Cyber Operations Strategist, Critical Harm Operations

Critical Harm Operations sits within User Safety & Risk Operations and builds enforcement systems for Frontier Risk and Material Harm that are accurate fast defensible and built to scale. The Cyber vertical turns policy into reviewer standards calibrated judgment quality systems escalation paths and automation guardrails.

We are looking for a senior cybersecurity practitioner and operations strategist to raise the quality scalability and technical rigor of our Cyber Operations. You will combine hands-on cyber judgment with systems-level operating design: resolve the hardest dual-use questions evolve SOPs uplift reviewers and vendors and build practical tools and automations.

This is a senior IC role. Success is not primarily cases closed; it is durable improvement in the operating model and the reviewers who run it.

This Toronto-based role is currently remote and is expected to transition to an in-office arrangement.

• Drive the Cyber Operations operating model across domain priorities SOPs escalation paths quality health vendor capability roadmap inputs and help inform trusted access strategies.

• Serve as the senior cyber expert for complex or high-risk decisions across ChatGPT API Codex agents and emerging product surfaces.

• Translate policy ambiguity quality misses appeals and reviewer disagreement into clear decision rules calibration examples training and tooling requirements.

• Build durable operating systems and quality loops: golden sets holdouts double-labeling adjudication error taxonomies reviewer calibration and automation evaluations.

• Raise FTE and BPO capability through onboarding certification coaching recurring calibration and vendor-performance partnership.

• Use quality appeals SLA backlog and disagreement signals to diagnose root causes and prioritize high-leverage fixes.

• Build hands-on solutionsSQL analyses scripts dashboards LLM eval workflows evidence enrichment routing logic and lightweight automationsthat improve decision quality and reduce manual effort.

• Partner with Policy Integrity Safety Systems Security Legal Product Engineering and Investigations to operationalize changes and drive launch readiness.

• Have 8 years of hands-on cybersecurity experience in offensive security threat intelligence incident response security research red teaming application security DFIR malware analysis or a related field.

• Can reason deeply about attacker tradecraft vulnerability exploitation credential abuse malware persistence evasion exfiltration cloud or identity abuse and ambiguous dual-use activity.

• Have built or improved high-stakes operations reviewer programs QA systems escalation workflows or vendor/BPO programs.

• Can turn complex cyber and policy judgment into reviewer-usable SOPs decision trees training and concise written recommendations.

• Are comfortable using SQL Python Python C/C JavaScript PowerShell and Bash APIs LLM tooling or automation to solve operational problems.

• Understand human-in-the-loop automation evaluations monitoring holdouts and fallback paths for sensitive workflows.

• Operate independently in ambiguity communicate clearly across technical and non-technical audiences and bring sound judgment and discretion when handling sensitive material.

• Experience with trust and safety platform abuse cyber misuse of AI systems or LLM safety.

• Experience with golden sets classifier or prompt evaluations and reviewer-quality programs.

• Experience enabling global vendor reviewer operations.

About OpenAI

OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence benefits all of humanity. We push the boundaries of the capabilities of AI systems and seek to safely deploy them to the world through our products. AI is an extremely powerful tool that must be created with safety and human needs at its core and to achieve our mission we must encompass and value the many different perspectives voices and experiences that form the full spectrum of humanity.

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