Assaf Keren

Assaf Keren

Former PayPal CISO · Author · Executive Advisor

The Security Leadership
Masterclass

8 sessions. 25 years of frontline experience. The frameworks that actually work under pressure.

See what's inside

One payment. Lifetime access. Secure checkout via Stripe.

Team plans available — save 15% & get a free book with every seat

8 Video Sessions

~15 min each

~1.5 Hours Total

Watch at your pace

Wiley-Published

Based on the book

C-Suite Ready

Built for leaders

Your instructor

25 years distilled into 8 sessions

This isn't a certification course. There are no compliance checklists. It's the leadership intelligence I wish I had early in my career — the kind you only get from sitting in the hard rooms.

  • Former CISO at PayPal & Qualtrics
  • Author of Leadership in Cyber (Wiley, 2025)
  • 25+ years of frontline security experience
  • Board advisor and keynote speaker
Assaf Keren

Course curriculum

What you'll learn

Eight sessions covering every dimension of security leadership — from the boardroom to the war room.

W

Welcome & The Security Leadership Framework

10:54

Setting the stage for everything that follows. The four-part framework that organizes every lesson in this course — and why the order matters.

1

Your Inner Game: Curiosity, Grit & Optimism

14:13

Before you can lead anyone else, you need to build something stable inside yourself. Three daily practices that separate resilient leaders from the rest.

2

Execution & Change Management

13:48

Getting things done without breaking people. How to execute without waiting for permission and navigate constant organizational change.

3

Speaking Business

13:50

Acumen, diplomacy, and communication that sticks. How to speak the language of the business so your priorities become their priorities.

4

The Mental Toll

12:18

Protecting yourself as a security leader. The section most leadership courses skip — what this job actually does to you mentally, and what to do about it.

5

Your Tribe

11:18

Mentors, peers, and the community that carries you. The people around you who sustain you through the moments when practices alone aren't enough.

6

Leading From the Front

11:22

What strategic security leadership actually looks like. How to lead at scale and think about security the way a product manager thinks about a product.

7

Product Thinking & What's Next

12:11

Security as a product. The AI frontier. How every framework from this course applies to the biggest challenge our industry is navigating right now.

Buying for your team? Save 15% per seat + free Kindle book

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The wisdom of an entire career distilled into a digestible video series. I have learned so much and revisit each section frequently to absorb more.

Adam Arellano

Adam Arellano

Field CTO, Harness

Real experiences and advice from a cybersecurity executive who has been through the trenches and boardrooms, and more critically, shared in a pragmatic structure for all cybersecurity professionals.

Stan Lee

Stan Lee

CISO, Earnin

The direct access to a world class CISO provided me with the practical skills and leadership insights needed to excel in my role.

Renana Friedlich-Barsky

Renana Friedlich-Barsky

CISO, LPL Financial

Ready to lead differently?

Every module is built from real situations — including ones that were not comfortable to be in. This is the course I wish existed when I started.

Group plans from $510/seat — includes a free copy of the book

Secure checkout via Stripe. 14-day money-back guarantee.

$600 · Lifetime Access

Teams save 15%