Lead Offensive AI Security at Plain Concepts

Worldwide | Sept. 30, 2026

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Company: Plain Concepts

Country: Worldwide

Type: Remote

Employment: Full-time

Description:

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.

• 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 vulnerabilities, and exploit validation.

• Experience implementing or improving Secure SDLC practices, including threat modeling, secure code reviews, vulnerability management, and remediation workflows.

• Hands-on experience using LLMs, AI agents, or AI-powered security tools to enhance testing and automation activities.

• Experience integrating security into CI/CD pipelines and modern cloud environments.

• Knowledge of application security tooling, including SAST, DAST, Software Composition Analysis, and Secrets Scanning.

• Strong programming or scripting skills, preferably with Python or PowerShell.

• Experience with offensive security tools such as Burp Suite, Nmap, or similar technologies.

• Understanding of AI application security risks, including prompt injection, data leakage, retrieval access controls, and unsafe tool execution.

• Excellent communication skills, with the ability to explain technical findings to both technical and non-technical audiences.

• Fluent Spanish and English.

Nice to Have:

• OSCP, OSWE, CRTO, or GIAC certifications.

• Experience building security methodologies, frameworks, or internal security services.

• Background in consulting or client-facing security engagements.

• Experience leading security transformation initiatives.

• Knowledge of Azure and GitHub security ecosystems.

• Salary determined by the market and your experience 🤑

• Flexible schedule 35 Hours / Week 😎

• Fully remote work (optional) 🌍

• Flexible compensation (restaurant, transport, and childcare) ✌

• Fully free health insurance, with a co-payment for dental services 🚑

• Individual budget for training or equipment and free Microsoft certifications 📚

• English lessons 🗽

• Birthday day off 🌴🥳

• Monthly bonus for electricity and Internet expenses at home 💻

• Discount on gym plan and sports activities 🔝

• Plain Camp (annual team-building e

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