Cyber Risk Articles and Insights

Cyber Risk for Business Leaders

Bite Size Security is a short-form article series focused on how cyber risk affects business decisions, operations, insurance, and value. Each piece delivers concise, business-first perspective for CEOs, CFOs, and executives who want clarity without technical detail.

Latest Updates

Third-Party Cyber Risk in 2025: Breaches, Insurance Denials, and What CEOs Need to Fix Now

June 17, 2025

Third-party cyber risks are a leadership blind spot, not a technical problem. Let me show you how, why and what to do.

How AI Agents Will Disrupt Business: 10 Takeaways for CEOs and Leaders

June 13, 2025

Every productivity gain introduces a new security gap. Let's look at how AI agents will disrupt business & 10 takeaways for CEOs & leaders.

I’m Tired of Begging You to Care About Cybersecurity—Here’s Why You Should Anyway

May 28, 2025

Ignoring cybersecurity isn’t just risky—it’s a betrayal of your company, your team, and yourself. Let me show you why.

If I Were a Cybercriminal

May 20, 2025

If I were a cybercriminal targeting your business, here’s how I’d win. Not just by stealing your data—but by disrupting your operations.

When the Orders Stop: Ransomware, Business Continuity, and the Executive Blind Spot

May 6, 2025

Many organizations build their continuity plans to survive a few days, few are built to operate for weeks. This is where real losses happen.

Decide. Commit. Execute.

April 29, 2025

Decide that cyber risk isn't someone else’s problem-it’s a business risk that demands executive ownership. Commit to a strategy & execute it.

AI’s a Game-Changer—But Are You Ready for the Catch?

April 3, 2025

AI can supercharge your operations, but without a plan, it’s like handing a loaded gun to someone who’s never shot before. Get a plan for AI.

The Complacency Tax: Why ‘Good Enough’ Security Costs More Than You Think

April 1, 2025

Security that’s “good enough” is like a cheap umbrella. It might hold up in light rain, but when the storm hits, you’re left drenched.

Managing Third-Party Risk: Lessons from High-Profile Breaches

March 27, 2025

High-profile breach incidents, such as the AT&T data breach, have dramatically highlighted the landscape of third-party risk management.

The CEO’s Playbook: Safeguarding Your Business Against AI-Driven Cyber Attacks

March 25, 2025

In the era of AI, CEOs are navigating a dynamic landscape where the integration of innovation and cybersecurity is a crucial focal point.

Cybersecurity Incident Response Plans: Why Most Businesses Are Unprepared (And How to Fix It)

March 20, 2025

Executives often assume their IT team has an incident response plan; but assessments show us critical gaps. We look at how to fix them.

Cybersecurity in a Recession: Lessons from the Great Recession for 2025

March 13, 2025

One of the biggest mistakes during the Great Recession was businesses cutting cybersecurity first. Successful business CEOs do differently.

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