Real Business Owners

If you are ready to level up personally and professionally, go to joinrbo.com

Success leaves clues—but only if you're willing to learn from someone who's lived through decades of wins, losses, failures, and comebacks.

In Episode 368 of The Real Business Owners Podcast, Trevor Cowley and Rick Trimmer sit down with Rick’s stepfather, Kendall Prisbury, a businessman with more than 50 years of entrepreneurial experience.

From losing everything and starting over to building, growing, and eventually selling a highly successful company, Kendall shares the lessons, sacrifices, mindset shifts, and hard-earned wisdom that helped him navigate decades of business ownership.

This conversation goes far beyond business tactics. It’s a raw discussion about resilience, delayed gratification, leadership, personal development, financial discipline, and what success really looks like after a lifetime of building businesses.

If you're an entrepreneur chasing growth, working through adversity, or questioning whether the sacrifices you're making today will be worth it tomorrow, this episode offers a perspective that only decades of experience can provide.

Because success isn't built in a year—it's built through the decisions you make over a lifetime.

Key Topics in This Episode:
Why most businesses fail and how to avoid common entrepreneurial mistakes
Lessons learned from losing everything and rebuilding from scratch
The dangers of lifestyle inflation and trying to look successful
The difference between persistence and stubbornness in business
How leadership must evolve as a company grows
Why personal development is essential for long-term success
The sacrifices required before freedom and financial independence are possible
Navigating difficult seasons in business and life
How the definition of success changes over time
The relationship between wealth, freedom, happiness, and fulfillment
What 50+ years of entrepreneurship teaches about building a meaningful life

If you are ready to level up personally and professionally, go to joinrbo.com

Most entrepreneurs think their biggest problem is their business—but it’s not.
In Episode 367 of The Real Business Owners Podcast, Trevor Cowley sits down with entrepreneur Rick Trimmer to break down one of the most overlooked reasons businesses stall, struggle, and fail: the owner stops evolving.
Through real stories from their mastermind, practical business examples, and lessons from scaling companies, they explain why growth isn’t just about better marketing, better employees, or better systems—it’s about becoming a better leader.
If your business feels stuck, this episode will force you to stop looking outward and start looking inward.
Because in most cases, the ceiling of the business is the ceiling of the leader.

Key Topics in This Episode:
Why most entrepreneurs delay or avoid making critical decisions
How overthinking kills momentum and slows business growth
The difference between companies that adapt and companies that disappear
A real-world breakdown of turning a stagnant business into a thriving one through leadership
Why culture issues are almost always leadership issues
How to spot opportunities hidden inside your existing business
The role of standards, accountability, and data in scaling
Why great leaders never stop evolving
How to become the type of person your business can grow around
Why execution always beats intelligence in business

If you are ready to level up personally and professionally, go to joinrbo.com

In Episode 366 of The Real Business Owners Podcast, Trevor Cowley sits down with entrepreneur Rick Trimmer to discuss a radically different approach to entrepreneurship, wealth building, business ownership, and financial freedom.
After losing everything during the 2008 recession—including his home, vehicles, and business—Rick was forced to rebuild from the ground up. But instead of chasing more revenue, bigger assets, and endless growth, he focused on something most entrepreneurs overlook: buying back his time.
What followed was a complete redefinition of success.
By building systems, developing leaders, and sharing ownership with key team members, Rick created businesses that could thrive without his daily involvement. The result? Nearly a decade of traveling the world with his family while his companies continued operating and growing.
This episode challenges traditional ideas around control, leadership, scaling a business, and what true freedom actually looks like for entrepreneurs.
Because the ultimate goal isn’t building a business that needs you forever—it’s building one that doesn’t.

Key Topics in This Episode:
* How losing everything during the recession led to a better business and life
* The hidden cost of building a business that depends entirely on the owner
* Why most entrepreneurs are chasing the wrong definition of success
* The importance of delayed gratification and living below your means
* How to build systems that create freedom and scalability
* Why ownership creates leaders while salaries often create employees
* The unconventional strategy of sharing equity to grow a business faster
* How to create passive income and long-term financial freedom
* Leadership, accountability, and developing people who can run the business
* What it takes to build a company that gives you your life back

If you are ready to level up personally and professionally, go to joinrbo.com

Most people aren’t stuck because they lack opportunity—they’re stuck because they’re living on default.
In Episode 365 of The Real Business Owners Podcast, Trevor Cowley sits down with entrepreneur and franchise leader Reed Nyffeler for a conversation about leadership, discipline, business growth, and building a life intentionally instead of reacting to whatever happens next.
From scaling a global security company to developing leaders through intentional systems and culture, Reed breaks down what separates high-performing businesses from average ones—and why customer experience, self-leadership, and long-term thinking matter more than ever in today’s marketplace.
Trevor and Reed also dive deep into how technology and AI are changing business forever, why most people never become truly valuable in the marketplace, and how discipline creates opportunities that average people never experience.
This episode is about ownership, standards, leadership, and doing the work required to build something meaningful over the long term.
Because success doesn’t happen by accident—it happens through intentional action repeated daily.

Key Topics in This Episode:
* Why most people stay stuck living reactively instead of intentionally
* The connection between discipline, consistency, and opportunity
* How customer experience creates long-term business growth
* Why self-leadership must come before leading others
* The dangerous mindset of operating on “default”
* How technology and AI are reshaping modern business
* Why becoming valuable is the key to creating more income and opportunity
* The importance of systems, standards, and accountability in leadership
* Why the process matters more than the end result
* How intentional habits shape your future success

If you are ready to level up personally and professionally, go to joinrbo.com

Most people already know what’s holding them back in life and business—the problem is they tolerate it long enough for it to become their identity.In this episode of The Real Business Owners Podcast, Trevor Cowley breaks down his HAHA Method: a simple but brutally honest framework for changing your life, habits, and results.The HAHA Method (Hate, Awareness, Habits, Accountability) is about getting real with where you are, what’s keeping you stuck, and what has to change if you actually want to grow.Because success isn’t complicated. It’s just uncomfortable—and most people aren’t willing to stay in that discomfort long enough to evolve.This episode is a reminder that discipline, consistency, and accountability will always outperform motivation.

Key Topics in This Episode:
* The HAHA Method: Hate, Awareness, Habits, Accountability explained
* Why most people stay stuck in cycles of mediocrity and repetition
* How awareness exposes the habits that are slowing your progress
* Why tolerance of bad habits destroys long-term success
* The real reason distractions consistently win over discipline
* How daily decisions shape your identity and future outcomes
* Why discipline creates freedom instead of restriction
* How to replace destructive habits with productive systems
* The importance of accountability in personal and business growth
* Why doing uncomfortable work is the price of becoming better