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Cyber Compliance

Cyber Liability

Insurance & MSP Liability

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If You Missed the Security Chaos of the ‘90s, You’re in Luck!

We’re all seeing it. AI is changing how we approach nearly every part of business. It’s taking meeting notes, spitting out action items, and building chatbots to handle the flood of internal questions. The potential benefits for busy teams and ...

Shadow IT Just Went Legal—and It's Coming for Your MRR

Earlier this year, a quiet courtroom in the Central District of California made noise the entire cybersecurity industry should be hearing: for the first time ever: a federal judge used the term “Shadow IT” in a legal ruling. And just ...

New State Cyber Rules Are Coming—Will You Be Ready, or Be the One They Blame?

California. New York. Massachusetts. One by one, states are turning up the heat on cybersecurity regulations—and if you're not preparing your clients for what’s coming, you're not just behind. You're exposed.  Last week I blogged about upcoming California rules requiring ...

Vibe Hacking: The AI Nightmare Your Clients Aren’t Ready For

Do you have a plan to save your clients from the next big cybercrime wave?  Because it’s already here. And it has a name: vibe hacking.  Sounds harmless, right? Like something your marketing intern came up with after too much ...

Your Clients Are Already Breaking the AI Rules You Never Wrote

Let’s get real. Your clients are already using AI. They’re excited about how much more “effective” it makes them. Which means they’re doing the one thing you begged them not to do: Uploading PII? Happening. Copy-pasting sensitive client records into ...

The Portal Problem: Are You Still Driving a Horse and Buggy?

I was talking to an MSP the other day who said, “The portal’s slow. I can’t ever find what I need.”  So I asked him, “When’s the last time you logged in?”  His answer? A few months ago.  Holy cow.  ...

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 ...

Your Copilot Might Be Working for the Other Side

Let’s play a game. Imagine you hire a new assistant. Bright. Helpful. Always eager to please. You ask it to pull a report. It delivers. You ask it to summarize last quarter’s numbers. Done in seconds. Now imagine that same ...

The Dangerous Assumptions You’re Making

Your clients are making assumptions about you right now. They assume you’ve got their security handled. They assume you’re gathering the evidence. They assume you’ve already written their incident response plan. But here’s the problem: they’re wrong. I was on ...

The Silent Killer in Your MSP: Ambiguity

You think you’re being clear.  You told the client they needed MFA. You recommended better backups. You flagged that firewall. But when things go sideways—when data’s lost, insurance denies the claim, or the lawyers come knocking—they don’t remember your recommendations. ...

The #1 Role Every MSP Must Embrace Before a Competitor Replaces You

Your Clients Don’t Need Another IT Vendor. They Need a Cybersecurity Leader.  If you’re still selling managed services like it’s 2015, you’re already losing. The MSP market has shifted. The stakes are higher. Clients aren’t asking how many tickets you ...

AI Is About to Cost You More Than You Think

Here’s the thing nobody wants to say out loud:  Your employees are already using AI tools—whether you’ve approved them or not.  And some of those tools? They’re fantastic productivity boosters.  Others are ticking legal, compliance, and PR time bombs that ...