Win Today

Hosted by Ryan A. Cass

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Episodes

268

Latest episode

Aug 2026

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EN-US

About the show

Win Today is a performance enhancing podcast filled with actionable insights and inspiration to come out on top in life. Through captivating interviews and solo episodes, a powerful tool is created and given to listeners to be able to push through any situation in life. Hosted by Ryan Cass, he delivers messages that align to his purpose of helping people establish a foundation for sustained success, break trends of adversity, and chart desirable courses for life. Win Today!

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60 recent

September 7, 202651 min

#269 | The Case For Quitting: Knowing When To Stop Pursuits In Life As An Act of Courage Ft. Lindsay Crouse

Send us Fan Mail What if quitting isn’t failure, but one of the hardest and smartest decisions you can make? Lindsay Crouse, author of The Case for Quitting , joins me to unpack the psychology of perseverance, escalation of commitment, sunk costs, and why high performers can become so attached to finishing that they lose sight of what they actually want. We talk endurance sports, the pressure to “never give up,” the hidden costs of always pushing through, and practical tools like kill criteria and knowing when enough is enough. If you’ve ever wondered whether you should keep going or finally let go, this conversation will challenge the way you think about quitting, resilience, success, and what it really means to win. Lindsay Crouse: LindsayCrouse.com | The Case for Quitting Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

August 31, 20261 hr 16 min

#268 | This Is About Running. This Is Not About Running: Nike Global Running Head Coach Chris Bennett

Send us Fan Mail In this episode, I’m joined by Nike Running’s Global Head Coach, Chris Bennett, for a conversation about running—and all the ways it mirrors life. We talk about comparison, self-talk, burnout, knowing when to rest, celebrating progress, and learning to measure success by more than a number. Whether you run every day, haven’t run since school, or simply need a reminder to be kinder to yourself, Chris has a way of making you see both running and life a little differently. Connect with Chris: Instagram · Coach Bennett’s Newsletter · LinkedIn · Coach Bennett’s Podcast · Chris’s new book — This Is About Running. This Is Not About Running. Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

August 24, 20268 min

#267 | Winning Is: Handing Off The Baton In A Better Place [Nike Running Global Head Coach]

Send us Fan Mail Nike Running Global Head Coach, Chris Bennett, joins us to share his definition of winning. Simply put, leave something better than you found it. Winning comes through action, and here's how to take it. Chris shares insights from his new book, 'This Is About Running. This Is Not About Running.' Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

August 18, 202658 min

#266 | [WT Remix] - How To Crush Automatic Negative Thoughts (ANTS) Ft. NFL Mental Performance Coach Dr. Cindra Kamphoff

Send us Fan Mail “Confidence isn’t something you’re born with—it’s a skill you can train.” Do elite athletes ever doubt themselves? Absolutely—and what sets them apart isn’t the absence of negative thoughts, but how they respond. Dr. Cindra Kamphoff, founder of the Mentally Strong Institute and trusted coach for the Minnesota Vikings and USA Track and Field, shares powerful frameworks for building confidence, silencing the inner critic, and redefining what it means to win. This conversation blends science, personal stories—including her experience at the Boston Marathon bombing—and practical tools you can use to perform at your best. Key Takeaways: True mental toughness comes from responding differently to negative thoughts, not avoiding them. Confidence is a skill that can be trained through frameworks like “Learn, Burn, and Return.” Redefining “winning” and practicing authenticity unlocks peak performance in sports, business, and life. Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

August 11, 20267 min

#265 | Winning Is: Follow The South Star Principle

Send us Fan Mail Winning stops being a score and starts being a personal definition you test in real life. We explore the South Star principle, why action creates wisdom, and how rejection can be proof you are moving forward. We can define the thesis for winning by understanding the antithesis of winning. We often talk about The North Star as guide, but what if we looked at the South Star for wisdom as well? Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

August 3, 202655 min

#264 | Why Gratitude Is A Competitive Advantage: How A 19 Year Old Is Changing The Game Ft. Jack Wagoner

