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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April 2025

Jokes On Us 🤣

This April Fool’s totally surprised me.

Apr 3, 2025 • Ayman Elsawah

March 2025

Avoid Root Canals In Security

Table of Contents

Mar 3, 2025 • Ayman Elsawah

February 2025

Everything You Need To Know For A Successful Pentest

Table of Contents

Feb 23, 2025 • Ayman Elsawah

The Dark Side of Security Leadership

This post got a little long, although still not comprehensive, but I hope it provides insight into how security teams work (or don’t) at organizations…

Feb 10, 2025 • Ayman Elsawah

January 2025

Turn 'No' Into a Conversation

Table of Contents

Jan 26, 2025 • Ayman Elsawah

December 2024

Platform Risk & A Personal Message

I’m trying a new format today.

Dec 29, 2024 • Ayman Elsawah