Cybersecurity Penetration Testing Expert (AI Security)

This is a remote contractor role for experienced penetration testers specializing in AI and ML security. The role involves testing AI-powered applications, APIs, and infrastructure for vulnerabilities before they are exploited by malicious actors.

Location: Remote (accepted locations only)

Salary: $60–$120/hr

Responsibilities

• Run penetration tests against AI apps, APIs, and infrastructure — reconnaissance through exploitation and post-exploitation
• Hunt AI/ML-specific attack surfaces — prompt injection, jailbreaks, model manipulation, data poisoning, adversarial inputs, and data exfiltration vectors
• Perform web application, network, and API security assessments using industry-standard methodologies (OWASP, PTES, MITRE ATT&CK)
• Document findings in clear, structured reports with severity ratings, reproductions, and actionable remediation

Requirements

• 3+ years of professional penetration testing or offensive security experience covering web applications, networks, and APIs (OSCP, OSCE, GPEN, GXPN, or eWPT certification is a bonus, but not required)
• Strong attacker mindset — you can spot logic flaws, auth bypasses, injection vectors, and exploit chaining opportunities quickly
• Proficiency with industry-standard tools such as Burp Suite, Metasploit, Nmap, Kali Linux, or equivalents
• Extreme attention to detail and excellent written communication skills
• Comfortable reading documentation, security advisories, and source code, and able to work well in an asynchronous, low-oversight environment

Benefits

• Fully remote — work from anywhere on the accepted locations list
• $60–$120/hr based on location and seniority
• Minimum 10 hrs/week, up to 40+ hrs/week available — hours vary by project and are not guaranteed week to week
• 1099 independent contractor
• Weekly payment via PayPal or Stripe

Additional Information

• Applicants will be required to verify their identity and confirm they have valid documentation to work as an independent contractor in their country of residence.
• Hours are project-dependent and can vary week to week. It is recommended to keep other work options open alongside this engagement rather than relying on it as your sole source of income.