Senior Director — Enterprise Compliance & Risk

name; New York (NY); Hybrid; USD 219,000 - 287,000; Full time

Benefits offered by this job

Unlimited vacation

Equity grants

Annual performance bonuses

Job summary

Oscar Health in New York City is seeking a Senior Director, Enterprise Compliance to lead and evolve our enterprise compliance program within a fast‑growing, technology‑driven health insurer.

You will partner with Legal, Privacy, Security, Internal Audit and others to embed strong regulatory controls, guide executives, oversee investigations and education, and ensure alignment with federal and state healthcare requirements.

Qualifications

• 12+ years of progressively responsible experience in healthcare compliance, regulatory affairs, or enterprise risk management.
• 5+ years leading high‑performing compliance teams and enterprise‑wide initiatives.
• Experience designing and maintaining a healthcare compliance program aligned with OIG guidance and regulations.
• Experience with regulated healthcare organizations (health plans, managed care, or health‑tech).
• Track record translating regulatory developments into enterprise priorities and controls.
• Strong written and verbal communication skills with executive audiences.

Responsibilities

• Lead the execution and continuous improvement of Oscar’s enterprise compliance program, including strategy, work plans, risk assessments, policy governance, and monitoring.
• Translate priorities into operating plans; establish governance, allocate resources, and develop managers/teams.
• Advise senior leaders on regulatory impacts for products, markets, and operating models across lines of business.
• Oversee investigations, hotline, Special Investigations Unit, remediation, and escalation of significant concerns.
• Partner with Legal, Privacy, Security, