Oscar Health

Senior Security Engineer I, AI

Oscar Health · New York, New York, United States

Posted about 3 months ago · $163,944- $215,176

or apply directly on Oscar Health's site. We never take the application ourselves.

Is this posting real?

This role has been open
82 days
Oscar Health's roles stay open a median of 79 days
Reposted
No
Salary listed
Yes
90% of Oscar Health's roles list one
Ghost-job risk at Oscar Health
high
303 stale, 9 reposted of 303 open
Hiring momentum
439 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-24

Measured from postings appearing on and disappearing from Oscar Health's own greenhouse board since 2026-08-03. Full hiring picture for Oscar Health.

About this role

As a Senior Security AI Engineer at Oscar, you will be responsible for developing and implementing security frameworks for AI technologies, ensuring safe deployment and compliance. You will collaborate with various teams to create automated controls, lead red-teaming exercises, and establish metrics for evaluating AI security initiatives. This role also involves fostering a security-first culture across the organization.

Our read on this posting3.8out of 5
benefits
3/5
freshness
1/5
career value
5/5
role clarity
5/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Oscar Health as an employer.

What you need

  • 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.
  • Bachelor’s degree in a technical discipline (Computer Science, Data Science, Cybersecurity, or equivalent technical space).

Nice to have

  • Proven experience evaluating LLM security postures, implementing alignment guardrails, and managing cloud security infrastructure (AWS/GCP IAM boundaries).
  • 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.
  • Experience communicating technical AI risk requirements and architectural implications clearly to non-technical business partners, legal, and compliance teams.
  • Ability to commit, review, and manage code independently across multiple enterprise repositories.
  • Familiarity with health insurance data regulations (e.g., HIPAA) and their intersections with automated data usage and generative model architectures.

What you get

  • Base pay range of $163,944 - $215,176 per year.
  • Participation in Oscar's unlimited vacation program.
  • Company equity grants and annual performance bonuses.
  • Medical, dental, and vision benefits.
  • 11 paid holidays, paid sick time, paid parental leave.
  • 401(k) plan participation, life and disability insurance, and paid wellness time and reimbursements.

Worth weighing

  • Hybrid work schedule with 3 days in-office required, including a mandatory in-office day for team meetings.
  • The role involves a significant focus on AI security, which may require rapid adaptation to emerging technologies.
  • No specific mention of team size or structure, which may affect collaboration dynamics.

Summarised from Oscar Health's posting. Read the full original.

Listed by Oscar Health on their greenhouse job board, last confirmed open on 2026-10-24. PitchMeAI is not the employer.

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