What if your red team instincts and adversarial thinking could directly shape how AI understands and reasons about cybersecurity threats? We're looking for Offensive Security Analysts to analyze real-world attack paths, model adversary behavior, and help build the training data that powers frontier AI systems.
This role is about structured adversarial reasoning - not exploit development. You'll work with realistic attack scenarios, think through how threats move across systems, and articulate where defenses fail and why. No zero-days required. Just deep, practical knowledge of how attacks actually unfold.
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 environments
Classify weaknesses, misconfigurations, and defensive gaps with structured, reasoned explanations
Review and evaluate red team-style scenarios and intrusion narratives for accuracy and completeness
Generate, label, and validate adversarial reasoning data used to train and evaluate cutting-edge AI systems
Clearly articulate attack chains, potential impact, and security tradeoffs in written form
Work independently and asynchronously on task-based assignments at your own pace
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 - from initial access through lateral movement and impact
You can explain complex attack chains clearly and concisely to technical audiences
Naturally analytical and methodical - you think in systems and spot the gaps others miss
Strong written communicator who can document adversarial reasoning in structured formats
Self-motivated and reliable when working independently without supervision
Nice to Have
Familiarity with frameworks like MITRE ATT&CK, Cyber Kill Chain, or OWASP
Experience with threat modeling, attack surface analysis, or security architecture review
Background in CTF competitions, purple teaming, or security research
Prior exposure to AI tools or data labeling workflows
Certifications such as OSCP, CEH, GPEN, or equivalent practical experience
Why Join Us
Work directly on frontier AI projects alongside world-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
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Offensive Security Analyst (Structured / Non-Exploit) • Centurion, Gauteng, ZA