AI Penetration Tester
Posted 2 days ago by Alignerr
Negotiable
Undetermined
Remote
London, England, United Kingdom
Summary: The AI Penetration Tester role involves conducting penetration tests on AI-powered applications and infrastructure to identify vulnerabilities and enhance security. This fully remote position allows for flexible hours and focuses on high-impact projects that improve the security of AI systems. Candidates should possess strong offensive security skills and be able to work independently while contributing to the advancement of AI security methodologies. The role offers the opportunity to work at the forefront of AI security, addressing emerging threats and challenges.
Key Responsibilities:
- Conduct penetration tests against AI-powered applications, APIs, and infrastructure to uncover security vulnerabilities.
- Identify and exploit weaknesses in AI/ML pipelines, including prompt injection, model manipulation, data poisoning vectors, and authentication flaws.
- Perform web application, network, and API security assessments using industry-standard tools and methodologies.
- Simulate real-world attack scenarios — from reconnaissance through exploitation and post-exploitation.
- Document findings in clear, structured reports with severity ratings, evidence, and actionable remediation guidance.
- Evaluate AI-specific attack surfaces including adversarial inputs, jailbreaks, and data exfiltration risks.
- Stay current with emerging AI security threats and contribute insights to improve testing methodologies.
- Work independently on task-based engagements on your own schedule.
Key Skills:
- Experienced penetration tester with a strong understanding of offensive security principles and methodologies (OWASP, PTES, MITRE ATT&CK).
- Proficient with industry-standard tools such as Burp Suite, Metasploit, Nmap, Kali Linux, or equivalent.
- Solid understanding of web application security, network security, and API security testing.
- Able to think like an attacker — creative, persistent, and methodical in finding what others miss.
- Strong written communication skills — able to translate complex technical findings into clear, actionable reports.
- Self-motivated and reliable when working independently without direct supervision.
- Comfortable working across diverse technology stacks and environments.
- Relevant certifications such as OSCP, OSCE, CEH, GPEN, GXPN, or eWPT (nice to have).
- Experience with AI/ML security testing — adversarial machine learning, prompt injection, LLM red-teaming (nice to have).
- Background in red teaming, bug bounty programs, or CTF competitions (nice to have).
- Familiarity with cloud security (AWS, GCP, Azure) and container security (nice to have).
- Programming or scripting skills in Python, Bash, PowerShell, or similar (nice to have).
- Knowledge of secure development practices and DevSecOps workflows (nice to have).
- Experience conducting security assessments in compliance-driven environments (SOC 2, ISO 27001, etc.) (nice to have).
Salary (Rate): £60.00/hr
City: London
Country: United Kingdom
Working Arrangements: remote
IR35 Status: undetermined
Seniority Level: undetermined
Industry: IT
AI Penetration Tester (AI Security)
About The Role
What if your hacking skills could directly shape how safe and secure AI systems are for millions of users worldwide? We're looking for experienced penetration testers to probe, attack, and stress-test AI-powered applications and infrastructure — identifying vulnerabilities before bad actors do. This is a fully remote, flexible contract role where your offensive security expertise meets the cutting edge of artificial intelligence. You'll work on high-impact projects that directly improve the security posture of AI systems deployed at scale.
Organization: Alignerr
Type: Hourly Contract
Location: Remote
Commitment: 10–40 hours/week
What You'll Do
- Conduct penetration tests against AI-powered applications, APIs, and infrastructure to uncover security vulnerabilities
- Identify and exploit weaknesses in AI/ML pipelines, including prompt injection, model manipulation, data poisoning vectors, and authentication flaws
- Perform web application, network, and API security assessments using industry-standard tools and methodologies
- Simulate real-world attack scenarios — from reconnaissance through exploitation and post-exploitation
- Document findings in clear, structured reports with severity ratings, evidence, and actionable remediation guidance
- Evaluate AI-specific attack surfaces including adversarial inputs, jailbreaks, and data exfiltration risks
- Stay current with emerging AI security threats and contribute insights to improve testing methodologies
- Work independently on task-based engagements on your own schedule
Who You Are
- Experienced penetration tester with a strong understanding of offensive security principles and methodologies (OWASP, PTES, MITRE ATT&CK)
- Proficient with industry-standard tools such as Burp Suite, Metasploit, Nmap, Kali Linux, or equivalent
- Solid understanding of web application security, network security, and API security testing
- Able to think like an attacker — creative, persistent, and methodical in finding what others miss
- Strong written communication skills — you can translate complex technical findings into clear, actionable reports
- Self-motivated and reliable when working independently without direct supervision
- Comfortable working across diverse technology stacks and environments
Nice to Have
- Relevant certifications such as OSCP, OSCE, CEH, GPEN, GXPN, or eWPT
- Experience with AI/ML security testing — adversarial machine learning, prompt injection, LLM red-teaming
- Background in red teaming, bug bounty programs, or CTF competitions
- Familiarity with cloud security (AWS, GCP, Azure) and container security
- Programming or scripting skills in Python, Bash, PowerShell, or similar
- Knowledge of secure development practices and DevSecOps workflows
- Experience conducting security assessments in compliance-driven environments (SOC 2, ISO 27001, etc.)
Why Join Us
- Work on cutting-edge AI security projects alongside leading research labs
- Fully remote and flexible — work when and where it suits you
- Freelance autonomy with access to high-impact, intellectually challenging engagements
- Be at the forefront of AI security — a rapidly growing field with massive demand
- Sharpen your skills against novel AI-specific attack surfaces that few security professionals have encountered
- Contribute directly to making AI systems safer and more trustworthy for users worldwide
- Potential for ongoing work and contract extension as new projects launch