
The Playbook
Lessons from the Frontlines
Insights from a Career in Cybersecurity
After 25 years in cybersecurity, from startup founder to Fortune 500 CISO, this book focuses on the human challenges of security leadership. Real experiences, honest failures, and hard-won lessons. Learn practical frameworks like “State Reality, Inspire Hope” and discover people-first approaches that sustain performance without burnout.
“Building and sustaining security in major enterprises is much more than a technical discipline. Rather, it’s an intense leadership challenge balancing influence, grit and team building. Assaf’s personal journey revealed in this book contains lessons for all security professionals - whether you are starting out or an established leader you will love this.”Phil Venables
Former CISO Goldman Sachs, Google Cloud, VC Partner
Also available at Barnes & Noble, Walmart, Target, and Wiley.
More lessons in your inbox
Frameworks and frontline notes for security leaders. No spam, unsubscribe anytime.
Praise for the Book
What Readers Are Saying
Assaf's writing style is immediately engaging. Readers will delight in his humble real life experiences and lessons learned on his way to earning a top executive seat in the thrillingly dynamic field of CyberSecurity.

Kate Abrams
Senior Director, People Partner, Google
As both a former CISO and current CEO, I wish I'd had this book early in my career. Keren cuts through the noise to deliver what security leadership actually requires: practical frameworks forged through real failures and hard-won successes. This isn't theory, it's battle-tested wisdom that will make you more effective from day one.

Guy Bejerano
CEO, SafeBreach
This book offers a rare and powerful opportunity to learn directly from his extensive experience as a CISO. As a former colleague who had the privilege of learning directly from Assaf, I can personally attest to the invaluable wisdom and world-class expertise contained within these pages.

Renana Friedlich-Barsky
CISO, LPL Financial
I've known and admired Assaf for years. What makes this book so powerful is that it's not theory – it's hard-won lessons from someone who has built, rebuilt, and led security at the very top. Any current or aspiring security leader will walk away with practical insights they can apply immediately.

Sid Trivedi
Partner, Foundation Capital
Reading this book feels like sitting down with a trusted mentor who has lived through every security challenge you can imagine. Assaf writes with the simplicity and authenticity of someone who's been in the trenches, made hard calls, and learned from both wins and setbacks.

Ross Haleliuk
Security Industry Expert
Building and sustaining security in major enterprises is much more than a technical discipline. Rather, it's an intense leadership challenge balancing influence, grit and team building. Assaf's personal journey revealed in this book contains lessons for all security professionals - whether you are starting out or an established leader you will love this.

Phil Venables
Former CISO, Goldman Sachs / Google Cloud
Assaf Keren shows how curiosity helps security leaders identify important threats, and how grit, resilience, and communication build effective security teams.

Gunnar Peterson
CISO, TD Bank
As a journalist who has covered cybersecurity, I expected the book to be a technical deep dive. Instead, it highlights just how much of the job comes down to judgment and people skills, while still giving a strong dose of practical advice professionals can bring to the job.

Ron Miller
Founder, FastForward