SaaS Sprawl is Draining You: Here's How to Take Back Control

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…

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…

Cyber insurance isn’t just about having coverage. It’s about being able to prove you’re doing what you said you were doing. Dan sits down with Jared Casner of Blacksmith InfoSec to talk about the liability MSPs may be taking on without realizing it—from filling out insurance applications for client…