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Insights on continuous security validation—where AI expands coverage and humans prove real risk.

AI Pentesting Works. Building It Yourself Is the Hard Part.
featured blog

AI Pentesting Works. Building It Yourself Is the Hard Part.

AI pentesting works, but building it in-house is the hard part. Synack VP Chris Brown breaks down the reliability, token economics, model dependency and validation costs that come with building versus buying an AI pentesting capability.

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Chris Brown, VP EMEA at Synack
Chris Brown
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Blogs

How Often Should Enterprises Run a Penetration Test? Penetration Testing

How Often Should Enterprises Run a Penetration Test?

Most enterprises should treat annual penetration testing as a baseline, not a complete answer. PCI DSS is the one framework with an explicit annual and change-triggered mandate. SOC 2, the current HIPAA Security Rule, and ISO 27001 all expect testing to follow the organization's own risk assessment and control design, not one fixed calendar date. HHS has proposed an annual HIPAA pentesting requirement, but that rule has not been finalized. Enterprises that combine a formal annual assessment with change-triggered and continuous validation stay ahead of frameworks that were never designed around a single testing frequency.

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Paul Mote
Paul Mote
13 min read
Managed Bug Bounty: Why Provable Coverage Beats Blind Spend Perspectives on Security

Managed Bug Bounty: Why Provable Coverage Beats Blind Spend

Most security leaders can report what they spent on bug bounty last year. Far fewer can understand the value being delivered by proving what it actually tested. Open programs show which bugs were reported, not which assets received real, skilled attention. Managed bug bounty closes that gap. Researcher-hour and traffic analytics turn testing depth into evidence you can measure, not an assumption you have to trust, giving you coverage you can hand to a board, an auditor, or a compliance team.

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Dave Henderson
6 min read
Europe Is Regulating AI. America Is Accelerating AI. Both Need Offensive Security Validation. Perspectives on Security

Europe Is Regulating AI. America Is Accelerating AI. Both Need Offensive Security Validation.

Europe regulates AI through risk tiers and conformity checks. America accelerates AI through deregulation and infrastructure speed. Both models ask different questions but land on the same gap: neither tells you whether a live AI system actually holds up against real attacks. Enterprise AI security depends on evidence, not paperwork or policy. Continuous, human-validated offensive testing is the layer that both regulatory philosophies are missing and that every organization operating across borders actually needs.

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Angela Heindl-Schober, CMO at Synack
Angela Heindl-Schober
7 min read
BOD 26-04 Makes Exploitability the Priority Signal: Scanners Can’t Measure It Public Sector

BOD 26-04 Makes Exploitability the Priority Signal: Scanners Can’t Measure It

CISA's Binding Operational Directive 26-04, issued June 10, 2026, replaces the KEV directive with a four-variable risk model: asset exposure, KEV status, exploit automation, and technical impact. CISA publishes three of the four answers generically per CVE. The two that decide whether prioritization is defensible (real exposure and real impact in your environment) can only be proven by testing the asset the way an adversary would. Continuous, human-validated pentesting is built to produce that evidence.

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Scott Ormiston, Federal Solutions Architect
Scott Ormiston
6 min read
How Iberia Cards Uses Sara AI Pentesting to Stay Ahead of Modern Threats Customer Stories

How Iberia Cards Uses Sara AI Pentesting to Stay Ahead of Modern Threats

Iberia Cards CISO José Manuel Rivera García explains why he's stuck with Synack's PTaaS model across multiple organizations, and how running Sara AI Pentest alongside human researchers helps him balance regulatory compliance with real risk reduction. He also shares candid advice for other CISOs on avoiding the false sense of security that comes from infrequent testing and over-reliance on perimeter controls.

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Paul Mote
Paul Mote
9 min read
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