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 🚀
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270. Live At Your Limit with Dean Stott, MBE (British special forces) ⚔️🇬🇧
Season 1 · Episode 270
Tuesday, February 10, 2026 • Duration 01:31:34
"The only thing necessary for the triumph of evil is for good men to do nothing." — Edmund Burke
Dean Stott served in one of the world’s most elite special forces units, the British SBS (Special Boat Service).
In a 16-year military career, Dean deployed to the planet’s most hostile environments, tackled counter-terrorism operations, and lived the unrelenting pursuit of excellence.
In 2011, a parachuting accident ended his military career, but Dean didn’t slow down. He became a world-leading security consultant, protecting presidents, royal families, and governments—even evacuating the Canadian Embassy in Libya in 2014 and rescuing over 200 people from Israel in 2023.
Then, with barely 20 miles of cycling experience, Dean set out to break two world records by biking the 14,000-mile Pan American Highway from Argentina to Alaska in under 100 days. He did it—raising over $1.4 million for mental health charities along the way.
In 2024, Dean was awarded the MBE (Member of the Order of the British Empire).
Dean now hosts Netflix’s Toughest Forces on Earth and SAS Australia, while inspiring global audiences as a sought-after speaker.
In this episode:
How to set—and achieve—goals beyond your wildest imagination.
The best lessons from the world’s preeminent special forces units.
How to build unbreakable resilience when everything goes wrong.
260. Why Comfort Kills with Joe De Sena (NY Times bestselling author; founder, Spartan Race) 🏆
Season 1 · Episode 260
Tuesday, October 28, 2025 • Duration 51:21
“Even if you’re on the right track, you’ll get run over if you just sit there.” — Will Rogers
Joe De Sena is a New York Times bestselling author, fitness icon, and the founder of Spartan—a global movement that’s transformed 15M+ lives through its world-renowned endurance events and lifestyle programs.
After a successful corporate career, Joe left it all behind to pursue a more meaningful mission: to get 100 million people off the couch. What started as a few races in Vermont has exploded into a global fitness phenomenon, with over 1M+ participants across 40+ countries every year.
Joe has personally completed more than 50 ultra-events, even completing 14 Ironmans in a single year. He now trains others to build mental toughness, embrace discomfort, and live with purpose.
In this episode:
• How to strengthen your mindset through physical challenges.
• The daily discipline behind elite performance.
• Why modern life makes us soft — and what to do about it.
• How to build a healthy, loving, and resilient family.
170. Dare to Dream with Marianne Williamson (2024 US Presidential candidate and 4x #1 NY Times bestselling author) 🇺🇸
Season 1 · Episode 170
Wednesday, January 24, 2024 • Duration 43:32
“Nothing will work unless you do.” – Maya Angelou
Today, we’re sitting down with one of the great spiritual leaders of all time, Marianne Williamson, who is also running for President of the United States in 2024.
Marianne is the author of 15 books, four of which have been #1 New York Times bestsellers, and she has been the catalyst for some of today’s great change-makers to transform the world.
Throughout her career, Marianne has worked on poverty, anti-hunger and racial reconciliation issues. She is the founder of Project Angel Food, a non-profit organization that has delivered more than 16 million meals to ill and dying homebound patients since 1989.
Becoming President of the United States is about as lofty as a goal gets, but she’s spent her 30+ year career preparing for this moment.
The pillars of her Presidential campaign are:
The restoration of America’s middle class, including universal healthcare, tuition free college and tech school, and a guaranteed living wage;
The establishment of a Department of Peace and the Department of Children and Youth;
The declaration of a Climate Emergency to mass mobilize for the development of a green energy grid; and
Ending America’s Drug War.
Marianne believes the transformation of American society requires that we address the root causes of the problems, rather than just their symptoms – a focus that every country in the world should get behind.
She’s running for the Democratic nomination. If elected, Marianne will be the first female, the first mother, and the first grandmother to be President of the United States.
In this episode:
The biggest problems facing the world today – and how to solve them;
How to disrupt the educational system to properly empower the next generation;
169. How to Make 2024 Your Best Year Yet 🎨
Season 1 · Episode 169
Wednesday, January 17, 2024 • Duration 10:29
“Champions don't show up to get everything they want; they show up to give everything they have.” — Alexander den Heijer
Welcome to the first brand new episode of 2024!
I hope you're feeling rested, recharged, and ready to give this year everything you’ve got.
In this minisode, I'll walk you through the WIN Method so you can use it to make 2024 your best year yet...
Onward and upward always,
James
PS - Take the Win the Day Quiz and get your FREE personalized action plan:
168. Get Comfortable Being Uncomfortable with Rich Diviney (Navy SEAL Commander) | From the Vault 🔱
Season 1 · Episode 168
Tuesday, January 9, 2024 • Duration 01:10:40
"Our deepest fear is not that we are inadequate. Our deepest fear is that we are powerful beyond measure. It is our light, not our darkness, that most frightens us." — Marianne Williamson
Welcome to our first episode of 2024!
This is the second and final 'from the vault' episode we've been publishing during the holiday season — and there's no better one to set the tone for who need to become to achieve the lofty goals you have.
In a career spanning more than 20 years, Navy SEAL Commander Rich Diviney completed more than a dozen overseas deployments and was intimately involved with the selection process for the most elite special forces unit.
