Why We’re Always Chasing More

12:09 The Truth About Success

13:55 Practice Self-Intentionality

16:42 Stop Letting Validation Control You

19:47 Balancing Accountability and Forgiveness

21:42 Learn to Be Patient with Yourself

23:10 Everyone Learns on Their Own Timeline

24:30 A Path to Self-Forgiveness

27:20 When You Might Be the Problem

29:24 You Are Not Your Mistakes

31:39 The Work Only You Can Do

36:00 Rewiring a Negative Mindset

38:18 Why Therapy Can Be Transformative

41:11 Finding the Courage to Trust Again

43:17 Getting Comfortable with Being Vulnerable

46:19 It’s Brave to Let Yourself Cry

48:28 Understanding Your Love Language

52:02 We All Love Differently

54:21 The Beauty of Giving Love

55:31 Reuniting with Lamar After 9 Years

59:51 Leaving What No Longer Serves You

01:03:46 Releasing Residual Negativity

01:05:15 Why We All Need Empathy

01:09:04 What I Want My Kids to Remember

01:11:35 Why Kids Don’t Need the Internet

01:14:24 Dating as a Mom in Your 40s

01:15:28 How to Date More Intentionally

01:17:31 Embracing Alone Time

01:19:05 Leaning Into the Discomfort

Episode Resources:

Khloé Kardashian | Instagram

Khloé Kardashian | X

Khloé Kardashian | YouTube

Khloud Foods

Khloé in Wonder Land

See omnystudio.com/listener for privacy information.

DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to [email protected].

I'll be honest, this is probably my favorite case to date. It is BATSH*T. In 1980, John Homan met Robbi Hannon at a bar in Florida. The two eventually got married but after she tragically died, John's life would change forever. Her twin, Teri Martin, comes into the picture and eventually we're introduced to Audrey Marie Hilley, her husband Frank, and their kids Mike & Carol Hilley. The series of events to unfold over the next several years are twisted AF.

Told By: Rachel

Produced by Jacob Hollabaugh

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Introducing Michelle Obama and Craig Robinson: Break the Generational Patterns Holding You Back (How to Build Confidence, Responsibility, and Emotional Resilience) from On Purpose with Jay Shetty.

Follow the show: On Purpose with Jay Shetty

Can you remember the first time you felt truly in charge of your own decisions?

What’s one thing you picked up from your family that you wish you could unlearn?

In this heartfelt episode, Jay Shetty sits down with former First Lady Michelle Obama and her brother, coach and mentor Craig Robinson, for an intimate conversation centered around family, resilience, and the lasting impact of love and connection.

Michelle and Craig reminisce about the powerful values instilled by their parents, a deep sense of independence and unwavering family loyalty. Even through financial struggles, their parents cultivated a home filled with trust and safety, making it clear that family would always be a source of strength. Memories of birthdays around the kitchen table, houses bustling with extended relatives, and the steady presence of grandparents and cousins all contributed to a lifelong sense of belonging and support that continues to influence their lives.

As they journeyed into adulthood, both Michelle and Craig relied on therapy, genuine friendships, and a strong community to help them face life’s transitions, grief, and the many complexities of growing up. Michelle shares how seeking guidance and embracing self-reflection, especially during moments of change, has been central to her personal growth, demonstrating the value of openness, adaptability, and continuous learning throughout every stage of life.

In this interview, you'll learn:

How to Foster Family Unity During Tough Times

How to Nurture Independence in Children

How to Unlearn Limiting Beliefs from Your Upbringing

How to Create Safe Spaces for Honest Conversations

How to Teach Empathy Through Parenting

How to Balance Protection and Freedom as a Parent

How to Normalize Therapy and Emotional Support

Their conversation is a moving testament to the impact of compassion, authenticity, and purposeful living, a reminder that life’s greatest challenges can be met with empathy, courage, and hope.

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

02:00 The Kind of Love Only Siblings Understand

04:15 What was the First Secret You Shared With Each Other?

09:53 Raised To Be Independent Children In A Loving Community

14:55 How Different Generations Celebrate Birthdays

17:00 How to Unlearn Your Inner Fears

19:47 The Fear Of What Could Happen Can Hinder Personal Growth

25:28 What a Childhood Encounter with Police Taught Me About Bias

29:35 Being Judged By The Color Of Your Skin

31:54 Racism Is Still An Issue

34:07 How to Raise Resilient Children

35:59 Don't Make Assumptions Based On Your Emotions

38:17 Don't Let Negative Thoughts Dictate Your Actions

40:48 The Power Of Good Parenting

48:41 How To Prioritize Being A Parent While Chasing Your Dreams

52:08 Parents Aren't Responsible For Their Children's Happiness

58:07 Focus On Cultivating Independence in Your Children

01:02:24 What Is Your Form Of Therapy?

