RESEARCH
Your OSINT Reality Check: Here’s What an Attacker Is Finding in 30 Minutes or Less
Today’s connected, AI-driven digital ecosystem has made it easier than ever to build a professional brand, network with peers, and share ideas with a wider audience. It’s opened doors for businesses that simply didn't exist before: new customers, new partnerships, ...
Cyber Compliance
Stop Getting Mad When Your Client Won’t Buy Compliance
You know the look. You explain how they need MFA, a risk assessment, documented policies, backups that actually restore… and your client stares back at you like you just recited the GDPR in ancient Greek. You leave the meeting frustrated. ...
“Fined Without a Breach?” Why the Wojeski $60,000 Penalty Matters—even if You Think You’re Small
You’ve seen two kinds of headlines after cyber incidents: (1) lawsuits and (2) regulatory enforcement. The recent $60,000 fine against Wojeski ...
New California Audit Law Just Put Your MSP on the Hook. Here’s How to Turn It Into Recurring Revenue
If your clients process sensitive data, your MSP is now part of the legal conversation. On July 24, 2025, California finalized new rules that require businesses processing high-risk personal information to undergo annual, independent cybersecurity audits. This isn’t just for ...
Cyber Liability
One Misconfigured AI Agent Can Impact Every Client You Manage
When One Action Hits Every Client, Governance Decides the Outcome Imagine a hypothetical that’s taught in law school every semester: A delivery driver abandons his route to join a drum circle for three days. On his way back, he causes ...
They Already Have an IT Department. Good. That’s Why You Should Call.
Last night I was at dinner with the CEO of an MSP. Good operator. Growing. Adding clients. Doing the work. We were walking around his town before dinner talking about the usual founder stuff. Processes. How to get people to ...
Agentic AI at the Edge: Opportunity, Autonomy & the Coming Legal Minefield
You’ve probably heard executives gush about autonomous AI agents, the shiny new productivity booster that can automate workflows faster than you can say “zero-trust.” But what they don’t hype is how agentic AI turns your cybersecurity playbook into an existential ...
Insurance & MSP Liability
The Clients You're Ignoring Are the Ones Who Will Sue You
I said something on stage at XChange last week that made a lot of people in the room uncomfortable. "Your smallest clients are your biggest risk." Not your enterprise accounts. Not the ones with complex environments and demanding SLAs. The ...
You’re Not Insured. You’re Just Hopeful.
So there I am, wrapping up a conference session—over 1,000 MSPs in the building—and one guy comes up clutching a fresh copy of Standardized like it’s a fire extinguisher in a server room. He’s nodding along, clearly rattled in all ...
Your MSP Carries More Risk Than a Magazine Stand—and That’s a Problem
Let’s talk about airport gift shops for a minute. You know the ones—tiny kiosks with $14 neck pillows, expired jerky, and three copies of Men’s Health no one’s ever going to read. Now, tell me—how much sensitive data do you ...
More Articles
Your Statement of Work Is Your Security Program Playbook, Not Paperwork
Most MSPs treat the Statement of Work like something you do after the sale. A formality. A box to check. That mindset is exactly why scope creeps, expectations get fuzzy, and security ends up feeling hard to prove when a ...
The Hard Truth: Your Security Stack Isn’t as Standardized as You Think
Most MSP owners believe they have a standard security stack. They can list the tools, explain why they chose them, and describe what “good security” looks like for their clients. But when you step back and look across your entire ...
The One Assumption Clients Are Making About You Right Now
A few weeks ago, I had dinner in New Orleans with a family friend. He owns a small law firm in Texas. Smart. Successful. A great client by any MSP’s standards. The kind of client I would have gladly built ...
Before You Sell Security, Ask Yourself This: Who’s Liable When It Fails?
Every MSP wants to talk about cybersecurity when things are going well. New tools, new programs, and a clean vCSO pitch that sounds great in a sales call and looks great in a slide deck. Dashboards, frameworks, and maturity models that promise progress and control. ...
The Control Creep Problem: Why MSPs Keep Adding Controls but Still Miss the Point
If you’ve been in the MSP world for long, you’ve probably noticed this pattern. A new product hits the channel, and we rush to add a control. A vendor releases a shiny capability, and we bolt that on. A client asks, “Are we protected from this?” and ...
Your SOW Is Costing You Clients: The MSP Blind Spot That Destroys Trust Before the Work Even Starts
A while back, I got a call from an MSP owner who sounded like he had just finished gargling battery acid. He told me he lost a client he had supported for ...
Your Security Tools Are Lying to You. Here’s Proof.
It starts like every other sales call with an organization that has its own internal IT department. The prospect’s IT team walks you through their stack. They brag about their EDR. They’ve got a fancy firewall. They’ve got “AI‑powered everything.” ...
Cyber Lawsuits Are the New Cyber Threat: What Every MSP Needs to Know About Economic Loss and Legal Exposure
In 2024, class action lawsuits cost businesses over $42 billion globally. But for MSPs, the costliest threat isn’t ransomware—it’s litigation. And the legal doctrines you're relying on to protect you? They're not nearly as safe as you think. Class action ...
The First Four Hours of a Breach: Why They’ll Make or Break Your Holidays
It’s Christmas Day. You’re finally off the clock, enjoying time with family and friends when the dreaded call comes. Customer systems are going down. Ransomware demands are popping up. Your phone lights up like a Christmas tree…and you’re hours away ...
Stop Building Custom Security Programs. They Will Burn You.
Every MSP has lived this moment. A client calls and says they want a “custom” security program. They want their policies to sound like them. They want controls that are “unique to their workflow.” They want you to bend your ...
Stop Getting Mad When Your Client Won’t Buy Compliance
You know the look. You explain how they need MFA, a risk assessment, documented policies, backups that actually restore… and your client stares back at you like you just recited the GDPR in ancient Greek. You leave the meeting frustrated. ...
Your AI Assistant Just Got Hijacked And You Didn’t Even Notice
If a hacker walked into your office and started whispering instructions to your best engineer — would you let it happen? Of course not. But that’s exactly what’s happening… quietly… invisibly… right now. Your AI just got hijacked. And it’s still smiling, taking notes, and answering ...
