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Ready or Not? Test Your Ransomware Defenses Against Real-World Playbooks

Join Bishop Fox experts Tom Eston, AVP of Consulting and Trevin Edgeworth, Red Team Practice Director as they breakdown why ransomware emulations are the best way to test your defenses.

“What is our ransomware strategy, and how are you evaluating if it works?”
If you’ve gotten this question from leadership, you’re not alone — and answering it with confidence requires more than just a checklist.

This comprehensive session explores practical, real-world approaches to ransomware defense, helping security teams build and validate response playbooks that address the full attack lifecycle — from initial access to data exfiltration and encryption.

Summary

In this informative webcast, Bishop Fox's ransomware experts provide a detailed examination of modern ransomware attack methodologies and corresponding defensive strategies. The session begins by analyzing the evolution of ransomware attacks from opportunistic encryption campaigns to sophisticated double and triple extortion operations conducted by organized threat groups.

The presenters outline the complete ransomware attack chain, demonstrating how attackers progress from initial access (often through phishing, RDP exploitation, or VPN vulnerabilities) through lateral movement, privilege escalation, data exfiltration, and ultimately encryption. For each phase, the experts highlight specific defensive controls and detection opportunities that organizations can implement to disrupt attacks before they reach critical stages.

The core of the presentation focuses on developing comprehensive ransomware playbooks that address both prevention and response. The experts emphasize the importance of tailoring playbooks to specific organizational needs while ensuring they cover essential elements like containment strategies, stakeholder communication protocols, and recovery processes. Through case studies of recent ransomware incidents, the presenters illustrate how well-prepared organizations were able to minimize damage by quickly implementing their response playbooks.

The session concludes with guidance on testing ransomware defenses through realistic simulations and tabletop exercises, highlighting how Bishop Fox's Red Team services can help organizations identify gaps in their ransomware readiness before real attackers exploit them.

Key Takeaways

  1. Ransomware attacks follow predictable patterns - Despite increasing sophistication, most ransomware attacks follow similar operational steps that provide multiple opportunities for detection and disruption.
  2. Effective playbooks require cross-functional input - Comprehensive ransomware response playbooks must include perspectives from IT, security, legal, communications, and executive leadership to address all attack implications.
  3. Prevention remains more cost-effective than recovery - Organizations that invest in preventative controls like multi-factor authentication, proper network segmentation, and endpoint protection face significantly lower recovery costs than those focusing primarily on response.
  4. Regular testing validates defense effectiveness - Ransomware simulations and tabletop exercises reveal critical gaps in both technical controls and organizational response capabilities that might otherwise remain hidden.
  5. Recovery capabilities determine business impact - The difference between organizations that recover quickly and those that suffer prolonged outages often lies in the quality of backup systems and the regular testing of restoration procedures.
  6. Threat intelligence improves defensive prioritization - Understanding the TTPs of active ransomware groups allows security teams to focus defensive resources on the most likely attack vectors for their industry.

Tom Eston

About the speaker, Tom Eston

VP of Consulting and Cosmos at Bishop Fox

Tom Eston is the VP of Consulting and Cosmos at Bishop Fox. Tom's work over his 15 years in cybersecurity has focused on application, network, and red team penetration testing as well as security and privacy advocacy. He has led multiple projects in the cybersecurity community, improved industry standard testing methodologies and is an experienced manager and leader. He is also the founder and co-host of the podcast The Shared Security Show; and a frequent speaker at user groups and international cybersecurity conferences including Black Hat, DEF CON, DerbyCon, SANS, InfoSec World, OWASP AppSec, and ShmooCon.
More by Tom

Trevin Edgeworth

About the speaker, Trevin Edgeworth

Red Team Practice Director

Trevin Edgeworth is the Red Team Practice Director at Bishop Fox, where he focuses on building and leading best-in-class adversary emulation services to help customers of all sizes and industries strengthen their defenses against current and emerging threats.

Trevin has over 20 years of security experience; he has built and overseen red team programs for several Fortune 500 companies, including American Express, Capital One Financial, and Symantec Corporation. Other accomplishments include leading a security organization as Chief Security Officer (CSO) for a major security company. Trevin has led a variety of security functions in his career, including cyber threat intelligence, hunt, deception, insider threat, and others.

Trevin is an active member of the security community. He has presented at several industry conferences and been interviewed by leading publications on topics such as red teaming and threat intelligence.

More by Trevin

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