Highest Level with Michael Bailey and Anthony Dawson

Michael Bailey and Anthony Dawson
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  • ENTREPRENEURSHIP

Highest Level is the ultimate real estate podcast for professionals and the public alike—learn from top agents, coaches and business people worldwide to master the strategies that drive success.

Episodes

  1. When the Whistle Blows: How a Pro Footballer Reinvented Success

    22 AUG

    When the Whistle Blows: How a Pro Footballer Reinvented Success

    In this episode of Highest Level, Michael and Anthony sit down with Jim Weir, former professional footballer turned successful travel business owner for a raw and inspiring conversation about resilience, pressure and reinvention. Jim pulls back the curtain on what life as a pro footballer really looked like behind the scenes: the sacrifices, the tough moments and the truths the cameras never showed. He opens up about the hardest challenges of his playing career, what they taught him about performing at the highest level under pressure, and how those lessons have carried over into life after football. Now running his own travel business, Jim reflects on the transition from elite sport to entrepreneurship, the sporting DNA that helped him succeed in business, and the unexpected traits that got in the way. You’ll hear Jim’s honest take on: The untold reality of life inside professional footballResilience and performing under relentless pressureThe mindset shifts required to reinvent yourself after sportWhat elite athletes know about success that most people never learnThis is more than a story of football or business, it’s about resilience, adaptation, and the courage to redefine yourself at every stage of life.

    40 min
  2. From the Ring to Real Life: Mindset Lessons from a World Champion Dylan Carter

    16 JUL

    From the Ring to Real Life: Mindset Lessons from a World Champion Dylan Carter

    In this episode of Highest Level, Michael and Anthony sit down with a true warrior - former world kickboxing champion and multi-title holder Dylan Carter - to explore what separates winners from everyone else. Dylan hails from Burnley and his journey proves that where you come from can shape you, but it doesn’t have to limit you.  This isn’t just about fighting. It’s about mindset -the discipline, focus, and resilience it takes to perform at the highest level, in any arena. With titles across WAKO PRO, WKA, IKKC, IKBF, and WCC, including: 🥇 3x British Semi-Contact Kick-Jutsu Champion🥇 English Full Contact Kickboxing Champion🥇 British Full Contact Kickboxing Champion🥇 World Kickboxing Champion...he brings battle-tested insight into: How to train your mind like a championWhat most people get wrong about motivationThe link between structure, sacrifice, and successHow lessons from the ring apply to leadership, business, and lifeThis episode will challenge your excuses - and sharpen your focus. But it isn’t about sport - it’s about becoming who you’re meant to be, no matter where you start.

    52 min
  3. The Harsh Truth About Leadership No One Wants to Hear

    20 JUN

    The Harsh Truth About Leadership No One Wants to Hear

    In this episode of Highest Level, Michael and Anthony sit down with Michael’s friend and former mentor, Ali Harper, to confront one of the most overlooked truths in leadership: it means nothing without great people. Through real talk and lived experience, they dig into what leadership really takes -  beyond the titles, the ego, and the Instagram quotes. You’ll hear: Why strong leadership starts with strong peopleHow ego can quietly kill your cultureThe difference between leading and controllingWhat great leaders actually do behind the scenesWhether you’re building a business, a team, or just want to lead yourself better - this is one of those episodes that will shift how you show up.

    1 hr
  4. Your Inner Circle Will Make or Break You

    14 MAY

    Your Inner Circle Will Make or Break You

    Your Inner Circle Will Make or Break You Lessons from the Keller Williams Family Reunion in Marbella) 🔥 If you're the smartest person in the room, you're in the wrong room—and it's probably slowing you down. Episode Description In this episode of Highest Level, Michael Bailey and Anthony Dawson unpack powerful lessons from the Keller Williams Family Reunion in Marbella. From the energy of the room to the wisdom in the conversations, this episode dives deep into one core truth: you are who you surround yourself with. They break down why success isn’t a solo journey, how your inner circle can accelerate—or sabotage—your growth, and why learning from people who’ve already walked the path is a shortcut to your highest level. Whether you're building a business, growing a team, or leveling up personally, this one’s a wake-up call to check your environment—and choose your people wisely.

    38 min

  5. 10 APR

    Lessons from Las Vegas

    In our debut episode of Highest Level, we hit the ground running with insights straight from one of the biggest real estate events in the world—the Keller Williams Family Reunion in Las Vegas. Fresh from the action, Michael and Anthony break down the key takeaways, game-changing strategies, and golden nuggets shared by the industry’s top producers and thought leaders. From the latest market trends to innovative sales tactics and mindset shifts, this episode is packed with valuable lessons for agents looking to elevate their business. Whether you’re a seasoned pro or just starting out, you won’t want to miss this deep dive into the high-level strategies shaping the future of real estate. Tune in and take your career to the Highest Level

    41 min
  • 5 Episodes

About

Highest Level is the ultimate real estate podcast for professionals and the public alike—learn from top agents, coaches and business people worldwide to master the strategies that drive success.

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