About Ray

I’VE SAT IN THE CEO CHAIR.

NOW I BUILD MY OWN.

About Ray

I’VE SAT IN THE CEO CHAIR.

NOW I BUILD MY OWN.

RAY IN NUMBERS

I spent 20 years building and leading sales organizations — from

the ground up, across a dozen industries, at every level from front-line SDR manager to CEO.

I was Managing Director at the U.S. Chamber of Commerce. I ran a PE-backed company as CEO. I managed over $250 million in B2B sales. By every conventional measure, things were going well.

But I had a problem with how the game was being played.

As a PE-backed CEO, I watched investors prioritize financial engineering over the people doing the actual work. Strip costs. Squeeze margins. Optimize the spreadsheet at the expense of the culture.

I parted ways with my investors over how they wanted me to run the company.

It wasn’t a blowup. It was a decision. I didn’t want to build companies that way. I still don’t.

In 2019, my partner Sam and I took our family to Cabo, Mexico on what was supposed to be a vacation. We never went back.

We’d gotten honest about what we wanted — a life where the work mattered, the business was ours, and the lifestyle wasn’t something we had to earn after we “made it.”

So I started building from the beach. Not as a metaphor. Literally from the beach.

The first thing I built was MSP Sales Partners — a fractional sales management company for managed service providers. I picked the MSP space because I saw an industry full of brilliant technical founders who had built phenomenal delivery teams but had no idea how to build a repeatable sales engine. That’s exactly what I’d spent 20 years doing.

Six years in, my team and I have led 65+ SDRs, trained and coached 200+ MSP sellers, audited 20+ growth engines, and served as expert in residence at the world’s largest MSP mastermind for five consecutive years. We’re not consultants who show up, make a deck, and leave. We embed. We hire. We build. We lead.

Today, I’m also building Repeatable Revenue Ventures — my investment vehicle to partner with and acquire MSPs. Because the logical next step after proving a growth playbook works for other people’s companies is betting

your own money on it.

RRV exists for MSP owners who are ready for their next chapter — whether that’s bringing on an operator-partner to drive growth, or finding a buyer who will actually protect what they’ve built.

Along the way, I started sharing what I was learning. First on LinkedIn, where 35,000+ people now follow. Then through the Repeatable Revenue Podcast — a daily show on sales leadership, MSP growth, and building businesses that don’t depend on the founder. And through a weekly newsletter that 7,000+ founders read with a 40%+ open rate because it’s actionable, not theoretical.

I don’t teach frameworks I’ve read about. I teach the ones I’m using today, in real businesses, with real money on the line.

How I’m Wired

A FEW THINGS YOU SHOULD KNOW

I’M SYSTEMS-FIRST, ALWAYS

I believe most growth problems aren’t strategy problems — they’re systems problems. If your revenue isn’t repeatable, it’s because you haven’t built the machine yet. That’s what I do. I build the machine.

I’M NEURODIVERSE

ADHD and autism (level one). I process the world differently — I see patterns where others see chaos, I build systems compulsively, and I’ll hyperfocus on a problem until it’s solved or I fall asleep. I consider it a competitive advantage.

I’M AN OPERATOR, NOT A GURU

I don’t sell courses. I don’t do masterminds. I run companies, invest real capital, and manage real teams. When I share something publicly, it’s because I’m doing it— not because I’m packaging it.

I LEFT THE TRADITIONAL PATH ON PURPOSE

I could have stayed in the C-suite. The money was good. The titles were impressive. But I wanted to build things I actually believed in, with people I actually chose, from a place I actually wanted to live. Cabo wasn’t a backup plan. It was the plan.