Win the Day

Win the Day

Ready to Win the Day®? Hosted by 3x bestselling author, James Whittaker, the Win the Day podcast was created to reveal how the world’s best performers Win the Day … and how YOU can, too. Featuring exclusive interviews with: • Billion-dollar founders • #1 NY Times bestselling authors • Medical experts • World champion athletes • Special forces operators • And more... Hit 'subscribe' and let's #WinTheDay 🚀

Episodes

September 23, 2025 19 mins

"They always say time changes things, but you actually have to change them yourself." — Andy Warhol

We all have those things that we love, but isn't variety the spice of life?

In this minisode, I share what's in and what's out for this season of my life.

What are some changes you've been making? Drop a comment and let us know.

Onward,

James

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Lin...

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Every morning you have two choices: Continue to sleep with your dreams or wake up and chase them.” — Carmelo Anthony

Paul Epstein has mastered the art of turning high-stakes pressure into unstoppable momentum.

After 15 years as a top sports executive with NFL and NBA teams, a global agency, and the NFL league office, Paul shattered Super Bowl revenue records, opened a billion-dollar stadium, and launched the San Francisco 49ers Tale...

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"Ultimately, the bond of all companionship, whether in marriage or friendship, is conversation." — Oscar Wilde

What's the fastest way to close the gap between your life today and your potential? Have the conversation you've been avoiding.

In this minisode, we'll get clear on exactly what this is for you—and how to confront it, once and for all...

Onward,

James

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When you want something, all the universe conspires in helping you to achieve it.” ― Paulo Coelho (The Alchemist)

Why are so many young people struggling to find their way? 🧐

As someone who speaks at schools and universities, I’ve seen the mental health crisis up close—apathy, disconnection, and a lack of purpose are real.

But one person is on a mission to change that for good...

Livi Redden, a TED speaker (2.7M+ views), author, and ...

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Happiness is not something ready-made. It comes from your own actions.” – Dalai Lama

Are you feeling stuck in your life? Maybe it's a job you're disengaged from, the overwhelm of a young family, or caring for an aging parent.

In this minisode, we'll go through a 3-step plan to take back control of your happiness — and your life.

Onward,

James

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Embrace the unknown, for it is in the unfamiliar that we find the most profound inspiration.” — Oscar Max

Today’s a special one — Episode 250 of the Win the Day podcast! To celebrate, I've brought back one of our most iconic guests: Navy SEAL Commander Rich Diviney.

Rich first joined us in Episode 124, and clips from that conversation have 10M+ views. Since then, he’s become a close friend and remains the most respected voice I know...

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August 12, 2025 12 mins

Learn to use the criticism as fuel and you will never run out of energy.” – Orrin Woodward

How do you handle the haters?

I posted a video recently that has 3.7M+ views on Instagram alone, attracting 5,500+ comments. Here is if you want to check it out: https://instagram.com/p/DH9aWVYTwhj

In this minisode, we dive into why the haters are wrong—and how you can leverage social media for attention.

Onward,

James

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When we are no longer able to change a situation, we are challenged to change ourselves.” ― Viktor Frankl

Leigh Anderson is a renowned paramedic in some of the most extreme, high-stakes environments imaginable.

His diverse operational experience across urban, rural, remote, and marine settings has given him rare insight into how the human mind responds to stress—and more importantly, how to train it to thrive under pressure.

Leigh is...

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"Prepare for the worst, hope for the best." — Cicero

If you travel a lot, but you're not prepared, it can be so much more stressful than it needs to be.

In this minisode I’m going to share my best tips for travel so you can stay productive and hit the ground running — whether you're traveling with or without kids.

Onward,

James

PS —⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🍿

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Links and resources mentione...

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"When I let go of what I am, I become what I might be." – Lao Tzu

Why is it so hard to change—even when we know exactly what we need to do?

Why do we keep falling into the same patterns, habits, and distractions—even when they’re hurting us or the people we love?

