AI Security Penetration Tester (Remote, Flexible)

Alignerr; New York (NY); Remote; USD 83,000 - 207,000; Part time

Job summary

Alignerr is seeking a Cybersecurity Penetration Testing Expert to probe AI-powered applications and infrastructure. This fully remote hourly contract role offers 10-40 hours per week with autonomous, high-impact engagements designed to advance AI security at scale.

You will conduct attacks across web, API, and network surfaces, focusing on vulnerabilities in AI/ML pipelines and prompt injection vectors, while delivering clear remediation guidance and evidence-backed reports.

Qualifications

• 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, network, and API security testing.
• Able to think like an attacker - creative, persistent, and methodical in finding what others miss.
• Strong written communication skills - translate findings into clear, actionable reports.
• Self-motivated and reliable when working independently without direct supervision.

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.

Skills

Offensive security principles

OWASP

PTES

MITRE ATT&CK

Strong written communication

Independent work

Tools

Burp Suite

Metasploit

Nmap

Kali Linux

Job description

Alignerr is seeking a Cybersecurity Penetration Testing Expert to probe AI-powered applications and infrastructure. This fully remote hourly contract role offers 10-40 hours per week with autonomous, high-impact engagements designed to advance AI security at scale.

You will conduct attacks across web, API, and network surfaces, focusing on vulnerabilities in AI/ML pipelines and prompt injection vectors, while delivering clear remediation guidance and evidence-backed reports.