Offensive Security Analyst (Structured / Non-Exploit)

Alignerr; Boston (MA); Remote; USD 83,000 - 124,000; Part time

Job summary

Alignerr is seeking an Offensive Security Analyst to study attack paths and model adversary behavior for training frontier AI systems. The role emphasizes adversarial reasoning and producing high-quality structured data from real-world scenarios.

You will work remotely as an hourly contractor, with a commitment of 10–40 hours per week, and contribute to AI safety and cyber threat understanding in production environments.

Qualifications

• 2+ years hands-on experience in penetration testing, red team operations, or a blue team role with offensive knowledge.
• Ability to analyze real-world attack paths and translate into structured data for AI training.
• Strong written communication to clearly convey adversary thinking and tradeoffs.

Responsibilities

• Analyze attack paths, kill chains, and adversary strategies across realistic, real-world system scenarios.
• Identify weaknesses, misconfigurations, and defensive gaps and explain risk implications.
• Review and evaluate red team scenarios and intrusion narratives for accuracy and depth.
• Generate, label, and validate adversarial reasoning data used to train AI systems.
• Clearly articulate attack chains, business impact, and security tradeoffs in structured formats.
• Work independently and asynchronously on task-based assignments.

Skills

Penetration testing

Red team operations

Blue team defense

Job description

About The Role

What if your red team instincts and adversarial mindset could directly shape how the world's most advanced AI systems understand cyber threats? We're looking for Offensive Security Analysts to analyze real-world attack paths, model adversary behavior, and help build AI that genuinely understands how breaches happen — and how to reason about them.

This role is built around structured adversarial reasoning, not exploit development. You'll bring your knowledge of how attacks unfold in production environments and translate that expertise into data that trains and evaluates frontier AI systems.

• Organization: Alignerr


• Type: Hourly Contract


• Location: Remote


• Commitment: 10–40 hours/week

What You’ll Do

• Analyze attack paths, kill chains, and adversary strategies across realistic, real-world system scenarios


• Identify weaknesses, misconfigurations, and defensive gaps and explain how they compound into risk


• Review and evaluate red team-style scenarios and intrusion narratives for accuracy and depth


• Generate, label, and validate adversarial reasoning data used to train and evaluate AI systems


• Clearly articulate attack chains, business impact, and security tradeoffs in structured formats


• Work independently and asynchronously on task-based assignments

Who You Are

• 2+ years of hands‑on experience in penetration testing, red team operations, or a blue team role with deep offensive knowledge


• Strong understanding of how real attacks unfold across modern production environments — from initial access to lateral movement to impact


• Able to think like an adversary and communicate that thinking clearly and precisely in writing


• Comfortable breaking down complex attack narratives into structured, well-reasoned analysis


• Detail‑oriented and methodical — you notice the gap that others miss

Nice to Have

• Familiarity with frameworks like MITRE ATT&CK, kill chain modeling, or threat intelligence workflows


• Experience writing red team reports, threat models, or adversary emulation plans


• Background in cloud security, Active Directory attacks, or network intrusion analysis


• Prior exposure to AI tools, security research, or data labeling projects

Why Join Us

• Work directly on frontier AI systems alongside leading AI research labs


• Fully remote and flexible — work when and where it suits you


• Freelance autonomy with the structure of meaningful, impactful work


• Apply your offensive security expertise to a genuinely novel and high-impact problem


• Potential for ongoing work and contract extension as new projects launch