Offensive Security Analyst (Structured / Non-Exploit) — AI Training

About The Role

What if your deep understanding of how attackers think could directly shape how AI reasons about cybersecurity threats? We're looking for offensive security professionals to analyze real-world attack paths, adversary behavior, and defensive gaps — helping train and evaluate the next generation of AI systems.

This role is about structured adversarial reasoning, not exploit development. No CVEs, no shellcode — just sharp, methodical thinking about how threats move through real environments and where defenses break down.

This is a fully remote, flexible contract role built for experienced security professionals who want meaningful, high-impact work on their own schedule.

- 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 and classify weaknesses, misconfigurations, and defensive gaps that attackers would exploit
- Review red-team-style scenarios and intrusion narratives for technical accuracy and depth
- Generate, label, and validate adversarial reasoning data used to train and evaluate AI systems
- Articulate complex attack chains, business impact,



and risk tradeoffs in explicit, structured language

Who You Are

- 2+ years of hands-on experience in pentesting, red teaming, or a blue-team role with strong offensive knowledge
- You understand how real attacks unfold in production environments — not just in theory
- You can walk through an attack chain from initial access to impact and explain every step clearly
- Detail-oriented and methodical — you spot what others miss
- Comfortable working independently and asynchronously without close supervision

Nice to Have

- Familiarity with frameworks like MITRE ATT&CK;, Cyber Kill Chain, or STRIDE
- Experience writing threat models, purple team reports, or adversary simulation documentation
- Background in cloud security, Active Directory attacks, or network intrusion scenarios
- Prior exposure to AI tools, data labeling, or security research writing

Why Join Us

- Work directly on frontier AI systems alongside leading research labs
- Fully remote and flexible — work when and where it suits you
- Freelance autonomy with the structure of meaningful, task-based work
- Apply your offensive security expertise to a domain where it creates lasting, large-scale impact
- Potential for ongoing work and contract extension as new projects launch

📌 Offensive Security Analyst (Structured / Non-Exploit) (Canada)
🏢 Alignerr
📍 Canada