Since retiring from the Navy, Rich has taught leadership and optimal performance to business, athletic, and military leaders from organizations such as American Airlines, the San Francisco 49ers, Zoom, and Deloitte.
His book, The Attributes: 25 Hidden Drivers of Optimal Performance, is an epic read about the attributes we need to unlock and the skills we need to develop.
In this episode:
The keys to optimal performance in all areas of life
How Rich made it through one of the most grueling selection processes on the planet
The most important lessons from his 20-year Navy SEAL career, and
How you can harness the right attributes for massive success in 2024 and beyond.
Let’s WIN THE DAY with Rich Diviney!
Onward and upward always,
James
PS - Take the Win the Day Quiz and get your FREE personalized action plan:
167. Upgrade Your Relationship with John Gray (#1 NY Times bestselling author of ‘Men are from Mars, Women are from Venus’ series) | From the Vault 💌
Season 1 · Episode 167
Tuesday, December 19, 2023 • Duration 56:48
"The only thing we never get enough of is love; and the only thing we never give enough of is love." — Henry Miller
Welcome to our final episode of 2023!
If you want the most impactful and memorable moments from the podcast throughout the year, check out Episode 166.
This is the first of two 'from the vault' episodes we'll be publishing during the holiday season; the second will be out on 9th January. In fact, there's no better episode from the vault than the one we're bringing you today with John Gray.
John is the author of mega-bestseller, Men Are from Mars, Women Are from Venus, which catapulted him to being recognized as the leading relationship expert in the world. It also spawned a book series that has sold over 50 million copies in 50 different languages in 150 different countries.
Our episode quickly became the most popular episode ever recorded of the Win the Day podcast. The full-length video version has more than 90K views on YouTube and is still growing fast.
John says some often uncomfortable things, but they’re so important to not only understand ourselves but the people we’ve committed our lives to.
There’s no better episode to bring from the vault than this one.
In this episode:
Proven tips to immediately strengthen your relationship
The biggest mistakes people make in the home
Secrets of a happy marriage;
How to achieve your highest level of fulfillment.
And so much more!
Let’s WIN THE DAY with Dr. John Gray!
166. 11 Tips to Win the Day (Highlights from the Year so Far) 🧨
Season 1 · Episode 166
Tuesday, December 12, 2023 • Duration 24:38
“Be tolerant with others and strict with yourself.” — Marcus Aurelius
What a year it's been! In 2023, we've had some of the world’s leading medical experts, composers, entrepreneurs, authors, and special forces operators.
This episode is a recap of the most impactful moments from the podcast in the second half of the year. (If you missed the recap from the first half of the year, check out Episode 142 or click here.)
A BIG thank you for your help and generosity in spreading the word. The show now has 40M+ views and is growing quickly.
The mission, to be very clear, is to help every person on the planet to activate their Winning Life. To make this a reality, here are three ways you can help right now:
Hit the ‘subscribe’ button wherever you’re watching or listening to this podcast.
Leave a 5-star rating on Apple Podcasts and Spotify, and
Share your favorite episode with someone who needs to hear it.
Without further ado, here are the best moments from the Win the Day podcast in 2023...
Onward,
James
PS - The Win the Day Acceleratorisnow available! Enjoy lifetime access to one of the most transformational courses ever created — backed by a 100% results guarantee. Join now with limited launch pricing:
“Action is the real measure of intelligence.” – Napoleon Hill
Welcome to Win the Day Wednesday!
With less than four weeks left of the year, now is the time to decide if you're a winner. However, just remember, with a winning mentality comes an important obligation...
Join me in this minisode and let's find out exactly what that is.
Onward and upward always,
James
PS - The Win the Day Acceleratorisnow available! In addition to getting lifetime access to one of the most transformational courses ever created, you'll be invited to live and interactive coaching sessions with me.
164. Share Your Story with Matt Abrahams (Stanford Professor; communication expert) 📖
Season 1 · Episode 164
Tuesday, November 28, 2023 • Duration 52:55
“There is no greater agony than bearing an untold story inside you.” — Maya Angelou
What if you had the most incredible product or idea, but didn’t know how to communicate it? 🤔
It’s an all too familiar story – and one of the biggest things holding people back from the connection, opportunity, and success they want.
Make no mistake – your ability to communicate is directly correlated to the results you get.
So, to help you communicate like a pro, we’ve got one of the world’s leading communication experts, Matt Abrahams, joining us in today’s episode...
Matt is a Stanford professor, award-winning podcaster, and communication consultant. He has helped numerous presenters prepare for high-stakes talks, including IPO roadshows, Nobel Prize award presentations, and appearances at TED and the World Economic Forum.
His book Speaking Up without Freaking Out: 50 Techniques for Confident and Compelling Presenting has helped a wide audience manage speaking anxiety and present more confidently and authentically. His new book Think Faster, Talk Smarter: How to Speak Successfully When You’re Put On the Spot has just been released.
In this episode:
How to turn your fear and anxiety into a strength
The 6-step framework to thrive in presentations and spontaneous conversation
How to build a network of influential people in your corner; and
Why the thing holding you back might just be your superpower.
PS - The Win the Day Acceleratorisnow available! In addition to getting lifetime access to one of the most transformational courses ever created, you'll be invited to live and interactive coaching sessions with me.
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