The Expired CISO

Stories from the CISO's Chair: Funny, Practical, Uplifting

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Welcome to the Big Chair

Pull up a seat (it’s comfier than it looks). Here you'll find candid tales from the trenches of Fortune 500 cybersecurity, peppered with wit, wisdom, and a dash of self-deprecating humor. Whether you’re an aspiring security pro or the freshly minted CISO, there’s something here for you.

When the Firewall Failed…

Spoiler: It wasn’t the firewall’s fault. Read how one misplaced comma nearly took down the entire network (and how we recovered over coffee).

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About the Expired CISO

I hail from the halls of Fortune 500 cybersecurity, where I’ve chaired board meetings, wrestled zero-days, and once tried explaining MFA to the janitor. But here, I’ll remain anonymous—just a trusty narrator in a tuxedo T-shirt, if you will. All stories are generalized and anonymized to protect the innocent (and to keep HR off my back).

No real names, no real companies—just lessons, laughs, and a peek behind the curtain. Welcome to the expired side: the badges may have lapsed, but the stories live on!