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Win the Day

Win the Day

By: James Whittaker
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 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 🚀James Whittaker Personal Development Personal Success
Episodes
  • 254. Win Monday with Paul Epstein (author; sports leader; executive coach) 🏎️

    254. Win Monday with Paul Epstein (author; sports leader; executive coach) 🏎️
    Sep 16 2025
    “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 world.• How to create a team of leaders—not just a leadership team.🍿 Let’s WIN THE DAY with Paul Epstein!_🎬 Episode website (including 4K video, full transcript, best quotes, etc.): https://jameswhitt.com/254-win-the-day-podcast-paul-epstein_Episode links:🎯 Download your FREE Win the Day action plan⚡ Paul Epstein website📷 Paul Epstein Instagram♾️ Paul Epstein LinkedIn📚 ‘Better Decisions Faster’ by Paul Epstein🎬 Subscribe to ⁠Win the Day YouTube⁠ channel💚 Give the Win the Day podcast a ⁠5-star rating on Apple Podcasts⁠🙏 Give the Win the Day podcast a ⁠5-star rating on Spotify⁠_Timemarkers:00:00 Who is Paul Epstein1:34 Interview starts3:30 The importance of having a hero in your life4:55 Have a reason to think tomorrow is worth it6:42 Why you need strong relationships8:03 The FBI Formula (Feelings, Behavior, Impact)10:38 What “Win Monday” means13:25 The #1 attitude the most elite performers have15:05 How most people feel about Monday17:18 Understanding the most important things in your life19:17 Win the game of life (“love both planes”)24:09 Your life is bigger than you27:38 The secret to motivation (do it for your hero)34:35 Does winning the day start the night before?38:02 Win your morning, win your life40:28 How to Win the Day (and journal template to win the day)46:40 Winning has a compounding effect50:20 When people feel good, they play good51:10 Daily routine to win the day54:17 Be intentional with your environment56:16 How to make better decisions (Head, Heart, Hands)58:46 How to handle bad days1:03:55 Affirmation1:05:55 Rocket Round_Want to support the show?1. Hit 'Follow'.2. Leave a 5-star rating.3. Share this episode with a friend.This will help the podcast get discovered by more people so they can Win the Day, too.Thank you for your support! It truly means a lot 💕Onward and upward always…#WinTheDayPS — Enjoyed this episode? You'll love this one, too:⁠⁠⁠ Episode 250: Masters of Uncertainty with Rich Diviney
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    1 hr and 15 mins
  • 253. What Conversation Are You Avoiding? 🤔

    253. What Conversation Are You Avoiding? 🤔
    Sep 10 2025

    "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

    PS —⁠⁠⁠⁠⁠⁠⁠⁠ Join 20K+ other subscribers on YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🍿

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    #WinTheDay

    In case you missed it: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠Episode 250: Masters of Uncertainty with Rich Diviney (Navy SEAL Commander)
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    12 mins
  • 252. Transform Your 20s — Helping Young Adults Thrive with Livi Redden (TED speaker, author) 🧠

    252. Transform Your 20s — Helping Young Adults Thrive with Livi Redden (TED speaker, author) 🧠
    Sep 2 2025
    “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 passionate leader, is dedicated to empowering the next generation to live happy, resilient, and purpose-driven lives.Her mission began at 17, when she held her father’s hand as he passed after a six-year battle with ALS. That moment shaped her relentless drive to help others find peace and purpose.Through her work, Livi inspires young people to build lives they love and embrace who they truly are. It’s hard to imagine a more vital mission for today’s world.In this episode:• The biggest challenges facing young people today—and what to do about them.• How to embrace your full self, even when the world tells you to shrink.• The truth about grief, growth, and finding peace in the hardest moments.• Why your future is brighter—and more in your hands—than you realize.🍿Let’s WIN THE DAY with Livi Redden!_🎬 Episode website (including 4K video, full transcript, best quotes, etc.): https://jameswhitt.com/252-win-the-day-podcast-livi-redden_Episode links:🎯 Download your FREE ⁠Win the Day action plan⁠🎤 TEDx Talk ‘What Nobody Tells You About Your Twenties’ by Livi Redden📱 Livi Redden ⁠TikTok⁠🤝 Livi Redden online community ‘The Sooner, The Better’📚 ‘The Sooner You Know, The Better’ by Livi Redden⚡ Livi Redden website📷 Livi Redden Instagram🎬 Subscribe to ⁠Win the Day YouTube⁠ channel💚 Give the Win the Day podcast a ⁠5-star rating on Apple Podcasts⁠🙏 Give the Win the Day podcast a ⁠5-star rating on Spotify⁠_Timemarkers:00:00 Who is Livi Redden1:39 Interview starts2:28 When Livi Redden’s father was diagnosed with ALS3:39 Caring for someone with ALS or chronic health issues9:21 How to find the gift in pain11:35 Leveraging pain to find your mission12:38 Life in your 20s (use intention to improve the quality and trajectory of your life)14:24 What teens and young adults struggle with most today (and why your relationship with yourself is most important)16:41 How high schools can be improved20:42 Best advice for young people22:24 What teenagers want from their parents24:26 How parents can encourage their children to open up more27:03 How to become more confident28:40 How your past is holding you back31:22 Take radical responsibility33:00 How Livi Redden secured a TED Talk and made it go viral (2.7M+ views)38:14 Affirmation39:46 Rocket Round_Want to support the show?1. Hit 'Follow'.2. Leave a 5-star rating.3. Share this episode with a friend.This will help the podcast get discovered by more people so they can Win the Day, too.Thank you for your support! It truly means a lot 💕Onward and upward always…#WinTheDayPS — Enjoyed this episode? You'll love this one, too:⁠⁠⁠ Episode 208: The Gift of Pain with Brian Bogert
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    46 mins
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