Application Security Specialist - AI Trainer

Obsidian; Miami (FL); On-site; USD 120,000 - 180,000; Full time

Job summary

Obsidian is seeking a highly capable security engineer to evaluate the quality, fidelity, and completeness of vulnerability-reproduction and remediation tasks used to train and evaluate frontier AI lab models.

You will assess whether CVE reproductions are faithful, whether fixes are sound and verification logic is rigorous, and whether Docker-based lab environments accurately recreate exploitable conditions, providing rubric-based written feedback.

Qualifications

• 3+ years of hands-on experience in application security, penetration testing, or vulnerability research.
• Strong understanding of CVE vulnerability taxonomy and severity frameworks (CVSS, CWE, CAPEC).
• Demonstrated expertise in secure coding and remediation across common vulnerability classes (SQL injection, command injection, buffer overflow, deserialization, SSRF, misconfigurations, privilege escalation).
• Experience designing or evaluating two-part verification logic (functionality tests + vulnerability tests).
• Proficiency with Docker and Docker Compose for multi-container vulnerability reproduction environments.

Skills

Application security

Vulnerability research

Penetration testing

Secure coding

Verification logic design

Tools

Docker

Docker Compose

Job description

Evaluate the quality, fidelity, and completeness of vulnerability-reproduction and remediation tasks used to train and evaluate a frontier AI lab's models. You'll assess whether CVE reproductions are faithful, fixes are sound, verification logic is rigorous, and Docker-based lab environments accurately recreate exploitable conditions — and provide clear, rubric-based written feedback.

Basic Qualifications

• 3+ years of hands-on experience in application security, penetration testing, or vulnerability research
• Strong understanding of CVE vulnerability taxonomy and severity frameworks (CVSS, CWE, CAPEC)
• Demonstrated expertise in secure coding and remediation across common vulnerability classes (SQL injection, command injection, buffer overflow, deserialization, SSRF, misconfigurations, privilege escalation)
• Experience designing or evaluating two-part verification logic (functionality tests + vulnerability tests)
• Proficiency with Docker and Docker Compose for multi‑container vulnerability reproduction environments

Preferred Qualifications

• OSCP, GPEN, GWAPT, or equivalent offensive‑security certification
• Experience with CVE disclosure, responsible vulnerability reporting, or maintaining exploit proof‑of‑concept code
• Background in DevSecOps, CI/CD security gating, or SAST/DAST tooling
• Prior technical content review, assessment design, or QA for security‑focused engineering tasks