the[STACK]

Your first sales hire probably isn't the problem. Keith Marchiano of Pax8 Academy (co-author of the Results Selling Framework) joins Dan Tomaszewski to break down the sales playbook MSPs need before hiring: target client profile, buyers, business problems, core messaging, KPIs and a sales CRM. Plus how to create demand instead of waiting, a live cold-outreach role play, where AI fits in MSP sales, and 25% off Pax8 Academy subscriptions through December 31.

It's Tuesday afternoon. A client calls and says everything has to be in the cloud by Friday. You don't know how much data there is, whether you'll have access in time, or what happens if you miss the deadline. And of course, everything is critical.

In this episode of the[STACK], Dan Tomaszewski sits down with Chris Roy of Movebot to break down how MSPs can handle time-sensitive migrations without turning them into a nightmare. They dig into the clarifying questions that reveal what the deadline really means, why credentials and approvals eat more time than the data transfer itself, how to prioritize when the client says everything matters, and why monitoring throughput (and millions of tiny files) can make or break the schedule. Chris also shares how Movebot moved 100 TB in three days, and a 500 GB offer for Everything MSP listeners.

A successful migration isn't just about how fast you move the data. It's about knowing what has to move, having the right access, and setting realistic expectations from day one.

00:00 – Welcome: "Move everything by Friday"
2:20 – What does the deadline really mean?
6:08 – Where MSPs lose time before migrating
9:29 – When the client says everything is critical
13:01 – Monitoring progress and resetting the plan
17:26 – What Movebot takes off the MSP's plate
20:16 – Simpler migration project setup
22:37 – Takeaways and the 500 GB offer

For years, MSPs have worked to become their clients' trusted technology advisors. But what happens when AI can provide advice, analyze information, and help businesses make decisions too?

In this episode of the[STACK], Dan Tomaszewski sits down with Brian Doyle, co-founder of vCIOToolbox, to explore how the role of the MSP is evolving and why simply managing technology is no longer enough.

They discuss the art of external leadership, moving beyond traditional QBRs, building stronger relationships with business decision-makers, and using AI conversations to uncover new opportunities. Brian also shares why MSPs should stop giving away valuable AI readiness assessments and how new AI-powered tools are making strategic client engagement easier.

The future of the trusted advisor isn't just about knowing technology. It's about understanding the business behind it.

Your client's emails aren't reaching the inbox. Marketing blames IT. IT blames the sender. But who's actually fixing the problem?

In this episode of the[STACK], recorded live at ChannelCon, Dan Tomaszewski and Mike Anderson of EasyDMARC discuss why MSPs can no longer afford to overlook email deliverability. Learn how better visibility, smarter DNS management, and a proactive approach can protect clients while creating new opportunities for MSP growth.

83% of MSPs are still managing Microsoft 365 reactively. And that's just the beginning

Dan is joined by Derik Belair of Augmentt to break down the findings of the MSP Microsoft 365 Reality Report. They dig into overlooked security gaps, inconsistent tenant configurations, costly manual work, and why so many MSPs aren't confident their clients meet their own security standards.

Plus, what happens when clients want Copilot before their environments are actually ready for it?

What if your next client isn't Googling for an MSP anymore?

Eric Hanson of Inland Productivity Solutions joins Dan Tomaszewski to discuss how the shift from SEO to AEO is changing the way MSPs get discovered. From growing inbound leads to putting AI and automation to work internally, Eric shares what's actually working for his business and why MSPs can't afford to sit on the sidelines.

AI agents can do a lot more than answer questions—but how much access should they actually have?

Dan Tomaszewski and Amanda Makowsky of ThreatLocker discuss the risks of giving AI too much control, real-world examples of what can go wrong, and how MSPs can put the right guardrails in place while still taking advantage of AI and automation.

How much time are you spending on work that could be happening without you?Dan and Curtis Armstrong of Benji Pays talk automation, finances, profitability, and why MSP owners need to get their heads out of the books and back into growing the business.Because the goal isn’t just to save a few hours—it’s to put those hours somewhere that actually matters.

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.

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.