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.
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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: