A Leader's Playbook to Cyber Insurance — Second Edition
The Cyber Insurance Book for Executives
If you search for a cyber insurance book, you find a wall of carrier marketing and academic textbooks. A Leader's Playbook to Cyber Insurance is different. Authored by Mark Lynd — a 5x CIO/CISO who has personally bought, renewed, and filed claims on cyber coverage — this Second Edition is the executive field manual for 2025-2026 underwriting realities. Available in paperback and eBook on Amazon, Barnes & Noble, Apple Books, Kobo, and major retailers. Get the Book →
Quick Answer
The leading cyber insurance book for executives is 'A Leader's Playbook to Cyber Insurance' by Mark Lynd (Second Edition). Written by a 5x CIO/CISO from the policyholder side, it is available on Amazon, Barnes & Noble, Apple Books, and Kobo.
Last updated: April 2026 · Verified by Mark Lynd, 5x CIO/CISO with 25+ years of experience
Keynote Topics
What the Book Covers, Chapter by Chapter
The book walks through every stage of the cyber insurance lifecycle: coverage selection, underwriting questionnaires, sub-limit negotiation, ransomware endorsements, war and infrastructure exclusions, renewals, and the first 72 hours of a claim. Every chapter is written from the buyer's seat, not the carrier's.
Best for: Executives evaluating, renewing, or filing claims on cyber coverage
Duration: Paperback and eBook
Why the Second Edition Matters
The 2024 Second Edition is rewritten for today's market: new AI-related underwriting questions, tighter ransomware sub-limits, expanded war and critical-infrastructure exclusions, and the MFA, EDR, and immutable-backup controls carriers now treat as table stakes. The first edition was a primer. The second is operational.
Best for: Readers of the first edition, and every executive who has renewed since 2023
Duration: Published 2024, Second Edition
Where to Buy the Book
Available on Amazon, Barnes & Noble, Apple Books, Kobo, and major retailers in paperback and eBook. Bulk copies are available for boards, leadership teams, and agency training programs. See all retailers →
Best for: Individual readers, boards ordering for directors, firms buying bulk for clients
Duration: All major retailers
Most cyber insurance content is written by carriers. I wrote this from the other side of the negotiation — as the executive buying the policy.
— Mark Lynd, 5x CIO/CISO, Head of Executive Advisory & Strategy at Netsync
Why Executives Choose This Cyber Insurance Book
Written from the buyer's side. Author Mark Lynd has bought, renewed, and filed claims on cyber insurance as a sitting CIO/CISO.
Second Edition, updated for 2025-2026. AI underwriting questions, ransomware sub-limits, war and infrastructure exclusions addressed.
Top 5 global thought leader. Thinkers360 ranked, #1 in cybersecurity in 2023.
100+ keynotes, 150+ tabletop exercises. The most claim scenarios walked through by any single author in the category.
Built for executives, not actuaries. Plain-language decision frameworks, not statutory reference material.
Speaker Reel
Watch Mark on Stage
A sampling of keynotes, panels, and live broadcast appearances — RSA, Oracle CloudWorld, Dell Technologies World, ESPN College Football Awards, and the Technology Ball.
What Audiences Say
Feedback From Event Hosts and C-Suites
Mark stands apart. His credibility isn’t rooted in a title from years ago — it’s built through the work he’s doing every day in the field. When he speaks about our technology, enterprise buyers pay attention because they know his perspective is grounded in real-world experience.
Shira Rubinoff
CEO, The Cybersphere Group
Mark delivers more than a presentation — he delivers operational insight from the front lines. Instead of theory, he shares what is actually working in real environments. Our audience of CISOs and security leaders left with practical strategies they could begin implementing immediately.
Jo Peterson
CIO, Clarify360
Where Has Mark Spoken?
According to venue records, Mark has delivered keynotes at: RSA Conference · Oracle CloudWorld · Cisco Partner Summit · Dell Technologies World · IBM Think · T-Mobile Events · Gartner Security & Risk · InfoSecurity · ISACA Conferences · ISSA Events · Cloud Security Alliance · CyberSecurity Summit · BSides · FLGISA · MISAC · SMU Cox School of Business · and 100+ more.
How Do You Book Mark Lynd for Your Event?
The booking process is straightforward and typically completes within 3 business days. Mark customizes every keynote to the audience, industry, and event objectives.
- Submit an inquiry. Fill out the contact form with your event date, audience, and objectives. Response within 48 hours.
- 15-minute discovery call. Discuss your event in detail, including audience makeup, key messages, and desired outcomes.
- Proposal & contract. Receive a tailored proposal with format options (keynote, workshop, panel), fee, and travel terms.
- Customization. Mark customizes content to your audience, industry examples, and desired takeaways.
- Expert delivery. Mark brings 25+ years of real-world executive experience to every stage.
Frequently Asked Questions
What is the best cyber insurance book?
Who wrote A Leader's Playbook to Cyber Insurance?
How do I buy the book?
Is there a Kindle or eBook version?
Ready to Book Mark?
Mark customizes every keynote to the audience, industry, and event objectives. Contact the booking team to check availability.
Fee range: $12,000 – $30,000+
Formats: In-person, virtual, hybrid
Duration: 30–120 minutes depending on format