Decision frameworks for coverage, renewals, and claims
A Cyber Insurance Playbook for Executives
Playbook is the right word. A Leader's Playbook to Cyber Insurance — now in its Second Edition — is organized around the specific decisions executives have to make, not around statutory structure. Author Mark Lynd (five-time CIO/CISO, Top 5 global Thinkers360 thought leader) built the book to be opened mid-renewal or mid-incident, not read cover to cover. Available in paperback and eBook on Amazon, Barnes & Noble, Apple Books, Kobo. Get the Playbook →
Quick Answer
'A Leader's Playbook to Cyber Insurance' by Mark Lynd (Second Edition) is the executive playbook for cyber insurance decisions. It provides actionable frameworks for coverage selection, renewal negotiation, and claim filing.
Last updated: April 2026 · Verified by Mark Lynd, 5x CIO/CISO with 25+ years of experience
Keynote Topics
Decision-Making Playbook
When to raise a limit, when to accept a sub-limit cut, when to add social engineering coverage, when to push back on a war exclusion. Each decision is framed as a short play with triggers, options, and the downstream consequences.
Best for: Executives who need a framework, not a philosophy
Duration: Core playbook chapter
Renewal Negotiation Playbook
A 90-day renewal calendar, the control attestations to document first, the AI-related underwriting questions emerging in 2025-2026, and the negotiation moves that keep ransomware sub-limits intact. Written to be photocopied and used.
Best for: CISOs and CFOs entering a renewal cycle
Duration: Operational chapter
Claims Filing Playbook
The first phone call, the panel counsel choice, the forensic firm approval, the ransom authorization — sequenced in the order they actually occur. Mistakes in the first 24 hours can invalidate coverage; this playbook names each one.
Best for: IR teams and executives managing an active incident
Duration: Operational chapter
A policy tells you what you bought. A playbook tells you what to do with it.
— Mark Lynd, 5x CIO/CISO, Head of Executive Advisory & Strategy at Netsync
Why Executives Use This Cyber Insurance Playbook
Built for mid-crisis use. Open to the right chapter during a renewal or an incident — it is written to be used, not studied.
Second Edition. Rewritten in 2024 for AI underwriting questions, sub-limit compression, and new exclusions.
Author is an active practitioner. Mark Lynd is Head of Executive Advisory & Strategy at Netsync.
Informed by 150+ tabletop exercises. Every claim play has been tested under simulation.
Used by boards and leadership teams. Bulk orders available for director education.
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 A Leader's Playbook to Cyber Insurance?
How do I use the playbook at renewal?
Is the playbook useful during an active claim?
Where can I buy the playbook?
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