Ryan A. Cass

Win Today

Business EN ↓ 260 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!

Author

Ryan A. Cass

Category

Business

Podcast website

www.wondaytoday.com

Latest episode

Jul 7, 2026

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Episodes

#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...

#226 | Winning Is: Giving Your All & Living Your Values 10.11.2025

Send us Fan Mail What if winning isn’t the trophy, title, or PR—but how you show up for what matters most? In this episode, bestselling author and coach Brad Stulberg shares insights from his newest book and what winning means to him: The Way of Excellence Excellence is a journey, not a destination.  Available for pre-order now and launching in January 2026! Thank you for tuning in! If you feel le...

#225 | Winning Is: Inner Peace = High Performance 03.11.2025

Send us Fan Mail In this episode, Ryan reframes success through the lens of awareness, alignment, and steady effort. Drawing on conversations with high performers and adventurers like Damian Browne —who rowed solo from New York City to Ireland with no prior rowing experience—you’ll hear how the real victory lies in self-realization and inner peace , not outcomes or applause. Damian’s story reveals...

#224 | Melding An Ironmind: Rowing Across The Atlantic & The Hidden Value In Pushing Your Body Ft. Damian Browne 27.10.2025

Send us Fan Mail What happens when the ocean tries to break you? Within hours of launching his solo Atlantic row, Damian Browne —former professional rugby player turned world-record-holding adventurer —was seasick, cramping, and drifting backward. Then he caught his thoughts and asked three simple questions: What are you here to do? How do you do it? Then do it. That mental switch became the bluep...

#223 | How To Become Friends With Pain 20.10.2025

Send us Fan Mail Pain isn’t the enemy—it’s the teacher. Ryan shares how to build a positive relationship with pain, using it as fuel for focus, energy, and growth. Learn how simple mindset shifts, language cues, and habits can turn setbacks into strength and make you tougher without growing colder. Thank you for tuning in! If you feel led, please subscribe & share the show to others who you be...

#222 | [WT Remix]: Rethinking Time: The 12-Week Year Ft. Brian Moran 13.10.2025

Send us Fan Mail What if the next 12 weeks were your entire year? In this conversation with Brian Moran, co-author of The 12-Week Year , we rethink traditional goal-setting and learn how to compress focus, build urgency, and execute with precision. Instead of drifting through long timelines, this method forces clarity, accountability, and momentum—proving that less time can actually create better...

#221 | 87 Days To Upgrade Life: Making The Best Out Of 2025 06.10.2025

Send us Fan Mail There are 87 days left this year—more than 2,000 hours to reset, refocus, and finish strong. This episode is about turning Q4 into a launchpad by simplifying what matters and removing what doesn’t. If you’ve felt scattered or behind, this is your chance to make real progress before the year ends. Three takeaways: Choose 1–2 meaningful goals and build an anti-goals list to eliminat...

#220 | The Consistency Blueprint: Lessons From 3 Years Of Monday Episodes 29.09.2025

Send us Fan Mail After three years of publishing every single Monday without fail, I’ve uncovered lessons that go far beyond podcasting—principles that shape how we define success and live with purpose. In this milestone episode, I share four game-changing insights drawn from conversations with world-class performers and my own journey. You’ll discover: Why consistency isn’t about perfection—it’s...

#219 | Boring Is Sexy: How The Best Use "Boringness" As Secret Weapons To Win 22.09.2025

Send us Fan Mail What if the real secret to extraordinary success isn’t in grand gestures or viral moments—but in embracing what most people consider boring ? In this episode, I break down how the best in the world use routine and repetition to their advantage. Mark Zuckerberg wears the same gray t-shirt every day. Steve Jobs stuck to his black turtleneck. Kobe Bryant spent hours shooting the same...

#218 | Right Information, Right Book, Right Time: How To Actually Retain & Apply Information From Powerful Books Ft. Nick Hutchison 15.09.2025

Send us Fan Mail Ever wondered why some people transform their lives through books while others barely remember what they’ve read? The difference isn’t intelligence—it’s intention and system. I’m joined again by Nick Hutchison , founder of BookThinkers and author of Rise of the Reader . Nick’s journey from a self-described “jock” who avoided books to a thriving entrepreneur built on reading is bot...

#217 | Winning Is: Better To Be Consistently Good Than Occasionally Great 08.09.2025

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

#216 | Beyond Grit: How To Build Confidence Like Elite Athletes Ft. Dr. Cindra Kamphoff 01.09.2025

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...

#215 | The Beauty of "Failure" | A Key To Winning 25.08.2025

Send us Fan Mail Failure might be the most misunderstood concept in our success-obsessed culture. The world’s best innovators—from Booking.com to Jeff Bezos to Michael Jordan—have shown that failure isn’t something to avoid, it’s the very foundation of success. In this episode, I unpack powerful stories that reveal why doubling your rate of “unsuccessful attempts” might be the most important move...

#214 | [WT Remix] Play A Bigger Game: 7 Principles To Experience True Fulfillment From An 8 Figure Founder Ft. Markus Kaulius 18.08.2025

Send us Fan Mail What if the very things you think disqualify you are actually your greatest gifts? Markus Kaulius—entrepreneur, founder of Magnum Pharmaceuticals, and author of Play a Bigger Game —shares how he turned adversity into fuel and built his life around one principle: take action today, not tomorrow. In this conversation, Markus breaks down the power of choice, the integrity of keeping...

#213 | Running Out Of The ICU: The STEP System To Transform Trauma Ft. Nick Prefontaine 11.08.2025

Send us Fan Mail What happens when life flips upside down in an instant? At 14, Nick Prefontaine suffered a traumatic brain injury snowboarding, was told he’d never walk or talk again — and ran out of the hospital less than 60 days later. His STEP framework (Support, Trust, Energy, Persistence) has since helped countless people take their first step toward recovery after trauma. 3 Takeaways: Your...

#212 | Breaking Ribbons Round 3: The 200 Mile Journey Across South Carolina 04.08.2025

Send us Fan Mail On December 4th, I’ll run over 200 miles across South Carolina to raise a goal of at least $20,000 for families battling cancer through Breaking Ribbons, an initiative born from deep personal loss and a desire to do hard things for those going through even harder things. This challenge isn’t about running—it's about choosing voluntary suffering to serve those who don’t have t...

#211 | Winning Is: Redefining Success Beyond The Scoreboard 28.07.2025

Send us Fan Mail What does it really mean to win? Lately, I’ve been sitting with this question—and the more I observe high performers, the more I notice a common thread: the most successful people aren’t doing everything. They’re obsessed with one thing . This episode was inspired by my time at the Aspire Tour, where leaders like Ed Mylett, David Goggins, and Jesse Itzler laid out their blueprints...

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