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

If you are ready to level up personally and professionally, go to joinrbo.com
Most people aren’t losing the battle in business or life because of a lack of opportunity—they’re losing it because of the way they talk to themselves.

In this episode of The Real Business Owners Podcast, Trevor Cowley breaks down the power of internal dialogue, identity, and self-awareness—and why your thoughts ultimately shape your actions, habits, and results.

Using lessons from the book Best Self by Mike Bayer, Trevor explains how most people stay trapped in negative patterns because they never stop to analyze the way they think, react, and communicate with themselves under pressure.

This episode dives into the connection between mindset, discipline, business growth, and self-improvement—and why the biggest transformation happens when you stop focusing externally and start doing the internal work.

Because your identity will always determine your outcomes.

Key Topics in This Episode:

How internal dialogue shapes your mindset and daily actions

Why negative self-talk keeps people stuck in the same cycles

The connection between identity, habits, and business success

How to build confidence through discipline and self-improvement

Why “imposter syndrome” is part of personal growth

The importance of setting massive goals that force transformation

How to control your thoughts under pressure and adversity

The difference between internal control vs. external validation

Why self-awareness is the foundation of lasting success

How changing yourself changes your business, relationships, and future

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

Most people don’t have a strategy problem—they have an effort problem.After a real conversation with someone stuck in debt, working an hourly job, and searching for answers, Trevor Cowley lays out the truth most people don’t want to hear:There is no shortcut.
There is no hack.
There is only extreme ownership, extreme effort, and sustained discipline.If you’re trying to grow your income, get out of debt, build a business, or level up your life, this episode will challenge your standards, your work ethic, and your willingness to do what’s required.Because wanting more doesn’t mean anything—doing more does.

Key Topics in This Episode:

* Why most people are stuck in “maintenance mode” instead of real growth

* The hard truth about getting out of debt and increasing income

* Why extreme results require extreme effort and sacrifice

* How to reduce expenses and increase income to create momentum

* The difference between talking about success vs. executing daily

* Why shortcuts in business, fitness, and life always fail long-term

* How discipline, consistency, and self-improvement create real confidence

* The power of “tunnel vision” and eliminating distractions

* Why the process—not the result—is what actually changes you

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

Most people don’t have a motivation problem—they have a consistency problem.In this episode of The Real Business Owners Podcast, Trevor Cowley breaks down the brutal truth about why so many entrepreneurs, business owners, and high performers stay stuck year after year.It’s not bad luck. It’s not lack of opportunity.
It’s the inability to stay consistent when things get hard, repetitive, or uncomfortable.If you’ve been riding waves of motivation, going “all in,” then falling off and starting over—this episode explains why that cycle is killing your progress in business, fitness, and life.This is a deep dive into discipline, consistency, habits, and long-term execution—the real drivers of business growth and personal development.Because success isn’t built on intensity.
It’s built on what you do every single day.

Key Topics in This Episode:

* Why consistency beats motivation for long-term success

* The cycle of going all in, burning out, and starting over

* How daily habits directly impact business growth and results

* The difference between intensity and sustainable discipline

* Why progress can feel slow (or backwards) at the beginning

* How to build real consistency in business, fitness, and life

* Why showing up at 60% is better than disappearing completely

* The truth about execution, accountability, and staying locked in