Dr. Pedram Shojai is a former Taoist monk, doctor of Oriental medicine, and Qigong master. As founder of The Urban Monk, he helps people reclaim their focus, vitality, and pu...

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July 15, 2025 20 mins

A happy marriage is the union of two good forgivers.” — Ruth Bell Graham

Marriage is one of the most rewarding and difficult partnerships you'll ever have.

In this episode, I'm going to share the Weekly Couples Check-in document my wife and I use every week to keep aligned, connected, and focused.

Onward,

James

PS —⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🍿

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Links and resources mentioned:

🧲 Weekly Couples Chec...

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Trust the process. Your time will come.” — Unknown

We're halfway through the year — and that means it's time for a recap of the most legendary moments of the Win the Day podcast so far in 2025.

And it’s been a BIG year! Guests of all backgrounds. I’ve learned so much and I hope you have too.

Without further ado, let’s get into 11 Tips to Win the Day – the best highlights from the year so far…

Onward,

James

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"Life is a balance between holding on and letting go." — Rumi

You've got questions, I've got answers! Welcome to a Win the Day Q&A minisode.

Today we go through:

• How do you balance work, life, marriage, and the young kids?

• Would you ever consider moving back to Australia to live?

• Is it better to write things down physically (pen) or digitally?

• Who is your dream podcast guest?

Onward,

James

PS —⁠⁠⁠⁠⁠⁠⁠ Join 20K+...

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"What we instill in our children will be the foundation upon which they build their future." — Steve Maraboli

Today’s guest, Jen Cohen, has built her entire life around bold action — and she’s here to help you do the same.

Jen is a bestselling author, top-ranked podcast host, and speaker who’s become a force in the worlds of wellness, business, and high performance.

Her viral TEDx talk, The Secret to Getting Anything You Wan...

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The best way to learn is to learn from the best.” — Unknown

There's a missing piece that most people ignore when it comes to developing a new skill or habit: finding an expert.

In this minisode, we're going to go through 10 steps to build better habits by learning from the best.

Onward,

James

PS —⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🍿

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Links and resources mentioned:

🐴 ⁠⁠More about the Dark Horse study

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He who has a why to live can bear almost any how.” — Friedrich Nietzsche

Kevin Wathey is an expert in health tech, luxury hospitality, and peak performance.

He is the co-founder of Baseline Health, a gamified platform that integrates user data, diagnostics, and DNA to deliver personalized insights and incentivize lasting habit change.

Kevin is also developing Velara, an 18-acre luxury wellness resort in Costa Rica — designed to help ...

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Adapt what is useful, reject what is useless, and add what is specifically your own.” – Bruce Lee

A Harvard study found that the most successful people don’t follow a straight path—they try small experiments, learn, and adapt as they go.

In this minsode, we're going to go through a 5-step plan to help you adopt this approach and make 2025 your best year yet, no matter where you're at today.

Onward,

James

PS —⁠⁠⁠⁠⁠ Join 20K+ oth...

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The best way to find yourself is to lose yourself in the service of others.” — Mahatma Gandhi

What if you’re just ONE mindset shift away from manifesting everything you desire? 🧐

Michael Beckwith is one of the most influential spiritual teachers of our time.

As the founder of the Agape Spiritual Center, a bestselling author, and a member of Oprah’s SuperSoul 100, he has helped millions break free from limitations, shift their mindse...

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Self-doubt kills more dreams than failure ever will.” – Suzy Kassem

What if you could massively boost your confidence while eliminating self-doubt for good? 🤔

Join me in this minisode and let's find out how...


Onward,

James

PS —⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠ 🍿

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Links and resources mentioned:

🎧 ⁠Episode 33: Reprogram Your Brain with John Assaraf

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"Your work is to discover your work, then with all your heart to give yourself to it." — Buddha

Namit Malhotra started with just one Apple Mac in a Mumbai garage...

Today, his company, DNEG, powers the entertainment industry with over 10,000 employees and eight Academy Awards for films like Inception, Interstellar, and The Dark Knight.

In this episode:

• The formula for dominating at the highest level.

• How to excel in high-stakes env...

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