RESEARCH
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 ...
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
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 ...
AI Is Already Inside Your Walls. You Just Haven’t Looked Hard Enough.
Think your clients are the ones playing fast and loose with AI? Guess again. Your techs are doing it—right now—on your network. Not because they’re reckless. Because they’re efficient. They’re pasting configs into ChatGPT. Running SOPs through Gemini. Copying proposals ...
You’re Using Your Smartest Engineer Wrong (And So Are Your Clients)
What if I told you that you’re misusing the most powerful engineer on your team? No, not Josh. Not the guy with the beard who still thinks ZFS is the answer to everything. I’m talking about AI. And right now? ...
Insurance & MSP Liability
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 ...
If You Don’t Own the Security Stack, You’ll Be Replaced
There’s a quiet shift happening in the cyber insurance world—and if you’re not talking to your clients about it, someone else is. That someone is their insurance provider. And they’re not just selling policies anymore. They’re selling cybersecurity solutions too. ...
More Articles
Negligence, Gross Negligence, and the Clauses That Decide Your Fate
Most MSP disputes aren’t about who’s perfect. They’re about who looks reasonable on paper. When claims from a client, an insurer, ...
How MSPs Can Lead Clients Through CMMC Implementation
Introduction With the Department of War (née Department of Defense)’s Implementation of CMMC 2.0 now set to begin on November 10, 2025, MSPs have a strategic window to position themselves as trusted cybersecurity and compliance partners. Many of your existing ...
Your Front Desk Just Shared a Quote with ChatGPT (And You Didn’t Even Know It)
I was onsite with one of our MSP partners the other day. Yeah, I still do that. I like to see the war zone up close once in a while. So I walk into their office, say hi, and ask ...
Why Treating AI Like Your IT Doctor Is Putting Your Business at Risk
Right now, millions of people are experimenting with AI tools as if they were personal doctors. They type in their symptoms, ask for a diagnosis, and walk away with treatment advice—all without ever seeing a medical professional. It feels fast, ...
The Annual Tradition of Forgetting Everything We Learned About Cybersecurity
Because nothing says “security first” like annual PowerPoint fatigue. Well, it’s that time of year again. Pumpkin-spiced coffee, ghosts and goblins, trees turning colors, and holiday ads airing entirely too early. Oh yeah, and Cybersecurity Awareness Month! I almost forgot. ...
You’re Using Your Smartest Engineer Wrong (And So Are Your Clients)
What if I told you that you’re misusing the most powerful engineer on your team? No, not Josh. Not the guy with the beard who still thinks ZFS is the answer to everything. I’m talking about AI. And right now? ...
SpamGPT Just Weaponized the PDF. Now What?
You ever get that gut feeling when something smells off? That’s what one of our partners felt when a client forwarded them a resume last week. We helped them analyze it. The issue? It looked like a normal PDF. Clean, ...
What a New Lawsuit Can Teach Us About Cyber Liability and Documentation
When a cyber insurance provider sues vendors after a ransomware incident, it’s not just about fault—it’s about proof. In Ace American Insurance Co. v. Congruity 360 and Trustwave, we see how courts allocate responsibility—and why the side with the best ...
The Night Your Security Tools Died
Let’s start with a bedtime story. You've probably lived it. It’s 2:13 a.m. Your phone’s going off like a smoke alarm. Caller ID: CFO. “Nothing works. Are we—are we hacked?” You roll over, crack open the laptop. Your RMM is ...
Why Plaintiff Attorneys Are Watching Your Breaches—And Why You Can’t Hide
Managed Service Providers (MSPs) sit at the heart of their clients’ IT and cybersecurity. But when it comes to data breaches, MSPs often underestimate who’s paying attention. It’s not just regulators and customers—it’s also plaintiff attorneys eager to file class-action ...
The Tale of Two MSPs: Why Buying Every Shiny Security Tool Is Killing Your Business
This week, I’m at a security event. You know the scene: vendor hall packed with shiny solutions, MSP owners wandering the aisles, scratching their heads, trying to figure out what’s “must-have” and what’s just sales smoke. I talked to two ...
Overwhelmed by Alerts? Here’s How MSPs Can Finally Break Free from the Noise
The flood of alerts is killing your team’s focus—and your clients’ security. Default vendor alerts are too noisy. Engineers are drowning in false positives, ignoring real threats, and burning out in the process. If you’re running an MSP, you’ve seen ...
