Role & seniority

AI Security Penetration Tester (expert level)

Stack/tools

AI Penetration Testing, AI automations, LLM testing, RAG pipelines
Security testing frameworks (intermediate)
Experience with AI/LLM security guidance (OWASP GenAI/LLM Top 10, NIST AI RMF)

Top 3 responsibilities

Perform adversarial security testing of AI/GenAI systems (LLM-powered apps, agentic workflows, RAG pipelines)
Develop/execute AI-specific attack scenarios (e.g., prompt injection, data leakage) and validate remediation
Create, maintain, and share repeatable AI testing methodologies/tools; lead AI security in M&A due diligence and post-acquisition integration; drive remediation to closure

Must-have skills

Direct experience testing LLM/GenAI applications, AI agents, or AI-enabled workflows
Familiarity with AI security risks (prompt injection, sensitive data disclosure, model misuse)
Experience building automated or repeatable security testing frameworks
Exposure to AI security guidance (OWASP GenAI/LLM Top 10, NIST AI RMF)
Background in application security and offensive security in tech/cybersecurity

Nice-to-haves

Experience leading security assessments for M&A or post-acquisition integration
Knowledge of integrating AI security testing into CI/CD or product pipelines
Familiarity with regulatory/compliance aspects of AI systems

Location & work type

Location: Not specified

Contract type: W2 9+ month engagement with possible extension

Pay: $110–$113.75/hr o

Full Description

Primary Skills: AI Penetration Testing (Expert), AI automations (Advanced), LLM Testing (Proficient), security testing frameworks (Intermediate), RAG pipelines (Proficient)

Contract Type: W2

Duration: 9+ month with possible extension

Location

Pay Range: $110 hr to $113.75/ Per Hour on W2 #LP

Job Summary

We are seeking a specialized AI Security Penetration Tester for our Global Security Support Center - Application Security (GSSC AppSec) team, which is dedicated to executing client's Customer Penetration Testing & Security Findings (CPT & SF) program. This role involves adversarial security testing of AI and GenAI systems, including applications powered by Large Language Models (LLM), AI automations, and RAG pipelines, as well as developing AI-specific attack scenarios and methodologies. The ideal candidate will work closely with cross-functional teams, including M&A, Product Security, Engineering, and Risk, to ensure the integrity, quality, and security of AI initiatives across the company.

Key Responsibilities

Perform adversarial security testing of AI and GenAI systems, including LLM-powered applications, agentic workflows, and RAG pipelines.
Develop and execute AI-specific attack scenarios (e.g., prompt injection, data leakage) and validate remediation efforts.
Create, maintain, and share repeatable AI testing methodologies and tooling across internal products and acquisitions.
Act as the AI security lead for M&A due diligence and post-acquisition integration, including scoping AI security assessments and reviewing testing results.
Track and guide the remediation of AI security risks through to successful integration

Must-Have Skills

Direct experience testing LLM or GenAI applications, AI agents, or AI-enabled workflows.
Familiarity with AI/LLM security risks (e.g., prompt injection, sensitive data disclosure, model misuse).
Experience building automated or repeatable security testing frameworks.
Exposure to AI security guidance, such as OWASP GenAI / LLM Top 10 or NIST AI RMF.

Industry Experience

Previous experience in application security and offensive security within tech or cybersecurity domain.

ABOUT AKRAYA Akraya is an award-winning IT staffing firm consistently recognized for our commitment to excellence and a thriving work environment. Most recently, we were recognized Stevie Employer of the Year 2025, SIA Best Staffing Firm to work for 2025, Inc 5000 Best Workspaces in US (2025 & 2024) and Glassdoor's Best Places to Work (2023 & 2022)!

AI Penetration Tester: 26-00607