How MSPs Build AI Capability Without Wasting Time
Most AI conversations in the MSP world are obsessed with speed. Faster tickets. Faster resolutions. Faster reporting. Faster everything. But when I spoke with Darryl Cresswell, the conversation landed somewhere far more useful. Not everything needs to be automated. And automating the wrong thing is how MSPs waste months thinking they’re building AI capability. This […]
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 AI Adoption for MSPs Starts with Documented Processes and Structured Data
Part 2 of this story picks up where we left off: because once AI curiosity is high, the next step is building AI confidence through structure. AI adoption for MSPs isn’t limited by tools – it’s limited by process clarity. If you want AI to deliver predictable outcomes, you need documented workflows and structured data […]
AI Curiosity Is High. AI Confidence Is Not.
Why Secure AI Adoption Starts with MSP Leadership When I spoke with Dean Lause, the conversation wasn’t about prompts or platforms. It was about control. Because AI is already inside most SMB environments, quietly, informally, and without guardrails. Not secured. Not governed. Not fully understood. That’s not an AI problem. That’s a leadership problem. SMBs […]
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 […]
The Real Fear SMBs Have About AI and Why MSPs Must Lead the Way
The most important part of my conversation with Carlos Maldonado wasn’t about tools, licenses, or automation. It was about fear. Not fear of AI replacing jobs. Not fear of complexity. But the fear that quietly shows up in every customer conversation right now: “What if we’re already falling behind?” That’s the tension SMB leaders are […]
Why AI By Design Had to Exist
I’ve been waiting for this moment for a long time. Launching AI By Design isn’t about starting another podcast. It’s about starting a conversation our MSP channel can’t afford to delay anymore. This series was born out of countless hallway conversations, late-night calls with peers, and a growing realization we all share: AI isn’t coming […]
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 […]
From Fixing Computers to Fueling Outcomes: A Conversation That Clarified the Future of the MSP Channel
I’ve had thousands of conversations with MSP leaders over the years, but every once in a while, a discussion cuts through the noise and brings clarity. Not hype. Not trends for the sake of trends. Just truth. That’s exactly what happened when I sat down with Paul Redding from NinjaOne. Before the microphones were even […]
From Chaos to Cash Confidence: Lessons from Benji Pays’ Adam Crandall
When I sat down with Adam Crandall for this episode of Sunny’s Silver Linings, I knew the conversation would be valuable, but I didn’t expect it to feel like looking into a mirror. Adam isn’t just a founder and CEO; he’s someone who has lived the accidental entrepreneur journey the way so many in our […]