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166 Episodes

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If You Disappeared for Two Weeks, Would Your MSP Still Grow?

2026-09-2832:09

If you stepped away from your MSP for two weeks, would opportunities keep moving—or would everything grind to a halt?Dan Tomaszewski and Pete Busam of Equilibrium Consulting dig into what happens when the owner becomes the bottleneck, how to transfer your vision to your team, and why building abusiness that doesn’t depend entirely on you is critical for growth.

You Checked the Box. Can You Prove It?

2026-09-2811:58

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 clients to claiming security controls are in place without the evidence to back them up.They also dig into risk management, compliance, and how MSPs can build a stronger security program for themselves and their clients.

Your Inbox Isn’t the Only Way In

2026-09-2108:23

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 OneDrive, they break down why visibility beyond the inbox matters—and how MSPs can protect clients without adding even more tools to an already crowded stack.

Your MSP Doesn’t Need to Reinvent Itself

2026-09-1714:24

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 into consulting, business outcomes, new recurring revenue opportunities, and why understanding your clients’ businesses may be more important than ever.

What If Your MSP Doesn’t Need to Get Bigger?

2026-09-1418:27

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 way to scale is deciding what your team shouldn’t be doing.Because the goal isn’t necessarily to build the biggest MSP. It’s to build the right one for you.

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