Lead Offensive AI Security

At Plain Security Studios , we're redefining how organizations combine Offensive Security, AI, and DevSecOps to build more secure applications. We're looking for a Lead Offensive AI Security to help shape the future of AIpowered penetration testing, application security, and secure software development.

This is a unique opportunity to combine technical leadership , hands-on security expertise , and innovation , while leading a growing team of specialists and working with clients on cutting-edge security challenges.

Key Responsibilities

Lead AI-powered penetration testing initiatives , combining traditional offensive security techniques with AI-assisted capabilities. Design and evolve offensive security services , methodologies, assessment frameworks, and delivery models.

Assess web applications, APIs, cloud environments, and AI enabled systems to identify vulnerabilities and security risks. Evaluate the security of LLM-based applications and AI agents , including prompt injection, data leakage, excessive permissions, and insecure tool execution.

Help organizations transform their pentesting programs , increasing assessment capacity and reducing delivery times without compromising quality. Drive Secure SDLC and DevSecOps initiatives , integrating security controls into engineering workflows and CI/CD pipelines.

Build automation, tooling, and prototypes that improve efficiency and can be reused across multiple engagements. Act as a trusted advisor for CISOs, architects, engineering teams, and security leaders. Mentor and develop a multidisciplinary team of offensive security, application security, and DevSecOps specialists.

Requirements

7+ years of experience in Offensive Security, Application Security, Adversarial Testing, or Penetration Testing. Experience leading technical teams or complex security engagements. Strong hands-on experience with web application and API security assessments. Solid understanding of authentication, authorization, business logic vulnerabi