01:11:08 Are You Doing Enough?

01:16:10 How To Become A Good Parent

01:37 What Would Your Mother Be Most Proud Of?

Episode Resources:

Michelle Obama | Instagram

Michelle Obama | Facebook

Michelle Obama | YouTube

Michelle Obama | Books

Obama Foundation 

The Light We Carry: Overcoming in Uncertain Times

Craig Robinson | Instagram 

Craig Robinson | X

IMO with Michelle Obama and Craig Robinson

See omnystudio.com/listener for privacy information.

DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to [email protected].

16-year-old Erin Caffey started dating her first "real" boyfriend, Charlie Wilkinson, in October 2007. Her parents, Terry and Penny, didn't get a good first impression of Charlie but accepted the relationship because of how much Erin liked him. However all of that changed when they saw some douchebag things Charlie posted on facebook about their daughter. Terry and Penny sat Erin down and expressed their concern and Erin admitted that she wanted to break up with him so the very next day, she ended it. Two days later, Terry Caffey's life would change forever. TRIGGER WARNING: this episode involves children (*I do not go into any details)

Told By: Rebecca

Produced by Jacob Hollabaugh

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Introducing Deepak Chopra: How to Ask AI The RIGHT Questions To Grow, Heal, and Live a More Fulfilled Life from On Purpose with Jay Shetty.

Follow the show: On Purpose with Jay Shetty

Do you ever feel like you're just going through the motions?

Do you ever feel lonely even when you're around people?

Today, Jay welcomes back the legendary Deepak Chopra after six years, to discuss the unexpected intersection of spirituality and artificial intelligence. Together they unpack the beautiful blend of ancient wisdom and cutting-edge innovation.

Jay reflects on his first meeting with Deepak and how their bond has evolved over the years. The conversation quickly flows into one of the most fascinating questions of our time: Can AI actually support our spiritual growth, rather than distract from it? Deepak shares his insights on the mysteries of the universe, the unseen forces that shape our reality, and why he believes consciousness, not matter, is the foundation of everything.

Jay and Deepak break down the fears surrounding AI, from misinformation to war, and why it’s so important for us to grow spiritually alongside our technology. They explore how storytelling, creativity, and love are deeply human qualities that no machine can replicate, and how we can use these gifts to shape a better, more compassionate world.

In this interview, you'll learn:

How to Ask AI Better Questions to Unlock Wisdom

How to Use Technology to Support Emotional and Physical Healing

How to Find Purpose Through the Art of Storytelling

How to Train AI to Reflect Inclusivity and Diversity

How to Embrace Consciousness as the Foundation of Reality

How to Create a Sacred Relationship with Technology

Deepak reminds us that the answers we’re looking for often begin with a better question. And with the right mindset, even the most advanced technology can become a tool for inner transformation and collective healing.

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

01:41 What If the Universe Is Just a Giant Digital Simulation?

12:36 How to Train AI to Unlock Ancient and Hidden Knowledge

13:39 Blending AI and Spirituality to Understand Consciousness

18:23 Could AI Really Lead to Human Extinction?

22:34 What’s Actually Holding Humanity Back From Progress?

23:37 How the Human Brain Transformed Over Time

26:11 The 2 Things That Set Humans Apart From All Other Species

27:16 Can Technology Lead Us to True Peace and Prosperity?

28:10 Will AI Replace Our Jobs or Unlock Human Creativity?

30:46 Do You Think AI Can Ever Have a Soul?

31:45 The Gender and Racial Bias Hidden in AI Systems

32:33 How to Build More Inclusive and Equitable AI Models

33:32 Why a Shared Vision Can Solve Any Problem We Face

36:13 Would You Trust AI to Know You Personally?

36:57 How You can Use AI to Get Better Sleep

37:29 Can AI Actually Give You Good Relationship Advice?

38:07 How AI Can Help You Find and Nurture Love

38:29 Why Personal Growth Solutions Should Never Be Generic

39:41 Your DNA Holds the Footprints of Human History

42:33 Rethinking the Big Bang: What Science Still Can’t Explain

44:31 Is Everything You See Just a Projection?