Send us Fan Mail One idea from this conversation really stuck with me: fulfillment isn't about constantly raising the bar—it's about raising your awareness of what's already worth appreciating while continuing to pursue meaningful goals. My biggest takeaways: 1) purpose comes from taking action before you have certainty, 2) balance ambition with gratitude so success doesn't come at the expense of fulfillment, and 3) focus on owning your inputs instead of obsessing over outcomes. Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

July 28, 202639 min

#263 | The Power Of Being In The Right Rooms: How Proximity To High Performers Raises Your Game

Send us Fan Mail There is proven research that shows "the positivity spillover effect" and why being close to high performers can measurably raise your output. We break down what we learned from a high-level event in Boston, plus mindset and resilience tools you can use to choose better rooms and take faster action. • The 25-foot radius study and what it suggests about environment • How to audit your rooms at work and in life • Jim Kwik’s “Life is the C between B and D” and why choices matter • action over perfection and selling before it feels ready • Reframing delays and mishaps as opportunities to serve • What eight and nine-figure founders credit most, service and consistent action Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

July 21, 20261 hr 7 min

#262 | WT Remix - Good Mood Revolution: Your State Of Being Is A Choice, Maximize It. Ft. Matt O'Neill

Send us Fan Mail Your brain is wired to spot problems—but that doesn't mean you have to live stuck in stress, guilt, or overwhelm. In this conversation, Matt O'Neill shares practical ways to reframe negative thoughts, build emotional resilience, and create lasting happiness through simple daily habits like gratitude, journaling, and forgiveness. If you're ready to strengthen your mindset, improve your relationships, and show up as your best self, this episode is packed with actionable takeaways. Key Takeaways: Why your negative thoughts aren't the enemy—and how to work with them. Matt's simple 5-step daily journaling practice for better mental fitness. How forgiveness and gratitude can transform your relationships and overall happiness. Connect with Matt: https://mattoneill.com/podcast/ Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

July 14, 202618 min

#261 | [WT Mash-Up]: Creating Social Wealth & Beating A 65 Year Prison Sentence Ft. Sahil Bloom & Damon West

Send us Fan Mail I wanted to bring these two conversations together because the messages complement each other in such a powerful way. Sahil Bloom shares why building time wealth may be the most important investment you'll ever make, while Damon West reminds us that life's greatest messengers often arrive disguised as our biggest setbacks. Damon was originally sentenced to life in prison in the State of Texas and is now one of the most sought after speakers in the USA, in addition to having one of the best redemption stories of all time. Sahil Bloom is a highly recognized thought leader and the author of the WSJ Best Seller, The Five Types of Wealth. Their perspectives will help significantly upgrade the course of 2026 for you! Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

July 7, 202611 min

#260 | Be A Good Friend To Yourself

Send us Fan Mail You can spot the right move for your best friend in seconds, but when it’s your own life, the same problem suddenly turns into a spiral. That disconnect is exactly what we’re tackling here, with one core idea that’s simple to say and surprisingly hard to live: be a good friend to yourself. I share why this has become the biggest piece of advice I’ve leaned on lately, especially after walking through a rough first half of the year and the emotional aftershocks of a long-term relationship ending. When you’re hurt, it’s easy to slip into anxious cycles, replay every detail, and take on responsibility that was never yours to carry. We talk about the moment therapy called that out clearly and the shift that followed: stop expecting yourself to do the work of two people, then punishing yourself when you burn out. From there, we make it practical. I lay out the “zoom out” questions that help me reset in real time: Would I tell my friend this? If my friend said this thought out loud, what would I say back? Those prompts can interrupt negative self talk, reduce social media comparison, and create a more grounded, resilient state of mind. We also dig into the boundary behind it all: don’t set yourself on fire to keep others warm. If you want a cleaner mindset, stronger self-worth, and a healthier way to move through hard seasons, press play. Subscribe, share this with a friend who needs it, and leave a rating and review so we can help more people win. Thank you for tuning in! If you feel led, please subscribe & share the show to others who you believe would benefit from it. Keep in touch below! Join The Unshakeable Discipline Community! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass