Alignerr
AI Penetration Tester
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AI Penetration Tester (AI Security)
About the Role
What if your penetration testing skills could directly shape how safe and secure AI systems are for millions of users worldwide? We're looking for experienced AI Penetration Testers to probe, attack, and stress-test AI-powered applications and infrastructure—finding and documenting vulnerabilities before they can be exploited.
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.
Organization & Details
- Organization: Alignerr
- Type: Hourly Contract
- Location: Remote
- Commitment: 10–40 hours/week
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, including:
- 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
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Requirements
Must Have
- Experienced penetration tester with a strong understanding of:
- Offensive security principles,
- Methodologies (e.g., OWASP, PTES, MITRE ATT&CK)
- Proficient with industry-standard tools such as:
- Burp Suite,
- Metasploit,
- Nmap,
- Kali Linux, or equivalents
- Solid understanding of:
- Web application security,
- Network security, and
- API security testing
- Ability to "think like an attacker", requiring:
- Creativity,
- Persistence, and
- A methodical approach to uncovering vulnerabilities
- Strong written communication skills to:
- Translate complex technical findings into clear, actionable reports
- Self-motivated and reliable when:
- Working independently without direct supervision
- Comfortable navigating diverse technology stacks and environments
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Nice to Have
- Relevant certifications such as:
- OSCP, OSCE, CEH, GPEN, GXPN, or eWPT
- Experience in:
- AI/ML security testing (e.g., adversarial machine learning, prompt injection, LLM red-teaming)
- Background in:
- Red teaming,
- Bug bounty programs, or CTF competitions
- Knowledge of:
- Cloud security (AWS, GCP, Azure) and
- Container security
- Programming or scripting skills in:
- Python,
- Bash, or
- PowerShell
- Understanding of:
- Secure development practices and
- DevSecOps workflows
- Experience conducting security assessments in compliance-driven environments, such as:
- SOC 2 or
- ISO 27001
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 rarely encountered by other professionals
- Contribute directly to making:
- AI systems safer and
- More trustworthy for users worldwide
- Potential for ongoing work and contract extension as new projects launch
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