Real Business Owners

What happens when a broke landscaper, drowning in debt, stumbles across a single book that changes everything? Barry Randall’s story is proof that one conversation, one decision, or one piece of information can alter the course of your entire life.In this episode, Trevor sits down with Barry to talk about the power of taking action, trusting the process, and why most people fail—not because they don’t know what to do, but because they refuse to actually do it.If you’ve ever felt stuck, on the verge of quitting, or like you’re destined for more, this conversation will hit home.If you are ready to level up personally and professionally, go to joinrbo.com

In this raw and unfiltered conversation, Trevor Cowley sits down with Matt Blanchard to talk about the realities of discipline, leadership, and the battles most people never see. From overcoming addiction to leading teams, Trevor and Matt dive deep into the mental grind of business, family, and personal growth.They break down the difference between passion and aggression, the sacrifices it takes to chase greatness, and how to know when it’s time to pivot in life or business. This isn’t theory—it’s lived experience, hard lessons, and brutally honest reflection.If you are ready to level up personally and professionally, go to joinrbo.com

Most business owners say they want freedom, but their actions tell a different story. They stay stuck “on the tools,” blind to their numbers, and wonder why they’re barely surviving instead of scaling.In this episode, Trevor Cowley breaks down a coaching call with a struggling business owner and shares exactly why so many entrepreneurs stay trapped—and how to finally break free. He also pulls back the curtain on his own business, walking through real data-driven decisions and what it takes to negotiate, scale, and survive long-term in business.If you are ready to level up personally and professionally, go to joinrbo.com

Most people live and die inside of average—average results, average habits, average standards. In this episode, Trevor Cowley breaks down how your perspective shapes everything: your business, your health, your money, and your life. If “crazy” is what everyone else calls it, that’s exactly the level you should aim for. Discipline, discomfort, and long-term perspective are the tools that separate the exceptional from the average.If you are ready to level up personally and professionally, go to joinrbo.com

In this episode, Trevor Cowley sits down with Matt Strafford, a serial entrepreneur who went from pouring concrete and building sea walls to crushing it in e-commerce and scaling collision repair shops. Matt’s story is packed with lessons on building real businesses that can survive without you, turning setbacks into springboards, and using data to unlock millions in growth.If you’ve ever wondered how to scale beyond self-employment, create true wealth, or think bigger than the business you’re in, this conversation will hit hard.If you are ready to level up personally and professionally, go to joinrbo.com

In this solo episode, Trevor Cowley gets raw about what most entrepreneurs avoid talking about—consistency, intent, and protecting your family while you build. After sharing a personal story about the sudden loss of a Real Business Owners community member, Trevor dives into why most people fail to stay consistent, why business will never be problem-free, and why your actions need to actually line up with your words.This episode is a straight shot of perspective every business owner needs.If you are ready to level up personally and professionally, go to joinrbo.com

In this episode, Trevor Cowley sits down with Everbowl executive, franchise owner, and two-time guest Brian Augustine to pull back the curtain on what it really takes to run a business that wins.From scaling a franchise brand to managing high-turnover teams, Trevor and Brian share unfiltered lessons on leadership, location selection, and why culture is the glue that holds everything together. Whether you’re in franchising, building from scratch, or just trying to lead people better, this episode delivers raw, tactical advice without the fluff.If you are ready to level up personally and professionally, go to joinrbo.com

In this raw and unfiltered episode, Trevor Cowley sits down with longtime friend and former employee Shaun McClure for a conversation that hits harder than most. Shaun shares what it really looks like to build a business from scratch with no blueprint, no trust fund, and no Plan B. From working 18-hour days in the oil field to starting a business using personal credit, Shaun’s story is brutally honest and unapologetically real.This is what entrepreneurship actually looks like in year one: messy, stressful, and filled with doubt but also full of growth, clarity, and purpose.If you are ready to level up personally and professionally, go to joinrbo.com

In this solo episode, Trevor Cowley gets brutally honest about what’s really holding most business owners back—and it’s not the economy, leads, or competition. It’s you. Trevor breaks down how comfort, ego, and a lack of self-awareness keep entrepreneurs stuck, even when everything on the outside looks good. He shares the hard truths about drowning in silence, the importance of intentional discomfort, and why success requires more than just showing up.If you’ve been feeling burnt out, unmotivated, or like you’re losing yourself in the hustle—this one will hit home.If you are ready to level up personally and professionally, go to joinrbo.com

In this raw and real conversation, Trevor Cowley and Andrew Ammons dive deep into what separates those who actually grow from those who just talk about it. What starts as a recap of their annual midnight run quickly turns into a brutally honest discussion about intentional suffering, the lies we tell ourselves, and what it really takes to be exceptional in today’s average-obsessed world.This episode hits hard and holds no punches. If you’ve been coasting or coddling yourself lately, it’s time to wake up.If you are ready to level up personally and professionally, go to joinrbo.com