ENTREPRENEUR / INVESTOR / ADVISOR

Build a business that gives you more life.

I've spent more than two decades building, buying, operating and investing in businesses. After losing almost everything, I rebuilt with a different definition of success: not just more revenue, but more freedom, better relationships and the ability to choose what comes next.

RICK TRIMMER / REAL BUSINESS OWNERS
XXCompanies built, bought, operated or invested in
$XXMReal estate / rental portfolio
~6 YearsFrom losing everything to financial freedom
89 + 50Countries visited + all 50 states with family

FOR BUSINESS OWNERS READY FOR MORE

You don't need more business information. Sometimes you need another owner in your corner.

Running a business gets more complicated as it grows. The decisions become more expensive. The people problems become harder. Opportunities compete for your attention. And what got you here may be exactly what keeps you from getting where you want to go next.

I work with business owners to bring clarity to the decisions that matter most, drawing from decades of actually building, buying, losing, rebuilding and operating companies myself.

PRIVATE COACHING + ADVISORY

Experienced perspective for the decisions that matter.

Leadership and people. Growth and opportunity. Ownership and delegation. Acquisitions and investments. Systems and accountability. Getting yourself out of the middle. Building a business that supports the life you actually want.

Work With Rick

REAL BUSINESS OWNERS

Grow around people who understand the game you're playing.

RBO is a community for entrepreneurs who want more than another course or podcast. It is built around relationships, accountability, real conversations, meaningful experiences and proximity to other serious owners.

Explore RBO

STILL IN THE GAME

I don't coach business from the sidelines.

I'm still building, investing, evaluating opportunities, working through people problems and making decisions inside real businesses.

The businesses change. The opportunities change. The problems change. That's the point. I want the perspective I bring to other owners to stay grounded in the work itself.

OPERATING BUSINESSES

Build. Lead. Improve.

Companies across multiple industries, with a focus on stronger leaders, better systems and businesses that do not depend on one person.

REAL ESTATE + DEVELOPMENT

Own what creates options.

Rental properties, short-term rentals, land and development projects that combine investing with creating meaningful experiences.

VENTURE CAPITAL + INVESTING

Back people and opportunities.

Investments, partnerships and venture opportunities, including One Life VC, plus selective acquisitions when the right opportunity appears.

RBO + COACHING

Help owners see what they cannot see alone.

Working directly with entrepreneurs and building a community centered on accountability, relationships, growth and real results.

Visit RBO

MY STORY / THE REBUILD

At 31, I lost almost everything.

The business. The house. The vehicles. I was hundreds of thousands of dollars in debt and living in my grandparents' basement with my wife and our newborn child.

I had already experienced what it felt like to build something. I also knew I did not want to rebuild the exact same life.

My wife and I created a different target: freedom. We cut our lifestyle, built a long-term plan around passive income, real estate and businesses that could eventually operate without me, and started working the plan.

The question became: Can I build this in a way that eventually gives me my time back?

What I expected to take about a decade happened in roughly six years. I built leaders, created systems, shared responsibility and eventually stepped away from the day-to-day.

  1. 01LOSE ALMOST EVERYTHING
  2. 02REBUILD WITH FREEDOM AS THE TARGET
  3. 03STEP AWAY FROM DAY-TO-DAY

THE NEXT CHAPTER

Then we went and lived.

For years, my wife, our four kids and I traveled. We saw the world, spent time together and lived a version of life that would have been impossible if every business still depended on me.

But freedom was not the end of the story.

Eventually I realized that success and financial freedom do not automatically create fulfillment. I still wanted challenge. I still wanted to build. And increasingly, I found a lot of meaning in helping other business owners solve problems I had already lived through.

So I came back into the arena.
Not because I had to.
Because I wanted to.

I'm still figuring out what this next chapter becomes. That's part of why I'm sharing more of it.

HOW I THINK

Business lessons are more useful when they're still being tested.

A few principles that show up repeatedly in how Rick builds, leads, invests and advises owners.

01

Build the business around the life.

The goal is not to escape work. The goal is to create the ability to choose it.

02

Don't become your company's most important employee.

Build leaders. Create systems. Give good people real responsibility. Let the business become bigger than you.

03

Play the long game.

Meaningful outcomes take longer than most people want. Keep making the next good decision anyway.

04

Success isn't the finish line.

Money creates options. It does not decide what those options are for.

WATCH A REAL OPERATOR THINK

No highlight reel required.

I'm sharing what I'm building, the decisions I'm making, the problems I'm working through and the things that change my mind. Not because every decision is right. Because there is value in seeing how another experienced owner thinks through it.

LIFE BUILT THROUGH BUSINESS

The business was never supposed to be the destination.

The value of freedom is what it makes possible. Time with family. Adventure. Relationships. Experiences. The ability to say yes. The ability to say no. The ability to help someone without first asking what it will cost.

I don't think everyone needs to travel the world or live the life I've chosen. I do think your business should help create your version of a life worth living.

ONE LIFE. SO LIVE.

RESULTS

RESULT STORY 01

“Specific quote about what Rick saw, challenged or helped change.”

Owner name

Company

RESULT STORY 02

“Specific quote about what Rick saw, challenged or helped change.”

Owner name

Company

RESULT STORY 03

“Specific quote about what Rick saw, challenged or helped change.”

Owner name

Company

Individual results vary.

NEXT STEP

Build something worth owning. Build a life worth living.

If you're trying to strengthen the company you've already built, get yourself out of the middle of it, evaluate what's next, or simply get around better people, there may be a way I can help.