Win The Day With James Whittaker

“I don’t need to change the world overnight. I'm going to change the world over the next 50 years." — Jensen HuangNvidia CEO Jensen Huang built a trillion-dollar company on a simple philosophy: win today so you can play again tomorrow. In this minisode, we unpack his viral insight about why executing flawlessly on simple plans beats chasing perfection, and how this approach transforms both your business and your daily life.Onward,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ We just passed 10M+ views on YouTube! Join 23K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“Even if you’re on the right track, you’ll get run over if you just sit there.” — Will RogersJoe 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.

“Poor is the pupil who does not surpass his master.” — Leonardo da VinciToo many of us are living a life we don't want, or destroying our inner piece, out of obligation to someone else.In this minisode, we'll look at why you should run your own race—and how inner piece is quickly becoming the real metric of success.Onward,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“Service to others is the rent you pay for your room here on Earth.” — Muhammad AliRory Vaden is a New York Times bestselling author, Hall of Fame speaker, and co-founder of Brand Builders Group.As the world’s leading expert on personal branding, Rory helps people clarify their message, amplify their impact, and turn influence into income.Rory's work has been instrumental in guiding the careers of top performers like Lewis Howes, Ed Mylett, Amy Porterfield, and Eric Thomas. His TEDx Talk has 5M+views, and his new book Wealthy and Well-Known has just been released.In this episode:• How to build an influential personal brand, regardless of profession.• The biggest mistakes people make in sharing their story.• What’s stopping you from achieving financial freedom.• Why the secret to happiness is in being of service to others.

"Life isn't as serious as the mind makes it out to be." — Eckhart TolleYou'll never be able to escape to a tough day, but can you learn how to master it.Join me for a brand new minisode for the truth about tough days—and how to win them anyway.Onward,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“Choose a job you love, and you will never have to work a day in your life.” — ConfuciusCary Jack is the founder of The Happy Hustle, a top-ranked podcast and movement dedicated to helping people achieve balance, freedom, and purpose.After burning out as a tech entrepreneur, Cary made a radical shift — trading 80-hour weeks for a 20-hour workweek that still generates millions in revenue.Now, through his bestselling book, wilderness masterminds, and global stage presence, Cary is showing people how to align their work with their well-being. In doing so, Cary has proven that you don’t have to sacrifice health and happiness to achieve big goals — you just have to rethink your approach.Cary lives in Bozeman, Montana, with his wife and son, where he can be found fly fishing for rainbows, riding his noble steed, and snowboarding fresh powder. In this episode:• The “More Disease” and how to fill yourself with gratitude.• The limiting beliefs holding you back from the life you want.• Why energy and health are your ul

"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,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“Every morning you have two choices: Continue to sleep with your dreams or wake up and chase them.” — Carmelo AnthonyPaul 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 Talent Academy—earning him the nickname “The Why Coach.”Today, Paul is a 2x bestselling author, award-winning speaker, and trusted advisor to some of the world’s most elite teams and companies, including Amazon, Disney, NASA, and the LA Lakers.His mission? To help people and organizations Win Monday—and build cultures that lead from purpose, not pressure. Clearly an aligned mission with the Win the Day podcast!In this episode:• The power of turning Monday into momentum.• How to find clarity at your scariest fork in the road.• Why "playing offense" is the key to thriving in a reactive wo

"Ultimately, the bond of all companionship, whether in marriage or friendship, is conversation." — Oscar WildeWhat'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,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“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?

“Happiness is not something ready-made. It comes from your own actions.” – Dalai LamaAre 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,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“Embrace the unknown, for it is in the unfamiliar that we find the most profound inspiration.” — Oscar MaxToday’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 on leadership, mental resilience, and elite performance.Through his 20-year Navy SEAL career, Rich completed 13 deployments and held numerous leadership roles within the most elite SEAL teams, including DEVGRU (also known as SEAL Team Six). His new book Masters of Uncertainty: The Navy SEAL Way to Turn Stress into Success has just been released.In this episode:• The secrets to elite performance in every domain.• Why you should embrace the traits that make you great.• The best lessons from Rich’s career as a Navy SEAL.• How to become a master of uncertainty.

“Learn to use the criticism as fuel and you will never run out of energy.” – Orrin WoodwardHow 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/DH9aWVYTwhjIn this minisode, we dive into why the haters are wrong—and how you can leverage social media for attention.Onward,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“When we are no longer able to change a situation, we are challenged to change ourselves.” ― Viktor FranklLeigh 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 the author of The Paramedic Mindset, a powerful guide to performing with poise, clarity, and confidence in any situation.Today, through his speaking, teaching, and writing, he brings these life-saving lessons to the public to help people show up stronger in their careers, relationships, and everyday lives.In this episode:• How to lead, adapt, and perform in high-stress environments.• Lessons from life on the front lines.• His best tips for success in everyday life.• How to use failure to your advantage.Let’s WIN THE DAY with Leigh Anderson!_

"Prepare for the worst, hope for the best." — CiceroIf 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,JamesPS —⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

"When I let go of what I am, I become what I might be." – Lao TzuWhy 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 purpose.Pedram is a New York Times bestselling author with eight books translated into 30+ languages.Blending ancient wisdom with real-world tools, Pedram is here to help you stop chasing symptoms, heal at the root, and step into your personal power.In this episode:• Why we resist change (even when we say we want it).• The truth about anxiety, burnout, and symptom-chasing.• Daily habits that actually make a difference.• How you can start living with more clarity, energy, and purpose.

“A happy marriage is the union of two good forgivers.” — Ruth Bell GrahamMarriage 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,JamesPS —⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

“Trust the process. Your time will come.” — UnknownWe'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,JamesPS —⁠⁠⁠⁠⁠⁠⁠ Join 21K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

"Life is a balance between holding on and letting go." — RumiYou'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,JamesPS —⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

"What we instill in our children will be the foundation upon which they build their future." — Steve MaraboliToday’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 Want in Life, has inspired 5M+ viewers.Her latest book, Bigger, Better, Bolder, is a rallying cry for anyone tired of holding themselves back.From selling companies for millions to working with brands like Nike and P&G, to sitting down with icons like Tony Robbins, Mark Cuban, and Matthew McConaughey, Jen has made boldness her superpower — and shows others how to unlock theirs.And yes… she once got a date with Keanu Reeves. You’ll hear the full story in this episode