Resources
Why Cybersecurity Spending Fails Without a Clear View of Your Cyber Liability
Most organizations invest in cybersecurity because they feel they have to. Threats are increasing, insurance requirements are tightening, and customers, regulators, and partners expect some level of protection. Doing nothing no longer feels like an option. So companies spend money. They buy tools, ...
Cyber Trends
“Grandpa, I need help!” — Why Vishing Just Became Everyone’s Problem
Vishing Attacks Are Up 442%—And They’re Coming for Your Family and Your CEO There’s a new scam in town—and it’s wearing a familiar voice. You’ve probably heard of phishing. But now there’s vishing—voice phishing—and according to CrowdStrike, it’s up 442% ...
The Windows 11 Time Bomb Your MSP Forgot to Mention
Let me tell you a story. It starts like most horror stories do—with a false sense of security. I sat down recently with the CEO of a well-run, 250-person company. Smart guy. Good business. Solid MSP. We talked shop: headcount, ...
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 ...
Business Resilience
Part 2: Coffee or a Crisis: The CEO’s Choice in Cybersecurity
Last time we looked at why tabletop exercises matter and how they can reveal the cracks business leaders don’t notice until ...
The Silent IT Risk That Can Wreck Your Company Value: Tribal Knowledge
When CEOs and CFOs think about cybersecurity risk, they think about hackers, ransomware, and data breaches. What they do not think about is the way their own IT teams operate—and how that internal process can make or break the company ...
Could Your Business Survive a Cyberattack? (Most Can’t—and Won’t)
The US bombed Iranian nuclear facilities last week. The result? A “spectacular military success,” sure—followed immediately by the Department of Homeland Security warning that Iran’s state-backed hackers (and a gaggle of bored ...
Security Best Practices
Why You Keep Adding Security Tools but Still Feel Unsafe
If you run a business today, you already know how overwhelming security can feel. A new scam shows up in the news, so you add a new tool. A software vendor tells you their product will keep you safe, so you subscribe. ...
Your Cyber Budget Is Growing, But So Is Your Risk
You walk into the office. The lights are on. The coffee’s brewing. Everything looks normal. Until it isn’t. Your laptop won’t boot. Your cloud drives are empty. Every desktop screen in the building is showing the same message: “Your files ...
Stop Trying to Boil the Cybersecurity Ocean
Let’s not pretend. Cybersecurity sounds exhausting. You’ve got a business to run, people to manage, goals to hit, and now someone’s telling you that you need 40 new policies, a risk framework, and maybe a cybersecurity bootcamp just to stay ...
More Articles
Your Data Is Missing, Your Clients Are Calling, and You Have No Plan
You have data. Some of it keeps hackers up at night. The rest just keeps your business running. Either way, it all matters when the breach hits—and if you don’t know where it lives, how to prioritize it, or how ...
Think Your IT Team Has You Covered? Let’s Find Out.
Are your IT people taking the right steps to protect your business? Here’s a simple test. One question. No tech degree required: When’s the last time you reviewed an Incident Response Plan they wrote for you? If your answer is ...
The Breach Is Bad. The Response Is Worse.
You’ve been breached. Your inbox is offline. Your phones are ringing. Your team is scrambling. Clients are calling. The board wants answers. And you? You’re staring at the ceiling, trying to remember who’s supposed to talk to the press. This ...
Is Your IT Guy About to Lose You Your Business? Your Career? Your House?
If you’re a CEO, CFO, or business owner, your IT guy might be the weakest link in your liability chain. Yeah, I said it. This is the person who couldn’t get your email to sync on your phone last week. ...
Joy’s $300K Ice Cream Disaster: Why CEOs Should Fear Sugar Cones and Section 5
Last week, I had an ice cream cone. The old-school sugar kind. Delicious, nostalgic—and apparently a hacker favorite. Because back in February 2023, the folks at Joy, the ice cream cone company, got breached. That’s right—cone makers. And not just ...
You Trained the Interns. But Who Trained the Guy With the Keys?
You’ve probably sat through user awareness training at some point. “Don’t click links from Nigerian princes.” “Don’t send wire transfers to people you’ve never met.” You’ve checked that box. You’ve probably made your employees do it too. Maybe even once ...
You Can Do Everything Right—And Still Get Sued
His team scrambled. Worked all hours. Pulled the company back online. They did it fast. They did it clean. Then they did what responsible companies are supposed to do. They sent out breach notifications. They offered identity protection to the ...
Your Security Software Can Be Bypassed—Will Your Evidence Hold Up in Court?
Let’s start with a question: Have you ever inspected your IT team’s work? Not asked them how things are going. Not nodded while they mentioned “zero trust” and “EDR.” Actually inspected their work. Because you do it everywhere else. You ...
Sued Yet? You Will Be.
I was talking to a lawyer the other day—one of the good ones. The kind who’s seen too many “it’ll never happen to me” business owners get chewed up in court. I asked him a simple question: “How do you ...
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 ...
You Thought You Were Safe. You Weren’t. Now the Clock Is Ticking.
For years, small business leaders have operated under a dangerous assumption: “We’re not big enough to be a target.” That illusion? It’s gone. Just ask the British retailers—Harrods, Marks & Spencer, and the Co-op—who’ve been dragged into the spotlight after ...
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 ...
