RESEARCH
The Least Engaged Person on Your Team Is Your Biggest Security Risk

Last week, I flew 81 Galacticos into Nashville. It was our offsite—a day to plan, get sharp, and punch some holes in our own assumptions. We do something at these events called Galactic Shark Tank. It’s exactly what it sounds ...
Cyber Trends
Microsoft Just Extorted You. Here’s What to Do About It.

You don’t have to upgrade to Windows 11. That’s the good news. The bad news? If you don’t, your business is about to enter a slow, painful spiral into cyber vulnerability and operational chaos. Right now, people are calling Microsoft’s ...
Well, That Didn’t Last Long: Why Your Cyber Strategy Can’t Be Based on Headlines

Not even a full week. That’s how long we had between a glimmer of good news and a fresh slap of reality. Just a few days ago, security analysts were celebrating. Ransomware payments, they said, were down. A win! Maybe ...
Your Data Was Stolen. And No One Noticed.

The ransomware headlines are dying down. And that’s exactly why you should be worried. Because while you’ve been breathing a little easier, thinking the cyber threats are fading… the game has already changed. And the attackers? They’re getting smarter, quieter, ...
Business Resilience
What Your Last IT Project Really Cost You

You did the thing every business does: You launched an IT project. Maybe it was a migration. Maybe a new app rollout. Maybe you just “upgraded some systems.” Great. You made the investment. You expected ROI. But here’s the question ...
You Just Lost Your Phone. Now What?

Let’s be honest. You probably don’t lose things. You don’t misplace your keys. You don’t forget where you parked. And your phone? It’s probably surgically attached to your hand. But here’s the thing—phones get lost. Phones get stolen. And if ...
You Can’t Scale If You Can’t Name the Dragon

I was having dinner the other night with a CEO of a $2 million MSP. He was excited. Like, jittery-excited. We hadn’t even ordered drinks before he started laying out all the “amazing things” his company had going on. New ...
Security Best Practices
The Least Engaged Person on Your Team Is Your Biggest Security Risk

Last week, I flew 81 Galacticos into Nashville. It was our offsite—a day to plan, get sharp, and punch some holes in our own assumptions. We do something at these events called Galactic Shark Tank. It’s exactly what it sounds ...
Your Gate Is Locked. But Is It Doing Anything?

Last week, I had a conversation with a CEO who just crossed a billion dollars in revenue. Yes, billion with a “B.” Big milestone. Big operations. Big targets. So why was he on the phone with me? Because his security ...
Change Your Password? No. Change Your Strategy Before It’s Too Late

Let me guess—you’ve been meaning to change your password. Great. But here’s the problem: if that’s your whole plan, you’ve already lost the game. We’ve seen inside the networks of companies just like yours. We’ve watched how your team behaves ...
More Articles
The Thank You Tour: The Simple Habit That Transformed My Leadership (and My Friday Afternoons)
Let me guess: you make time to follow up when things go wrong. You spot the mistake. You catch the error. You bring the heat. And yes, you do it because you care—about the business, the clients, the mission. But ...
Change Your Password? No. Change Your Strategy Before It’s Too Late
Let me guess—you’ve been meaning to change your password. Great. But here’s the problem: if that’s your whole plan, you’ve already lost the game. We’ve seen inside the networks of companies just like yours. We’ve watched how your team behaves ...
The Day After the Breach: 3 CFO Mistakes That Turn Cyber Incidents Into Lawsuits
You’ve balanced the books. Squeezed every dollar from operations. Watched every hire, lease, and expense. But while you’ve been busy protecting the budget… who’s protecting you the day after a breach? Let’s be clear: when hackers hit, it’s not your ...
Cyber Chaos at Marks &; Spencer: No Plan, No Sleep, No Excuse
You might not shop there, but you should pay attention. Marks & Spencer, or M&S, is a British retail giant—think Macy’s meets Whole Foods. They’re one of the most recognizable names in UK retail. Hundreds of locations. Thousands of employees. ...
You Can’t Scale If You Can’t Name the Dragon
I was having dinner the other night with a CEO of a $2 million MSP. He was excited. Like, jittery-excited. We hadn’t even ordered drinks before he started laying out all the “amazing things” his company had going on. New ...
When the Breach Happens, You’re Not the Victim—You’re the Defendant
Let’s start with the bad news. When your company gets breached—and you will get breached—you won’t be the victim in anyone’s eyes. Not your insurer. Not the regulators. Not your board. And definitely not the people whose data was impacted. ...
The One Lie That’s Killing Your Business (and the Seat It’s Sitting In)
I had breakfast with Jim Collins the other day. Okay—he was on stage. I was in the crowd of 400 CEOs, frantically taking notes while inhaling burnt coffee and half-warm Styrofoam eggs. But I was there. I heard him speak ...
Meet Your Newest Security Risk: The AI Tool You Just Approved
I just got back from a CEO coaching conference. It was one of those events where everyone’s armed with a fresh Moleskine notebook, wearing their serious thinking face, ready to scribble down the next big idea that’ll double their revenue ...
CEOs Are About to Get Wrecked (Unless We Step Up)
Last night, I went to a different kind of event. Usually, I’m surrounded by the people who write code, deploy firewalls, and clean up the digital blood after a ransomware attack. The folks who actually know how a single missed ...
Well, That Didn’t Last Long: Why Your Cyber Strategy Can’t Be Based on Headlines
Not even a full week. That’s how long we had between a glimmer of good news and a fresh slap of reality. Just a few days ago, security analysts were celebrating. Ransomware payments, they said, were down. A win! Maybe ...
Guilty Until Proven Secure: Why Compliance Is Your Only Defense
You know the drill. You’re the CEO of a growing business. You’ve hired a sharp IT provider. You’ve got antivirus. Backups. Firewalls. Maybe even cyber insurance. You sleep at night thinking you’ve checked the right boxes. But here’s the twist: ...
How Your Phone is Selling You Out—and What to Do About It
Let’s talk about your phone. No, not the $1,000 mini-computer you use to doom-scroll LinkedIn while pretending to listen in meetings. I’m talking about the single most dangerous piece of technology in your environment—because it’s the one that’s most personal, ...