Are CISO's Technical?

I got asked this question this week by a founding engineer... was a nuanced answer.

Aug 24 • Ayman Elsawah

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Is Skynet, Ex-Machina, and HAL becoming a reality?

For 5 days a frontier model broke out of jail and hacked another company at machine speed.

Aug 2 • Ayman Elsawah

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May 2026

What does a Head of Security actually do?

People underestimate all the things a security leader has to do, let's clarify

May 25 • Ayman Elsawah

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Strategy For Enabling Safe AI Usage

A 4 tier plan on enabling AI safely in the workplace

May 18 • Ayman Elsawah

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Are Assessments Dead? Should Infra report to the CISO? Copilot pauses new signups! Is AGI here?

Adrian Sanabria, Jason Haddix, Ross Haleliuk, Mo Gawdat and more

May 4 • Ayman Elsawah

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April 2026

Don't Be An NPC

Using AI is fine. Outsourcing your thinking is not.

Apr 20 • Ayman Elsawah

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March 2026

How to Hire a CISO or Head of Security For High Growth Startups

I’ve had the privilege of working with high growth startups for 7 years now, functioning as a Head of Security, Dir of Security, Deputy CISO, CISO…

Mar 9 • Ayman Elsawah

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The AI + Security Issue

Is AI to blame for vibe coded security issues?

Mar 1 • Ayman Elsawah

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February 2026

Defining Risk

We all use the term, but have we stopped for a moment to try and understand what it really means?

Feb 17 • Ayman Elsawah

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September 2025

It’s Time To Shift ZERO

Forget shift left. With AI we can now Shift ZERO.

Sep 18, 2025 • Ayman Elsawah

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July 2025

The Good, The Bad, and The Ugly of vCISO Life

The Good, The Bad, and The Ugly of Fractional CISO Life

Jul 6, 2025 • Ayman Elsawah

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May 2025

RSAC 2025 Recap

Innovation Sandbox winners and early thoughts on AI

May 5, 2025 • Ayman Elsawah

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