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Chronicles

The story behind the story

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Israel-based Pcysys, which develops an automated penetration testing service for cybersecurity risk assessment, raises $25M Series B led by Insight Partners

Globes Online :

Globes Online

Context & Ripple Effects

This round caps a fast climb: Pcysys closed a $10M Series A barely ten months earlier, and the $25M Series B under Insight Partners' lead signals that automated penetration testing had moved from novel idea to fundable category. Insight's involvement also fits its broader Israeli cyber appetite — the same firm later led Cycode's $56M Series B in DevOps security.

The competitive set was already forming: XM Cyber had raised $22M for automated simulation of advanced persistent threats, meaning two Israeli startups were converging on the same thesis — replace manual red-team engagements with continuous, software-driven attack simulation.

First-order effects

  • Pcysys gets the capital to scale sales and product for its automated pen-testing service, directly challenging manual penetration-testing consultancies on speed and coverage.
  • Insight Partners adds another Israeli cybersecurity asset to a portfolio it kept building through 2020-2021.

Second-order effects

  • Rival XM Cyber, selling automated APT simulation to the same risk-assessment buyers, faces a better-funded competitor and pressure to raise and differentiate.
  • The round validates breach-and-attack simulation as a budget line for CISOs, pulling more venture money toward adjacent automated-security categories like Cynet's endpoint response.

Third-order effects

  • Penetration testing structurally shifts from periodic consultant engagements to always-on platforms — a trajectory confirmed when Pcysys rebranded as Pentera and raised a $150M Series C at a $1B valuation sixteen months later.
  • Security spending migrates from point-in-time audits toward continuous validation tooling, reshaping how enterprises buy assurance and squeezing traditional pen-test service margins.

The trend: Enterprise security testing is being rebuilt around continuously automated attack simulation, with Israeli startups and repeat backers like Insight Partners setting the category's pace.