AI Security Penetration Tester
Alignerr · United States
- Hybrid
- Contract
- $80,000 / year
- United States
Tailored resume — keyword-matched to this role.
Hiring manager — we find who's hiring.
Intro email — drafted to reach them directly.
Job highlights
- Test AI systems for security vulnerabilities remotely.
- Exploit AI/ML pipeline weaknesses and AI attack surfaces.
- Perform web, network, and API security assessments.
- Document findings and provide remediation guidance.
- Work flexible hours on impactful AI security projects.
About the role
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 penetration testing experts 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 used at scale.
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.
Key skills/competency
- AI Security Penetration Tester
- Penetration Testing
- AI/ML Security
- Offensive Security
- Vulnerability Assessment
- Prompt Injection
- Adversarial Machine Learning
- Web Application Security
- API Security
- Reporting
Skills & topics
- AI Security
- Penetration Tester
- Offensive Security
- Vulnerability Assessment
- AI/ML Security
- Prompt Injection
- Web Application Security
- API Security
- Remote
- Contract
How to get hired
- Tailor your resume: Highlight AI security, penetration testing, and offensive security skills relevant to this AI Security Penetration Tester role.
- Showcase AI expertise: Emphasize experience with prompt injection, model manipulation, and adversarial machine learning.
- Prepare for technical interviews: Be ready to discuss AI attack vectors and your methodology for testing AI systems.
- Demonstrate communication: Practice articulating complex security findings clearly for your reports.
- Highlight remote work skills: Showcase self-motivation and independent work capabilities for this remote contract.
Technical preparation
Master AI attack vectors: prompt injection, data poisoning.,Practice with tools: Burp Suite, Metasploit, Nmap.,Understand AI/ML pipeline vulnerabilities.,Develop clear, actionable security reports.
Behavioral questions
How do you approach unknown AI attack surfaces?,Describe a complex vulnerability you uncovered.,How do you stay updated on AI threats?,How do you manage tasks independently?
Frequently asked questions
- What specific AI security vulnerabilities will an AI Security Penetration Tester at Alignerr look for?
- As an AI Security Penetration Tester at Alignerr, you'll focus on identifying vulnerabilities unique to AI/ML systems. This includes prompt injection, model manipulation, data poisoning, adversarial inputs, jailbreaks, and data exfiltration risks, in addition to traditional web application, API, and network security flaws.
- Is this AI Security Penetration Tester role a full-time or contract position at Alignerr?
- This AI Security Penetration Tester role at Alignerr is an hourly contract position, offering flexible commitment from 10–40 hours per week. This allows for a good work-life balance while contributing to critical AI security projects.
- What tools are commonly used by AI Security Penetration Testers at Alignerr?
- Alignerr expects AI Security Penetration Testers to be proficient with industry-standard offensive security tools. This typically includes Burp Suite, Metasploit, Nmap, and Kali Linux, along with specialized tools for AI/ML security testing.
- What kind of AI security projects can I expect to work on as an AI Security Penetration Tester for Alignerr?
- As an AI Security Penetration Tester for Alignerr, you'll work on cutting-edge AI security projects, collaborating with leading research labs. You'll test AI-powered applications and infrastructure at scale, directly contributing to making AI systems safer and more trustworthy.
- How does Alignerr support the professional development of its AI Security Penetration Testers?
- Alignerr offers AI Security Penetration Testers the opportunity to sharpen their skills against novel AI-specific attack surfaces. Being at the forefront of AI security, a rapidly growing field, provides immense learning and growth potential.
- What are the benefits of working as a remote AI Security Penetration Tester for Alignerr?
- Working as a remote AI Security Penetration Tester for Alignerr provides complete flexibility in terms of when and where you work. You gain freelance autonomy while engaging in high-impact, intellectually challenging projects in the crucial field of AI security.