The MSP Who Is Still Waiting to Feel Ready Will Finish Last
I have been in a lot of conversations with MSP leaders lately. And one thing keeps coming up. They are waiting. Waiting for the right moment. Waiting for the technology to settle. Waiting until they feel ready to move. I understand it. But I have seen this before. In 2013, there were MSPs calling cloud […]
What the Best MSP Leaders Actually Do Differently
I have been in a lot of rooms with MSP leaders over the years. Some are chasing the next shiny tool. Some are stacking books on a shelf they never open. And a few, a very small few, are quietly building something that lasts. The difference is not talent. It is not timing. It is not capital. It […]
AI Does Not Replace Your Best People, It Makes Them Better
AI Is Empowering Tech Teams. Not Replacing Them. I will be honest with you. I did not expect these conversations to land the way they did. I have had some truly enriching conversations with MSP leaders in the channel recently. About AI. About people. About what is actually happening on the ground versus what everyone is talking about […]
The Leadership Shift Quietly Defining the Next Generation of MSPs
Over the last several months, I’ve had the opportunity to sit down with MSP founders, operators, and advisors across the channel. Different geographies, different growth stages, different specializations: but the same underlying patterns keep showing up. What’s becoming clear to me is this: the next phase of MSP growth will not be defined by tools, services, or even AI […]
AI-First MSP Leadership: What I’m Seeing Across the Channel
AI-first MSP leadership is quickly becoming the difference between MSPs that scale and those that stall. From my conversations with founders, operators, and advisors, one thing is clear. This shift is not about adding AI tools. It is about changing how we think, lead, and build businesses. Let me break down what keeps coming up […]
AI-First MSP Leadership Lessons I Hear from the Field
AI-first MSP leadership is becoming the real differentiator in our channel. The best MSPs aren’t “adding AI.” They’re upgrading how they lead, decide, and scale, with AI accelerating everything. What follows is the most consistent set of lessons I keep hearing (and learning) from MSP operators, founders, and advisors. Why MSP Leadership Growth Starts with Perspective (Not Just Strategy) One of […]
Why MSP Leaders Can’t Wait to Feel Ready
In our industry, waiting feels responsible. Wait for the right hire. Wait for the market to stabilize. Wait until AI matures. Wait until the strategy is perfect. But here’s what I was reminded of in my recent conversation with Cara Moeller Poppitt: Waiting to feel ready is often the most expensive decision a leader can […]
What MSP Leaders Keep Telling Me About Building Trust, AI Adoption, and Real Growth
If you’re trying to grow an MSP business right now, the real differentiator isn’t your tool stack -it’s MSP relationships, trust, and how you show up as a trusted advisor in the AI era. That’s the biggest takeaway I’ve walked away with after having multiple conversations with MSP leaders across the channel. Different markets. Different […]
Why Connectivity Became the Conversation MSPs Can’t Ignore
Some conversations don’t start when the recording light turns on. This one started a few minutes earlier, when I wanted to make sure Rick and I were aligned on why we were having this discussion in the first place. This wasn’t about selling anything. It wasn’t about polished talking points. It was about continuous value […]
Sunny’s Silver Linings 2025: The Conversations MSPs Need to Have Heading Into 2026
Sunny’s Silver Linings wasn’t just an event. It was a moment of clarity. We came together to share ideas, challenge perspectives, and focus on what truly matters: people, purpose, and progress. And if there was one theme that kept surfacing across conversations, it was this: Even in change, there’s opportunity. Here’s a look back at […]