A deepfake red team engagement is an authorized security assessment in which AI-generated voice, video, and messaging are used to impersonate trusted people inside an organization, in order to test whether that organization's people and processes can be manipulated. Unlike a phishing simulation, which ends when a user clicks a link, a deepfake red team engagement continues into the process that follows: the callback to a spoofed number, the helpdesk approving a credential reset, the finance approval that releases a payment.

OSES™ stands for Orchestrated Social Engineering Simulation, a methodology developed by Breacher.ai. An OSES™ engagement coordinates multiple synthetic channels at once, including AI voice calls, deepfake video, email, and messaging platforms, so the simulation mirrors how a real attacker builds trust across channels rather than testing a single email in isolation.

Security awareness training and phishing simulation measure whether an individual clicks a link and whether they report it. A deepfake red team engagement measures what happens after that point. It tests whether the helpdesk verifies identity before resetting a password, whether finance follows callback procedure before releasing funds, whether the escalation path holds under pressure, and whether existing defensive controls detect the activity at all. Click rate measures individual detection. A red team engagement measures organizational process resilience.

Detection is not a reliable control. Across Breacher.ai engagements spanning voice, video, email, SMS, and collaboration platforms, 63% of the people tested could not distinguish synthetic voice or video from a real person while the interaction was happening. Because individual detection cannot be relied upon, resilience has to be built into process controls: verification procedures, callback rules, and approval workflows. Testing those controls is what an OSES™ engagement is designed to do.

A deepfake phishing simulation is an authorized test in which AI-generated voice, video, or messaging impersonates a trusted person in order to measure how an organization responds. Unlike traditional phishing simulation software, which sends an email and records who clicked, deepfake phishing simulation reproduces the synthetic voice call or video meeting that real attackers use to establish credibility before any request is made, then follows the interaction into the process that acts on it.

In four stages. Open-source intelligence establishes who would be impersonated and which business processes an attacker would target. Synthetic voice and video assets are generated for those specific people. The simulation is delivered across coordinated channels, typically an AI voice call, then video inside Teams, Meet or Zoom, then email or SMS. Finally the engagement continues past the point of engagement into the helpdesk approval, callback procedure, or payment authorization, and findings are reported at the organizational level. The first cycle runs fully managed and external, with no software installed and no integration into your environment.

Yes. Vishing simulation using cloned executive voices is the most requested single component, because AI voice is where most orchestrated attacks begin. Campaigns place outbound calls, hold a live conversation if answered, leave a callback voicemail if not, and handle the inbound callback autonomously. For CEO fraud prevention specifically, the test targets the approval chain rather than the individual: whether the wire threshold triggers a callback, whether that callback goes to a verified number, and whether an urgent request from a familiar voice can bypass either.

Yes, and it is a large share of the work. Engagements run fully external with no software installed and no changes to your security stack, which removes most of the change-control burden that blocks testing in regulated environments. Deliverables include third-party assessment documentation and attestation suitable for auditors, cyber insurance underwriters, and frameworks requiring evidence of awareness and control testing. Clients include financial services, banking, global law, energy, and public sector organizations.

Breacher.ai works with CISOs, VPs of Security, and Security Directors running red team or assessment programs, and with Security Awareness Managers and training leads who need realistic AI impersonation content. Clients include Fortune 500 transportation, manufacturing, and energy companies, financial services firms, global law firms, and public sector organizations.