From Screening Candidates to Managing Robots: How AI Is Rewriting the MSP Playbook
Part 2 of my conversation with Keith Schoolcraft There is a moment in every technology shift when it stops being theoretical. It stops being something you read about in a newsletter or watch someone else demo on stage. It becomes something you are doing. Quietly. Consistently. In the middle of a Tuesday afternoon, in a hotel room, […]
When Your Brain Won’t Let You Work
There’s a moment I know all too well. Something happens, a sharp comment in a meeting, a miscommunication with a co-worker, a tense exchange with Sunny in the middle of a hectic workday, and suddenly, even though I have a full to-do list sitting right in front of me, my brain refuses to cooperate. I’m physically at my desk, […]
The 10 Internal Automations MSPs Should Have Running Before Q3
Internal automations for MSPs are the deliberate replacement of manual, repeatable workflows with system-executed processes that protect margin, reduce labor dependency, and scale service delivery without adding headcount. The 10 automations that matter most before Q3 span ticket triage, alert correlation, patch management, escalation workflows, and AI-assisted client reporting; each selected for margin impact and sequencing logic, […]
How AI Adoption for MSPs Is Shifting from Strategy to Execution
What Changes When AI Becomes a Customer Conversation In the first part of my conversation with Keith Schoolcraft, we spent time on how MSPs can bring AI to market in a structured way. That discussion was focused on strategy. It was about how to think about AI, how to position it, and how to begin […]
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 […]
Two Pilots and The Lessons That I Can’t Stop Thinking About
I don’t usually write about things still sitting heavily on my chest. I typically give myself time to process, let the news settle, and come back with some perspective. This week I can’t do that. Many of you saw the news about the Air Canada jet that crashed at LaGuardia Airport. My Canadian roots kicked in immediately (they always do), but what stayed […]
What MSP Leaders Should Have Figured Out Before April
AI readiness for MSP leaders is not about curiosity or tool selection. It requires operational clarity across workflows, ownership, governance, and measurable execution. Leaders who are ready have already moved beyond experimentation and can define what AI will change, who owns it, and how success will be measured. Structured programs do not create readiness. They accelerate it. […]
How AI Adoption for MSPs Is Shifting from Strategy to Execution
In the first part of my conversation, we spent time on how MSPs can bring AI to market in a structured way. That conversation was largely about strategy. This part is different. It’s about what happens once those conversations start happening with customers. And very quickly, you realize something has shifted. AI is no longer sitting in the […]
What My Dogs Taught Me About Being Human
Those of you who know me know that I am absolutely, unapologetically obsessed with my Lily. She was my first puppy, and while I love her and Maya with equal ferocity, there is a very specific tug that comes with your firstborn, whether that’s a child or, in my case, a Maltese. (God gave me boys. I bought two […]
Why MSP Peer Group Leadership Matters More Than Any Tech Shift
MSP peer group leadership refers to structured executive environments where MSP owners and operators sharpen decision quality alongside peers who understand the same operational pressures. Unlike general business coaching or vendor-sponsored events, these groups exist specifically to stress-test strategy, challenge assumptions, and build the kind of leadership clarity that no technology tool can provide. The room […]