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What if your next client conversation started with the three biggest risks they’re facing instead of, “How’s everything going?” Dan and Brian Doyle of vCIOToolbox explore how AI is changing the vCIO conversation—from faster assessments and smarter QBRs to finding the mundane work clients are ready…
MSPs have evolved before—from break/fix to managed services, from on-prem to the cloud. Now, another shift is here. Dan Tomaszewski sits down with longtime MSP industry veteran Len DiCostanzo to talk about why AI isn’t about reinventing your MSP—it’s about expanding what you already do. They dig i…
Who decided every successful MSP needs to keep getting bigger? In this episode, Dan Tomaszewski and Jason Kemsley of Uptime rethink what MSP growth can look like. They get into the realities of hiring, the fear around outsourcing, the opportunities AI is creating, and why sometimes the smartest wa…
You spend years building your MSP. But are you building one someone will actually want to buy? Josh Liberman joins Dan after selling Net Sciences to talk about the five years of preparation behind his exit, the decisions that increased the value of the business, and the lessons he wishes more MSP o…

Your Inbox Isn’t the Only Way In

Email security is only part of the equation.Live from ChannelCon 2026, Dan sits down with Zach Schwartz, CRO of Trustifi, to talk about the security gaps MSPs may be overlooking across Microsoft 365. From account takeovers and social engineering to threats moving through Teams, SharePoint, and OneD…
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