Taking Chances - Why not you?

John OBrien

Bold moves, big dreams, and the people who made them happen. In this podcast, we uncover the stories of those who bet on themselves—why they did it, how they pushed through, and what it took to turn risk into reward. Feeling the itch to chase your own dream? Start that podcast. Write that book. Take the leap. ✅ Want to share your story with me, send me an email at: Johnobie2468@gmail.com #takingchances #whynotyou #leadville #lt100 #mentalhealth #Running #hokaoneone #tailwindnutrition #dontquit #hardwork #determination #discipline #motivation #ultrarunning #family #therapy #mentalhealthawareness #training #selflove #selfcare

  1. Taking Chances - Steve Anderson - Episode 35 - Operation BBQ Relief

    JAN 19

    Taking Chances - Steve Anderson - Episode 35 - Operation BBQ Relief

    🎙️ Podcast Intro: Honoring Leadership with Steve Anderson Welcome to today’s episode, where we celebrate the heart of service and leadership. Each year, Operation BBQ Relief presents the Leadership Award to a volunteer who embodies trust, inspires others, and leads by example. The 2023 recipient, Steve Anderson, is the perfect reflection of those qualities. Steve first discovered Operation BBQ Relief in 2021 when devastating floods hit Waverly, Tennessee. Drawn by the mission of combining barbecue with helping people in times of need, Steve jumped in—and never looked back. His first deployment was in Hazard, Kentucky, after floods struck in 2022. It was there that Steve experienced his defining “OBR Why” moment: delivering a hot meal to a woman who hadn’t eaten in days, just before her 95th birthday. That simple act of kindness—and the joy it brought—cemented his commitment to serve. Since then, Steve has volunteered hundreds of hours, deploying to disaster zones across the country and supporting military members, veterans, and first responders through OBR’s Always Serving Project. Today, as Area Coordinator for Tennessee, Steve continues to lead with passion and purpose, making the worst day in someone’s life a little better—one hot meal at a time. Stay tuned as we dive into Steve’s journey, his leadership philosophy, and what drives him to keep serving. And if you’re inspired by his story, visit operationbbqrelief.org/volunteer-obr or download the “OBR Volunteers” app to join this incredible mission.

    55 min
  2. Taking Chances - Why not you?  Year end 2025

    12/18/2025

    Taking Chances - Why not you? Year end 2025

    2025 Year-End Recap: Taking Chances - Why Not You?What a remarkable year it's been for Taking Chances - Why Not You?! In 2025, we dropped 34 powerful episodes, each one a testament to the core message: bold moves, big dreams, and the courage to ask, "Why not me?"This year, we brought you an incredible lineup of guests who embody resilience, determination, and the art of betting on themselves. From the worlds of elite athletics to business and everyday heroism, our conversations highlighted what it truly takes to push limits while navigating real life.Highlights from Our Extraordinary Guests:Pro Athletes and Combat Legends: We sat down with UFC Hall of Famer Pat Miletich, diving into the mindset of a fighter who redefined grit in the octagon. Ultra-Endurance Warriors: Stories from Ultra Running Champions, Backyard Ultra winners, Leadville Trail 100 finishers, and national record holders inspired us all to go further. A standout was Episode 19 with Phil Young – owner of Fleet Feet Davenport (one of America's top running stores) and holder of the 4th fastest 100-mile time in U.S. history. His blend of business savvy and blistering trail speed reminded us that excellence isn't limited to one arena. Olympic-Level Achievers: Gold Medalists shared the sacrifices and triumphs behind standing on the podium. (Andy Yohe) Business Titans: Leaders like Beth Jannery (Founder of Titan Strategic Communications) opened up about strategic risks, authentic leadership, and building legacies that impact industries. Ordinary People Doing Amazing Things: The heart of our show shone through in episodes with everyday heroes – folks crushing massive goals while juggling demanding jobs, families, and life's curveballs. Transformations like Evan Kilstrom's journey to engineering and endurance, or Brian Doerfeld's reinvention through fitness and coaching, proved that extraordinary results start with everyday courage. Across these 34 episodes, recurring themes emerged: mental health in high-stakes pursuits, balancing ambition with family, overcoming adversity, and the sheer power of discipline and self-belief. Whether it was tales from the trails of Tunnel Hill, the intensity of HYROX training, or rebuilding after setbacks, every guest left us with actionable inspiration. Thank you to our incredible guests for trusting us with your stories, and a massive shoutout to you – our listeners – for tuning in, sharing episodes, and taking your own chances. Your messages and feedback have fueled this journey. As we close out 2025, remember: Start that podcast. Write that book. Take the leap. Why not you? Here's to an even bolder 2026. Keep taking chances!– Your host, John O'Brien #TakingChances #WhyNotYou #UltraRunning #MentalHealth #GritAndGratitude

