The most successful MSPs didn’t stumble into greatness—they built it, one bold decision and sleepless night at a time. From bootstrapped beginnings to billion-dollar ambitions, these Titans have weathered recessions, reinventions, and rapid change to come out stronger on the other side.
Their words are part battle cry, part business school. If your office wall needs a little more motivation (and fewer compliance posters), start here.
1. “You have to see change before it happens—and act on it.”
– Adam Eiseman, founder and former CEO, Lloyd Group (acquired by NetCov in 2024)
Eiseman grew Lloyd Group into a $19 million MSP by making bold, sometimes painful pivots—like shutting down his private cloud years before the industry caught up. His success secret: Anticipation beats adaptation. The MSPs who win are the ones who move first.
2. “Whether you’re the lion or the deer, you’ve got to wake up running.”
– Henry Fleches, CEO, United Data Technologies
The inaugural Titan of the Year says his company’s $425 million success was built on hustle and heart. Every morning, he reminds his team: You can’t control the jungle—but you can control how fast you move.
3. “Sometimes we make good decisions—but sometimes we have to make our decisions good.”
– Peter Melby, CEO, New Charter Technologies
Melby dropped out of college, started fixing computers, and ended up running a nationwide MSP platform. His philosophy? Success isn’t about avoiding mistakes—it’s about turning them into momentum.
4. “Good leaders have to be comfortable being wrong—and willing to let it go.”
– Nick Recker, Founder, Path Forward IT
Recker pushes the entrepreneurs he mentors the same way a personal trainer pushes clients—past ego and into growth. If you’re doing the same work you did last year, he says, you’re holding your company back.
5. “If you have money to hire one person, hire a tech so you can be the salesperson.”
– David Javaheri, Founder, Direct IT
His $7 million MSP started small but scaled fast once he stopped fixing and started selling. Javaheri’s take is simple but surgical: Your most valuable role is rainmaker, not technician.
6. “Don’t do anything until you know your next move.”
– Jason Waldrop, President, Red River Managed Services
Before selling his MSP, Waldrop was told to define his next chapter first—or risk regretting success. His advice to founders: Clarity beats cash.
7. “Discipline is the difference between being busy and building something.”
– Ryan Vestby, CEO, VC3
Vestby scaled his MSP to $125 million by staying laser-focused on one vertical—local government. His mantra: strategy is nothing without the daily discipline to stick to it.
Every one of these Titans started where most MSP owners are today—fighting fires, chasing deals, and figuring it out as they went. Their lessons prove that growth doesn’t come from luck; it comes from clarity, courage, and the willingness to evolve before you’re forced to. Want more behind-the-scenes stories from the leaders who built the biggest MSPs in the world? Listen to the Titans of Scale podcast on the MSP Success Network.
