Have you ever felt like losing meant your life was over?
When did you realize it’s okay to fail?
Today, Jay sits down with four-time Grand Slam champion Naomi Osaka to explore her journey beyond the tennis court. Naomi, known for her powerful game and quiet resilience, opens up about the challenges of fame, the weight of expectations, and how motherhood has reshaped her outlook on life.
Jay and Naomi discuss the pressure of being a high-performance athlete, the loneliness that can accompany success, and the struggles of maintaining a sense of self in an industry that often reduces people to their achievements. Naomi candidly describes how, for years, her self-worth was tied to her ranking and performance, but becoming a mother has given her a new perspective—one that prioritizes joy, presence, and growth over perfection.
The conversation also dives into Naomi’s evolving relationship with competition. While she once measured her success by titles and trophies, she now finds fulfillment in self-discovery and personal progress.
In this interview, you’ll learn:
How to Detach Your Self-Worth from Achievements
How to Cope with External Expectations and Criticism
How to Use Journaling for Self-Reflection and Growth
How to Prioritize Mental Health in High-Pressure Situations
How to Learn from Setbacks Without Letting Them Define You
Success is not just about winning; it’s about growing, learning, and showing up for yourself every day.
With Love and Gratitude,
Jay Shetty
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What We Discuss:
00:00 Intro
01:47 Open Discussions About Mental Health
03:10 Impulsiveness as an Athlete
05:28 Moving From Japan to USA
08:02 Lifelong Training and Career
10:13 Incorporating Culture in Fashion
12:38 Discipline and Diet
13:53 Indulging in Guilty Pleasures
16:48 Passing Time While Having Impulsive Tendencies
18:46 Winning the First Grand Slam
21:09 Dealing with Public Hate
22:39 A Long-Time Serena Williams Fan
25:16 Experiencing Motherhood
27:39 The Different Facets of Life
29:07 The Power of Journaling
31:55 Loving the Life You’re Living
34:57 The Habit of Comparing Yourself to Others
36:27 Stop Chasing Your Old Self
38:21 Motherhood Realizations
39:46 Rigorous Training After Giving Birth
41:18 Setting Boundaries During PressCon
43:01 No One Can Predict Someone’s Path
45:21 Finding Calmness Through Meditation
47:44 Setting New Goals
50:25 Shamed for Taking a Break
54:17 Getting Support from Fellow Athletes
55:52 Friendships and Camaraderie
57:08 Mentored by Kobe Bryant
59:31 The Haitian Way of Giving
01:00:58 Who Are You Spending Your Time With the Most?
01:04:29 Loving Yourself and How You Look
01:05:29 Game Day Routine
01:07:33 You’re Never Alone
01:09:04 Fear of Being Forgotten
01:12:40 Naomi on Final Five
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