Ryan A. Cass

Win Today

Business EN ↓ 276 episodes

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!

Be sure to visit the podcast's website and support the creator: www.wondaytoday.com

Author

Ryan A. Cass

Category

Business

Podcast website

www.wondaytoday.com

Latest episode

Oct 26, 2026

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Episodes

#251 | The GIFT Of Pain: Embracing Difficulty As A Tool 04.05.2026

Send us Fan Mail Pain changes all of us, but most people never learn how to use it instead of run from it. This episode is about building a healthier relationship with discomfort so you can become more resilient, mentally tougher, and more grounded when life gets heavy. We talk about how your self-talk shapes performance under pressure, why suffering can become a catalyst for growth, and how to tr...

#250 | The Power Of ONE: You Are One Action Away From A Different Life 27.04.2026

Send us Fan Mail Here’s the truth: you’re one decision away from a different life, but only through action. Social media will have you thinking your work only matters if thousands approve...it's just not true. Anything >0 compounds. You don't need to have it all figured out, you just need to have one thing burning on your heart and mind...listen to this and we'll take care of the...

#249 | Crafting Meaning Behind Your Goals: How To Push On The Days You Don't Want To 20.04.2026

Send us Fan Mail Most people don’t struggle with discipline, they struggle with goals that don’t mean enough. Saying you want to lose weight or make more money won’t carry you when things get hard, but tying it to something deeper like being there for your family will. Learn how to craft real meaning behind your goals that will push you even on the days and seasons of life that feel like everythin...

#248 | Building Luck Like A Muscle: Stanford Professor Details How To Get Luckier & More Creative In Life Ft. Dr. Tina Seelig 13.04.2026

Send us Fan Mail Tina Seelig, executive director of the Knight-Hennessy Scholars at Stanford, breaks down the difference between fortune and luck—and how to create more of it. Fortune is what happens to you; luck is what happens because of how you respond, which shifts the focus from waiting to building opportunity. Her $5 challenge shows how changing your perspective unlocks value most people mis...

#247 | Winning Is: Defining The Stages Of Life Ft. Stanford Professor - Tina Seelig 07.04.2026

Send us Fan Mail Tina Seelig, Stanford professor and Executive Director of Knight-Hennessy Scholars, breaks down a more flexible definition of winning—one that evolves with your priorities, time horizon, and values. She shares how to think beyond short-term metrics, focus on relationships and contribution, and “manufacture luck” through curiosity and action. We also explore failure resumes as a po...

#246 | Building Inner Fitness: Being Your True Self In A Loud World Ft. Kate Eckman 31.03.2026

Send us Fan Mail If you have ever hit a goal and still felt empty, this conversation with executive coach and author Kate Eckman will help you build something deeper. Kate breaks down inner fitness, emotional resilience, self-awareness, and her five Ps: Presence, Patience, Purpose, Preparation, and Practice—as a framework for lasting confidence and success. We also talk about empathy, external val...

#245 | Winning Is: Being An Authentic Human Ft. Kate Eckman 23.03.2026

Send us Fan Mail Executive coach and journalist Kate Eckman reframes success beyond metrics, redefining winning as integrity, self-trust, and the courage to stop abandoning yourself for approval. She breaks down how high performers outgrow scoreboard thinking and why social media can distort value by prioritizing visibility over authenticity. Kate shares a powerful mindset shift: true self-love co...

#244 | How To Wake Up Your Life: Increase Awareness & See More 16.03.2026

Send us Fan Mail Most people move through life on autopilot, reacting to thoughts and habits without ever slowing down long enough to truly see themselves. In this episode, we explore what it means to “wake up” in life—developing awareness of your thoughts, recognizing what may be holding you back, and honestly examining the gap between who you are and who you want to become. When you slow down an...

#243 | The Courage To Be Called "Crazy" 09.03.2026

Send us Fan Mail What if the word “crazy” is just how people describe commitment they don’t yet understand? In this episode, we explore why bold goals—whether building a business, pursuing elite performance, or chasing an unconventional dream—often look irrational before they look successful. From the persistence of Walt Disney to the entrepreneurial leap of Sara Blakely and the fan-first innovati...

#242 | 'The Boy You Are Today Is The Man You'll Be Tomorrow': Lessons from Mom 02.03.2026

Send us Fan Mail This episode is personal. I wanted to honor my Mom by sharing four life principles she gave me—lessons about character, family, discipline, perspective, and love that continue to shape who I am today.  “The boy you are today is the man you’ll be tomorrow.” Time moves fast. If the inputs don’t change, the outputs won’t either. The small habits, the private disciplines, the way you...

#241 | The Thief Of All Joy: Stop Letting Comparison Steal Your Wins 23.02.2026

Send us Fan Mail We challenge the reflex to measure progress against someone else’s highlight reel and replace it with a mastery mindset that rewards daily improvement. Research and real examples show how to flip comparison into insight, reduce pressure, and build lasting confidence. • How social comparison theory affects mood and drive • Why highlight reels harm life satisfaction • Mastery as a b...

#240 | You Have The Answers Already: Three Questions To Move You Forward 16.02.2026

Send us Fan Mail This episode delivers a simple 3-question framework to build clarity, resilience, and momentum—without needing another book or course. Learn how to challenge limiting beliefs with What makes this true? , design your ideal 10/10 day with What does ideal look like? , and strengthen mental toughness with What’s the good in this? These practical mindset tools help you overcome self-do...

