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.
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

Course curriculum
What you'll learn
Eight sessions covering every dimension of security leadership — from the boardroom to the war room.
Welcome & The Security Leadership Framework
10:54Setting the stage for everything that follows. The four-part framework that organizes every lesson in this course — and why the order matters.
Your Inner Game: Curiosity, Grit & Optimism
14:13Before you can lead anyone else, you need to build something stable inside yourself. Three daily practices that separate resilient leaders from the rest.
Execution & Change Management
13:48Getting things done without breaking people. How to execute without waiting for permission and navigate constant organizational change.
Speaking Business
13:50Acumen, diplomacy, and communication that sticks. How to speak the language of the business so your priorities become their priorities.
The Mental Toll
12:18Protecting 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.
Your Tribe
11:18Mentors, peers, and the community that carries you. The people around you who sustain you through the moments when practices alone aren't enough.
Leading From the Front
11:22What strategic security leadership actually looks like. How to lead at scale and think about security the way a product manager thinks about a product.
Product Thinking & What's Next
12:11Security 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
One payment. Lifetime access. Start watching immediately.
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
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
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
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%