    35 min
  3. Taking Chances - Scott Anderson - THE SCOTT BOYS

    12/08/2025

    Taking Chances - Scott Anderson - THE SCOTT BOYS

    🎙️ S. Scott Anderson Scott Anderson is a lifelong storyteller whose journey blends journalism, executive leadership, and a passion for history. An avid reader, student of the past, and global traveler, Anderson draws on real-world experiences to bring depth and authenticity to his characters and narratives. Though his career path took him from journalism into the world of construction equipment, writing and photography have always been his true constants. Now retired, he devotes his energy to exploring automotive history, crafting creative fiction, and weaving historically inspired tales that are as unique as they are compelling. Rooted in Tennessee, where his family has lived since the early 1700s, Anderson remains a voyager at heart—always seeking new horizons and opportunities. You’re most likely to spot him at historic car gatherings, tucked away in small vineyards, or immersed in history shows, continuing his lifelong pursuit of stories worth telling. Amazon: https://www.amazon.com/Scott-Boys-Novel-Inspired-Actual/dp/1663273553 Barnes & Noble: https://www.barnesandnoble.com/w/the-scott-boys-s-scott-anderson/1147711487 iUniverse: https://www.iuniverse.com/en/bookstore/bookdetails/863188-the-scott-boys website: sscottanderson.com FaceBook: https://www.facebook.com/p/The-Scott-Boys-61567869444996/ : https://www.facebook.com/p/S-Scott-Anderson-Author-61578488477061/ Linkedin: https://www.linkedin.com/in/s-scott-anderson-590391a3/

    1h 17m
  4. Taking Chances - Bella & Kathryn Miletich

    11/24/2025

    Taking Chances - Bella & Kathryn Miletich

    🎙️ Taking Chances – Why Not You? Episode Title: “Sisters in the Arena: Bella & Kathryn Miletich” Today’s episode is a masterclass in grit, discipline, and sisterhood. I’m joined by two powerhouse women who are no strangers to pushing limits—Bella and Kathryn Miletich. Daughters of UFC Hall of Famer and world champion Pat Miletich and the incredible Lynne Miletich, these sisters are carving their own endurance legacy—one mile, one stroke, one finish line at a time. Bella just crushed her second marathon—the Enders YMCA Harrisburg Marathon—in 3:41. That’s impressive on its own. But she did it while juggling grad school, coaching a college swim team, working part-time, and training solo in New Jersey. No training group. No hype squad. Just pure self-motivation and a whole lot of heart. A former Lane 4 swimmer turned collegiate rower at Jacksonville University, Bella’s now chasing her master’s with the same intensity she once brought to the pool. And then there’s Kathryn. A 2022 Bettendorf High School grad and 15-year Lane 4 swimmer, she just completed her first Ironman—yes, Ironman Florida—in 12 hours and 18 minutes, with a blistering 59-minute swim. She’s studying Finance at FAU and graduates this December, but she’s already investing in something far more valuable: her own potential. We talked about what it takes to balance training, school, work, and life. We got into nutrition, motivation, and what keeps them going when no one’s watching. And spoiler alert—they’re just getting started. So if you’ve ever wondered how to fit big dreams into a packed schedule—or how to turn family legacy into personal fuel—this one’s for you. Let’s go.

    1h 18m

Ratings & Reviews

5
out of 5
4 Ratings

About

Bold moves, big dreams, and the people who made them happen. In this podcast, we uncover the stories of those who bet on themselves—why they did it, how they pushed through, and what it took to turn risk into reward. Feeling the itch to chase your own dream? Start that podcast. Write that book. Take the leap. ✅ Want to share your story with me, send me an email at: Johnobie2468@gmail.com #takingchances #whynotyou #leadville #lt100 #mentalhealth #Running #hokaoneone #tailwindnutrition #dontquit #hardwork #determination #discipline #motivation #ultrarunning #family #therapy #mentalhealthawareness #training #selflove #selfcare