#239 | The Little Things Are The Big Things 09.02.2026

Send us Fan Mail The Little Things Are the Big Things explores how consistent small actions create the biggest wins in performance, business, and personal growth. Using examples from marathon training and elite performers like Kobe Bryant and Tiger Woods , we show how mastering fundamentals builds confidence under pressure. We also expose the hidden enemy— consistent justification —and how daily d...

#238 | Winning Is: Aligning Goals & Pursuits To Values 02.02.2026

Send us Fan Mail Excellence isn't a binary outcome. Brad Stulberg breaks down his mastery + mattering framework and shares how to pursue ambitious goals, handle failure, and build sustainable success without tying your identity to outcomes. 📘 Get Brad’s new book The Way of Excellence on Amazon: https://www.amazon.com/dp/B0CRJQ5J2P Thank you for tuning in! If you feel led, please subscribe &a...

#237 | The Way of Excellence: How To Build A Life Of Meaningful Mastery Ft. Brad Stulberg 26.01.2026

Send us Fan Mail What if excellence isn’t a finish line—but a way of living that shapes who you become? In this episode of Win Today , I sit down with Brad Stulberg , bestselling author of Peak Performance and The Practice of Groundedness , to unpack his brand-new book, The Way of Excellence. We explore how excellence has been hijacked by hustle culture—and how to reclaim it as a value-driven prac...

#236 | Winning Is: Choosing Where You Stand 19.01.2026

Send us Fan Mail Winning Is… choosing the right environment. In this series of "Winning Is...", we talk with Damon West about mindset, resilience, and personal growth through the coffee bean philosophy. Damon explains how environment, daily self-talk, and simple leadership habits drive consistent success in life, work, and recovery. If you’re looking for practical motivation, mental toug...

#235 | From Life Sentence To Life Purpose: Damon West On Redemption, Recovery, And The Coffee Bean Mindset 12.01.2026

Send us Fan Mail What if the hardest day of your life was actually your rescue? In this episode, Damon West shares how a 65-year prison sentence became the foundation for purpose, service, and daily wins through his now-famous coffee bean mindset—choosing to transform the environment instead of being broken by it. We unpack practical tools Damon used under maximum pressure: daily surrender, a simp...

#234 | How to Make 2026 Your Best Year: The WINS Goal-Setting Framework 05.01.2026

Send us Fan Mail It's time to crush 2026! I break down the WINS Framework , a simple four-step system I’ve used for over 15 years to help high performers turn goals into daily execution, personal discipline, and long-term identity. You’ll hear my 2025 reflection letter and learn how to write a future-self letter to December 31, 2026 that creates clarity, accountability, and momentum before th...

#233 | The Playbook For A Strong 2026: Ask These Powerful Questions 29.12.2025

Send us Fan Mail If your life were a movie, what would the audience be yelling for you to do right now? In this final episode of 2025, we use a third-person lens to close the say–do gap, run an honest self-audit, and design a lean, focused plan for 2026 that trades overwhelm for ownership. We break down the five-and-three rule, the observer test, and a simple start-stop-continue framework so progr...

#232 | More Than The Miles: Run Across South Carolina Recap - Answering Prayers 22.12.2025

Send us Fan Mail This breaks down the entire run across South Carolina, all 194 miles of fun. I share the heart behind Breaking Ribbons, the people who sparked it, and how purpose, planning, and community carried us through rain, injuries, police checks, and long miles on empty roads. We talk mindset shifts that mattered—reframing nerves, perspective shifts, and choosing gratitude when everything...

#231 | Demonstrate Genuine Care: Check-Ins May Save Lives 15.12.2025

Send us Fan Mail This episode starts with a simple truth: the holidays hit everyone differently. What unfolded during a long training run on the Ravenel Bridge turned a routine “how’s it going?” into something heavier—something that demanded presence, not performance. When the night later connected to a reported suicidal person, it became clear that endurance didn’t matter nearly as much as paying...

#230 | Winning Is: Spreading God's Word & Love 09.12.2025

Send us Fan Mail What if winning had nothing to do with scoreboards and everything to do with how you love people today? Edwin Martin reframes success from outcomes to obedience, showing how one intentional conversation or courageous yes can create more impact than any trophy. He unpacks how fear of the unknown limits purpose, and why choosing what sets your soul on fire—every single morning—build...

#229 | The Promise That Changed Everything: Growing Faith, Ultra Endurance, and Service Ft. Edwin Martin 01.12.2025

Send us Fan Mail A brutal, beautiful truth sparked Edwin’s transformation: a “short” run that broke him open and led to a promise to never quit on himself again. He breaks down how discipline, faith, and purposeful systems turned that vow into a lifestyle powered by daily wins and pressure-tested habits. We explore the link between adversity and spiritual growth, and how to build a real relationsh...

#228 | [WT Remix] Play A Bigger Game In 2026 Ft. Markus Kaulius 24.11.2025

Send us Fan Mail 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!  Winning Is... Weekly Newsletter! LinkedIn | www.linkedin.com/in/ryanacass/ Instagram | @ryanacass

#227 | Be Your Version Of Crazy 17.11.2025

Send us Fan Mail Being called “crazy” is often just what people say when your commitment exposes their comfort, and this episode shows how to turn that judgment into fuel for your purpose. We explore powerful examples—Walt Disney, Sarah Blakely, and the Savannah Bananas—who were dismissed before they redefined their industries. You’ll learn simple mindset shifts that make intense goals feel aligne...

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