47:48 Why Fear of the Unknown Limits Our Growth

48:52 Want Better Answers? Ask Better Questions

51:41 The True Secret to Longevity Isn’t What You Think

54:30 How Your Brain Turns Experience Into Reality

55:08 Why Consciousness Is Still Life’s Greatest Mystery

56:28 The First Question You Should Always Ask AI

58:38 How ChatGPT Can Spark Deeper, More Intelligent Questions

Episode Resources:

Deepak Chopra | Website

Deepak Chopra | Instagram 

Deepak Chopra | TikTok 

Deepak Chopra | Facebook

Deepak Chopra | YouTube

Deepak Chopra | X

Digital Dharma: How AI Can Elevate Spiritual Intelligence and Personal Well-Being

See omnystudio.com/listener for privacy information.

DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to [email protected].

April 29, 2022 was a very busy day for Alabama's Lauderdale County Jail. They were understaffed and inmates had to be transferred to and from the courthouse for most of the day. One of those inmates was Casey White. He was serving time for murder and had a psychological evaluation that morning...when he was gone longer than expected, the sheriff called to check on how it was going & a shitshow ensued when the court said "what evaluation...?"

Told by: Rachel

Produced by Jacob Hollabaugh

Join our Patreon for bonus episodes, check out our website for merch, and follow us on TikTok, Instagram & YouTube

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Introducing Dr. Vonda Wright: Formula to Lose Weight and Gain Muscle (Why your Current Workout is Not Giving You Results) from On Purpose with Jay Shetty.

Follow the show: On Purpose with Jay Shetty

How often do you work out?

What’s been the biggest challenge in your fitness journey so far?

In today’s episode, Jay sits down with Dr. Vonda Wright, an orthopedic surgeon and researcher specializing in active aging and longevity. If you’ve ever wondered how to stay feeling youthful as you age, lose stubborn fat, and improve your sleep,, this conversation is packed with life changing insights.

Jay and Dr. Wright start by debunking the myth that aging is an inevitable decline. Dr. Wright explains how lifestyle choices in your 20s and 30s directly impact how you feel in your 40s, 50s, and beyond. They dive into how excess fat, especially around the belly, isn’t just about appearance—it’s a sign of inflammation that accelerates aging. Dr. Wright shares how movement, muscle mass, and diet play a crucial role in fat loss and energy levels.

They also explore the powerful body-brain connection. Dr. Wright breaks down how physical activity releases key proteins that protect the brain from cognitive decline and diseases like dementia. Jay and Dr. Wright discuss how poor sleep can sabotage fat loss, slow down recovery, and disrupt hormones—leading to more cravings, weight gain, and reduced longevity.

In this interview, you'll learn:

How fat storage impacts aging and energy levels.

The critical role of sleep in weight loss and brain function.

How movement and muscle mass keep you youthful.

How lifestyle choices in your 30s affect long-term health.

Why fitness-based friendships can improve your health.

If you want to stay sharp, maintain a healthy weight, and build lasting habits that help you thrive for decades, this episode gives you the tools to start now.

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 

01:43 Your Perception Of Aging Is A Myth

05:31 Develop Healthy Habits in Your 20s

10:07 Why Your Sleep Can Fall Apart in Midlife

16:58 Can You Restock Years Of Not Sleeping?

22:09 Sleep Deprivation is Sabotaging Your Weight Loss

26:45 The Weight Loss Formula That Actually Works 

36:04 There Is A Difference Between Being Healthy & Fit

43:13 Fitness Is A Great Way To Connect

46:17 How To Lose Stubborn Belly Fat

55:30 The Body Brain Connection is Integral to 

1:01:39 Don’t Make Excuses to Start Making Changes In Your Life

1:04:24 Mobility is One of the Most Important Skills for Aging Well 

1:09:51 Break Free from Your Limiting Beliefs

1:17:15 Vonda Wright on Final 5

Episode Resources:

Vonda Wright| Website

Vonda Wright| YouTube 

Vonda Wright| Linkedin

Vonda Wright| Instagram

Vonda Wright| Facebook

Vonda Wright| Tiktok

See omnystudio.com/listener for privacy information.

DISCLAIMER: Please note, this is an independent podcast episode not affiliated with, endorsed by, or produced in conjunction with the host podcast feed or any of its media entities. The views and opinions expressed in this episode are solely those of the creators and guests. For any concerns, please reach out to [email protected].