Every Business Hits a Wall | Episode 335

In this solo episode, Trevor breaks down real-world tax strategies that most accountants won’t tell you about. From choosing the right business entity to leveraging legal tax loopholes, this episode is packed with information that can help you keep more of the money you earn. Trevor explains what questions to ask your CPA, how to structure your business the smart way, and what moves you can make before tax season to protect your profits.This isn’t financial advice—it’s insight from someone in the trenches who’s tired of watching business owners overpay Uncle Sam.If you are ready to level up personally and professionally, go to joinrbo.com

Every business hits that wall—the moment when momentum slows, motivation fades, and you start questioning if you’re even built for this. Trevor breaks down why regression is not the end, but the necessary reset before your next breakthrough.Through raw stories from his own businesses, he explains how struggle, friction, and even doubt can be the greatest teachers—if you hold the line and stay in the fight long enough to adapt.This episode is a blueprint for any entrepreneur who feels stuck, frustrated, or ready to throw in the towel.If you are ready to level up personally and professionally, go to joinrbo.com

What happens when you build a 5,000+ employee company and sell it?
Trevor sits down with entrepreneur and former fleet management CEO Kelly Meredith to unpack his journey — from coaching football to creating an industry-changing business, selling it to private equity, and rediscovering purpose through his new Icelandic Marine Collagen venture.This episode dives deep into how ambition, discipline, and integrity can take you to the top — and what happens when you realize money isn’t the real measure of success.If you are ready to level up personally and professionally, go to joinrbo.com

Most people say they want to change — but few actually make the kind of decision that leaves no way out. In this solo episode, Trevor Cowley breaks down what it really means to live with intention, make hard decisions, and cut off everything that doesn’t serve your goals.If you’ve been drifting, this episode will wake you up.If you are ready to level up personally and professionally, go to joinrbo.com

When business, family, and legacy collide — most people fail to balance them. Travis and Kaidden Larsen didn’t.
This father–son duo built Legacy Contracting from the ground up, bounced back from economic collapse, and created a business model that runs on discipline, structure, and trust.This episode dives into what it really takes to rebuild after failure, teach the next generation how to earn—not inherit—and how to build systems that make your business unbreakable.If you are ready to level up personally and professionally, go to joinrbo.com

In this solo episode, Trevor Cowley challenges you to look in the mirror and ask the hard questions: Are you truly committed, or just going through the motions? In a world full of distractions designed to keep you average, now is the time to recommit, refocus, and build the habits and strategies that actually move your life and business forward.Trevor lays out why right now is both the easiest and hardest time to succeed, and what it really takes to rise above mediocrity.If you are ready to level up personally and professionally, go to joinrbo.com

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