Offensive Security Analyst (Structured / Non-Exploit)
Analyze attack paths and adversary strategies to generate structured reasoning data for training AI security systems. Evaluate red team scenarios and classify defensive gaps to improve AI's understanding of cybersecurity threats.
- Remote
- Canada
- Posted Aug 3, 2026
- 1 position
Job summary
About The Role What if your knowledge of how attacks unfold — the kill chains, the lateral movement, the overlooked misconfigurations — could directly shape how AI understands and reasons about cybersecurity threats? We're looking for Offensive Security Analysts to bring real-world adversarial thinking to cutting-edge AI development. This isn't about writing exploits. It's about structured reasoning: mapping how attackers move through systems, where defenses break down, and how risk cascades across modern environments. Your expertise becomes the foundation that makes AI smarter about security. 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 realistic attack paths, kill chains, and adversary strategies across modern production environments Classify weaknesses, misconfigurations, and defensive gaps in structured, reviewable formats Evaluate red team-style scenarios and intrusion narratives for accuracy, depth, and realism Generate, label, and validate adversarial reasoning data used to train and evaluate AI security systems Clearly articulate attack chains, impact assessments, and risk tradeoffs in writing Work independently and asynchronously — fully on your own schedule Who You Are 2+ years of hands-on experience in pentesting, red teaming, or a blue-team role with deep offensive knowledge You understand how real attacks unfold — not just in theory, but in messy, real-world production systems You can think like an attacker and communicate it clearly — translating complex threat scenarios into structured, actionable analysis Detail-oriented and methodical, with a consistent approach to evaluating adversarial risk Comfortable working independently without close supervision Nice to Have Experience with threat modeling, adversary emulation, or purple team exercises Familiarity with frameworks like MITRE ATT&CK, Cyber Kill Chain, or STRIDE Background in cloud security, network security, or endpoint detection Prior exposure to AI systems, data labeling, or structured evaluation workflows Strong technical writing or documentation skills 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 Make a tangible impact on how AI understands and reasons about real-world security threats Potential for ongoing work and contract extension as new projects launch
What you’ll do
Analyze attack paths and adversary strategies to generate structured reasoning data for training AI security systems. Evaluate red team scenarios and classify defensive gaps to improve AI's understanding of cybersecurity threats.
Requirements
Requires 2+ years of hands-on experience in pentesting, red teaming, or blue-team roles with deep offensive knowledge. Candidates must be able to translate complex threat scenarios into structured, actionable analysis and work independently.
Other relevant skills
Identified from the job description. Confirm important requirements above.
- Pentesting
- Red Teaming
- Threat Modeling
- Adversary Emulation
- Purple Teaming
- MITRE ATT&CK
- Cyber Kill Chain
- STRIDE
- Cloud Security
- Network Security
- Endpoint Detection
- Technical Writing
- Adversarial Reasoning
- Risk Assessment
- Data Labeling
- Security Analysis
Job areas
- Security & Safety
- Technology
- Software
- Data & Analytics
- Consulting
Additional details
- Minimum experience
- 2+ years
- Posting language
- English
- Working hours
- 40 hours per week
- Seniority
- Mid-Senior level
