Webinar Description
Key Takeaways
- Examines how AI is transforming offensive security practices and what this means for enterprise security strategy
- Covers the convergence of attack surface discovery and penetration testing into continuous, automated processes
- Designed for CISOs, security architects, vulnerability management teams and IT risk managers
- Includes real-world examples such as the exposure of 3 million CRM records via an unauthenticated MCP server
- Provides guidance on evaluating AI pentesting vendors for coverage, proof of findings and operational safety
About the Webinar
“How CISOs Should Think About Offensive Security in the Age of AI” is a live virtual webinar addressing how security leaders should adapt their strategies as artificial intelligence reshapes offensive security operations. The session is led by CyCognito CEO Rob Gurzeev and Senior Sales Engineer Tony Archer, combining executive perspective with technical expertise.
The webinar focuses on the practical implications of AI-powered security testing for enterprise environments, moving beyond theoretical discussions to examine what automated testing is already discovering in production systems.
Core Topics
The session explores the integration of attack surface management with continuous penetration testing, treating these traditionally separate disciplines as a unified, AI-driven process. Presenters will discuss how attackers may exploit vulnerabilities that conventional testing approaches overlook, using case studies to illustrate emerging risks.
Technical and strategic content includes:
- AI-driven attack surface discovery and its role in identifying hidden enterprise assets
- Continuous penetration testing versus periodic assessments
- Vulnerability discovery techniques enabled by automation
- Criteria for evaluating AI pentesting solutions, including coverage scope, evidence quality and safety controls
Continuous Threat Exposure Management Context
The webinar sits within the broader context of Continuous Threat Exposure Management (CTEM), an approach that emphasizes ongoing validation of security controls rather than point-in-time assessments. As attack surfaces expand through cloud adoption, third-party integrations and remote work infrastructure, organizations face challenges in maintaining visibility across all exposed assets. The session addresses how AI-powered tools can help security teams keep pace with these expanding environments while validating the effectiveness of existing defenses.
Who Should Attend
This webinar is intended for senior security professionals in medium to large enterprises. Relevant roles include CISOs, security executives, security architects, vulnerability management team leads and IT risk managers. The content is particularly applicable to those responsible for security strategy, risk management decisions and technology procurement for offensive security capabilities.