Naomi Osaka: “I Used to Think Losing Meant My Life Was Over” Sharing Her Truth of Navigating Shame, Public Pressure & How She Found REAL Self-Worth

Naomi Osaka: “I Used to Think Losing Meant My Life Was Over” Sharing Her Truth of Navigating Shame, Public Pressure & How She Found REAL Self-Worth

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

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

01:47 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

Episode Resources:

Naomi Osaka | Instagram

See omnystudio.com/listener for privacy information.

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Lilly Singh: ON Why She Took A Break From YouTube

Lilly Singh: ON Why She Took A Break From YouTube

You can order my new book 8 RULES OF LOVE at 8rulesoflove.com or at a retail store near you. You can also get the chance to see me live on my first ever world tour. This is a 90 minute interactive show where I will take you on a journey of finding, keeping and even letting go of love. Head to jayshettytour.com and find out if I'll be in a city near you. Thank you so much for all your support - I hope to see you soon.Being a YouTube creator can be difficult for anyone, but Lilly Singh really is superwoman. Despite the success, things haven’t always been easy for Lilly. She opens up about everything: how it feels when being called a role model, her relationships both personal and professional, even her struggles with depression and defining what success looks like in her life. Today’s conversation is a deep dive into what drives her to keep creating at such a prolific level and why she’s determined to keep using her influence for positive social change.See omnystudio.com/listener for privacy information.

4 Mars 20191h 16min

3 Reasons I Became a Monk for 3 Years

3 Reasons I Became a Monk for 3 Years

In today’s episode I share what led me to becoming a monk and most importantly why I did it, so that it might help you become more clear on your decision making.I’d like to share with you the thought process I learned from my mentors that will help guide you through making the biggest decisions of your life.Are you planting seeds or weeds?See omnystudio.com/listener for privacy information.

1 Mars 201927min

Mike Posner: ON How Fame Ruined His Life

Mike Posner: ON How Fame Ruined His Life

Mike Posner is the musician behind the hit songs I Took A Pill In Ibiza and Cooler Than Me. But behind the flashing lights and sold-out shows lies a very unique mind, one that has learned to deal with fame and fortune and most recently—the loss of his father. On today’s episode, Mike shares his insights on how to deal with loss, why moments of epiphany must be processed, and what the difference between the mind and intelligence is. Mike even turns the table on Jay—and asks him many profound questions about his own experience unpacking mindfulness.  Tune in to this episode to catch a glimpse of the mechanics behind this singer-songwriter’s brain.See omnystudio.com/listener for privacy information.

25 Feb 20191h 24min

3 Lessons I Learned From My Ex

3 Lessons I Learned From My Ex

Breakups are hard there’s no doubt about that, but sometimes break-ups lead to break-throughs. Don’t worry, it’s normal to have feelings of bitterness, blame, or even have a breakdown. You are not alone.We cover a lot in today’s episode so whether you’re looking to strengthen your current relationship or need a little help getting through a past one you’re not going to want to miss this.See omnystudio.com/listener for privacy information.

22 Feb 201927min

Novak Djokovic: ON One of the Greatest Comebacks in History

Novak Djokovic: ON One of the Greatest Comebacks in History

Most people, even non-sports fans are inspired by world class athletes like Novak… but why?To be world class at anything it takes more than natural skill, it takes physical, personal, spiritual development and a healthy relationship with one’s own ego to begin a fulfilling journey to greatness - something we are all capable of, given we know how to use the appropriate tools.In today’s conversation, Novak shares everything.He even takes us back to his childhood where he remembers confiding to his tennis coach instead of his own parents about the growing pains of being a young man.See omnystudio.com/listener for privacy information.

18 Feb 201959min

Russell Brand: ON How He Nearly Ruined His Career

Russell Brand: ON How He Nearly Ruined His Career

You may think you know Russell Brand - the actor, the comedian, ect... but that’s only a small part of who he truly is.Prepare yourself, today’s conversation gets intimate.Russell opens up about his struggles with addiction, his experience chasing fame, money, sex, and why that’s not something people should aspire to. He shares what has enlightened and led him to a life of sobriety for over 14 years now and the role mentors and spirituality has played in getting him there.He even shares some surprising wisdom from a mutual friend of Puff Daddy, comparing the challenges of life to levels in a video game.See omnystudio.com/listener for privacy information.

15 Feb 201943min

Jay Shetty Interviews His Wife for the First Time

Jay Shetty Interviews His Wife for the First Time

On the first episode of On Purpose, I have an extremely special guest for you.For the first time ever, and on Valentine’s Day, I’m interviewing my wife, Radhi Shetty.We discuss health, happiness, and the components of a successful relationship. Radhi is a plant-based dietitian, recipe developer, and Ayurvedic medicine enthusiast.Enjoy episode one, and live your life today on purpose.You can follow Jay's wife on Instagram @veggieveganvedaSee omnystudio.com/listener for privacy information.

14 Feb 20191h 33min

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