With Gratitude Ep 5: Cat and Mouse

If the attacker gets a head start every single time, what's actually left as your advantage?

Topics We'll Explore:

• What a leaked API key cost an attacker in skill and time ten years ago versus what it costs them today, and why that one example explains everything that's changed
• Why AI didn't tip the balance toward the defender or the attacker — it poured fuel in both tanks, and action is still faster than reaction
• What it means to put AI agents on the alerts nobody should burn a career on, with real guardrails, so human judgment goes where it's irreplaceable
• The honest cost of seeing more: your budget was set when you couldn't find these problems, and now you can find all of them
• Shadow AI and the push-pull every leader is living right now — how you govern something you're actively rooting for
• Where the human stays in the loop permanently, no matter how good the models get

You'll hear Matt on twenty-five years of doing this work twice over — for one of the largest retailers in the world and in uniform for the Air National Guard — on what happens when a state's cyber team shows up for a ransomwared school district, and on helping a partner nation close a ten-year gap with live translation running in his ears. Which, in his experience, teaches you as much as you give.

It's Cybersecurity Awareness Month, and this one ends where it should: one thing you can actually do next week.

Register here.