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Leadership
Guidance for developing strong, self-aware, resilient leaders who can scale an MSP beyond the owner’s personal capacity. Focused on mindset, decision-making, accountability, culture, and the human dynamics that drive organizational performance.


MSP Recruiting — When Should New Talent Recruitment Begin?
In the MSP world, talent is everything. Your ability to deliver consistent, high-quality service to clients depends entirely on the people behind the tools, the processes, and the service stack. That’s why Essential 3 — the framework used to guide MSP maturity — emphasizes Growth in your MSP. And when it comes to people, one truth stands above the rest: Recruiting never stops. The pursuit of individuals who align with your culture, strengthen your team, and elevate your serv

Brian
Jan 163 min read


Why You May Have Outgrown Your Current MSP Peer Group
There’s a moment in every MSP owner’s development when they notice something subtle in their peer group: - They’re sharing more answers than asking questions. - They’re facing issues the group wasn’t built to solve. - And they’re realizing that the framework they followed to get here is beginning to crack under the next level of growth. It’s not that the group is wrong—it’s that their business has outgrown the conversations in the room. They want clearer

Brian
Dec 22, 20251 min read


Why Some MSP Owners Choose Not to Sell at $7M
Many peer groups, industry experts, and advisors share the belief that the “ideal” time to sell an MSP is around $7M. And for certain owners, that’s true. Selling can absolutely be the right path. But for others, something doesn’t feel complete. They still have vision left. They still have momentum. They still have purpose. They still have passion for their team and their clients. Selling early is the right choice for many—but not for everyone. This is where some MSP o

Brian
Dec 3, 20251 min read


Why Many MSP Peer Groups Work… Until You Grow Beyond Them
Peer groups have played an enormous role in shaping the MSP industry. Many of us—including us—built better companies because of the Peer Group we belonged to for accountability, structure, and community it offered. Those peer groups are essential for early and mid-stage MSPs. They help you build: • foundational processes • owner-led sales discipline • operational consistency • marketing basics • leadership habits • better financial visibility But as your MSP matu

Brian
Nov 26, 20251 min read


The Process
As a Tennessee Volunteer fan, it’s not in my nature to praise Alabama. But former coach Nick Saban built a leadership system so strong that ignoring it would be a mistake. Even if you’re not into sports, the principles below apply directly to high-performing organizations—and especially to MSPs trying to scale. Nick Saban built one of the most dominant programs in college football not by obsessing over championships, but by obsessing over the behaviors that produce championsh
aaronsherrill10
Nov 24, 20254 min read


Are You the Leader You Think You Are?
At some point we have all experienced it: a leader who can’t see their own weaknesses, misreads their impact on others, and creates chaos without even realizing it. You watch decisions get made for the wrong reasons, accountability disappear, and excuses multiply. You see finger-pointing instead of ownership, defensiveness instead of reflection, and a trail of exhausted teammates forced to work around a leader who cannot see the problem is… themselves. Few traits derail an or
aaronsherrill10
Nov 17, 20254 min read


Stop Being the Bottleneck
Delegation is often framed as a productivity tactic, but for a growing MSP, it’s something far more foundational. It’s a leadership discipline. A maturity milestone. A rite of passage for owners who want their business to scale beyond their personal capacity. Every MSP hits a point where the heroics that built the company become the very thing holding it back. What worked at $1M breaks at $5M. What you carried on your shoulders at $3M becomes impossible at $10M. The owners wh
aaronsherrill10
Nov 12, 20254 min read
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