Offensive Security Analyst (Structured / Non-Exploit)

Alignerr Corp.; Montreal; Remote; CAD 83,000 - 138,000; Full time

Benefits offered by this job

Fully remote

Flexible schedule

Contractual freelance work

Job summary

Alignerr is seeking an Offensive Security Analyst to apply adversarial reasoning to AI training and evaluation. This fully remote, hourly contract role focuses on structured thinking about attacks rather than exploit development.

You will analyze attack paths, identify gaps in complex architectures, and translate insights into concrete narratives for AI systems, with 10–40 hours per week on your own schedule.

Qualifications

• 2+ years of hands-on pentesting, red/blue team security with deep attack knowledge.
• Understand how real attacks unfold in live production environments.
• Break down complex attack chains and communicate clearly.
• Comfortable with ambiguity and applying structured thinking to security scenarios.
• Detail-oriented with rigorous analysis.

Responsibilities

• Analyze attack paths, kill chains, and adversary strategies across production-style environments.
• Identify weaknesses, misconfigurations, and defensive gaps in complex architectures.
• Review red-team narratives and threat modeling exercises.
• Generate, label, and validate adversarial reasoning data for AI training and benchmarking.
• Articulate attack chains and business impact in structured formats.
• Work independently and asynchronously on your own schedule.

Skills

Threat modeling

Adversary simulation

Pentesting

Red team

Blue team security

Tools

MITRE ATT&CK

STRIDE

PASTA

Job description

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

About The Role

What if your ability to think like an adversary could directly shape how AI understands and reasons about cybersecurity threats? We're looking for Offensive Security Analysts to bring real-world attack knowledge to one of the most impactful applications in tech today — training and evaluating cutting-edge AI systems.

This role is about structured adversarial reasoning, not exploit development. You'll work with realistic attack scenarios, model how threats move through systems, expose where defenses fail, and articulate how risk propagates across modern environments. No CVE writing. No shellcode. Just deep, strategic security thinking applied to frontier AI.

This is a fully remote, flexible contract role built for experienced security professionals who want to do meaningful 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, production-style environments
• Identify weaknesses, misconfigurations, and defensive gaps in complex system architectures
• Review and evaluate red-team narratives, intrusion scenarios, and threat modeling exercises
• Generate, label, and validate adversarial reasoning data used to train and benchmark AI systems
• Clearly articulate attack chains, business impact, and security tradeoffs in structured formats
• Work independently and asynchronously — fully on your own schedule

Who You Are

• 2+ years of hands‑on experience in pentesting, red teaming, or blue‑team security with deep attack knowledge
• You understand how real attacks unfold — not just in theory, but in live production environments
• You can break down complex attack chains and communicate them clearly and precisely
• Comfortable working with ambiguity and applying structured thinking to open‑ended security scenarios
• Detail‑oriented and consistent — you bring rigor to everything you analyze

Nice to Have

• Experience with threat modeling frameworks (MITRE ATT&CK, STRIDE, PASTA, etc.)
• Background in incident response, threat intelligence, or adversary simulation
• Familiarity with cloud environments, Active Directory attack paths, or lateral movement techniques
• Prior experience writing security assessments, red team reports, or technical narratives
• Interest in AI safety, AI security, or responsible AI development

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 field that’s actively shaping the future of technology
• Potential for ongoing work and contract extension as new projects launch