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

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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].

From Pretty Basic, and Basically Unfiltered, Alisha joins us again to chat about all the amazing updates in her life, trip to Disney Japan, how she makes her content, and so much more!

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.

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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].

Originally Aired: June 11th 2020

WayBack Wednesday. We're taking it back to the early days of Hoot & a Half. We interviewed our good friend Carly Incontro, and wanted to re-share to relive the memories with y'all. Enjoy it, and thanks for being a listener!

Thanks for listening!! Leave a nice comment :-)

Originally Aired: May 21st 2020. 

On our first WayBack Wednesday, we're taking it back to the VERY first Hoot & a Half. We interviewed our good friend Josh Peck, and wanted to re-share to relive the memories with y'all. Enjoy it, and thanks for being a listener!

Brooke Averick (from Brooke and Connor Podcast) talks about interview Robert Pattinson, writing her new book, favorite musicals, new cats, and so much more!

Leave a nice comment!

Hoot & a Half with Matt King