Senior Security Engineer (A.I)

Join Oscar Health as a Senior AI Security Engineer, where you'll play a crucial role in safeguarding our digital ecosystem and shaping the secure deployment of artificial intelligence. Collaborate with dynamic teams across various departments to architect cutting-edge security solutions and proactive guardrails that drive safe AI innovation. You will report to the Director of Security Engineering and lead the development and implementation of a comprehensive AI security framework, design and implement safer guardrails, drive strategic AI security initiatives, measure and report on AI security initiatives, and champion AI security best practices and culture.

• Spearhead the development and implementation of a comprehensive AI security framework, ensuring robust safety and compliance throughout the AI data and model lifecycle.
• Architect, deploy, and operationalize automated controls to mitigate risks associated with AI technologies, while enforcing least-privilege principles across large language models (LLMs) and agentic workflows.
• Lead proactive AI red-teaming exercises and map adversarial tactics against industry frameworks to continuously harden systems against modern vulnerabilities.
• 4+ years of relevant experience in technical security engineering, application security, cloud security infrastructure, or software engineering with a distinct focus on data security or AI frameworks
• Proven experience evaluating LLM security postures, implementing alignment guardrails, and managing cloud security infrastructure (AWS/GCP IAM boundaries)
• Experience communicating technical AI risk requirements and architectural implications clearly to non-technical business partners, legal, and compliance teams
• Comfort and fluency with cutting-edge frontier AI technologies (e.g., Claude Code, Codex) and a strong aptitude for the continuous, rapid adoption of emerging AI engineering tools
• Familiarity with health insurance data regulations (e.g., HIPAA) and their intersections with automated data usage and generative model architectures
• Ability to commit, review, and manage code independently across multiple enterprise repositories
• Bachelor’s degree in a technical discipline (Computer Science, Data Science, Cybersecurity, or equivalent technical space)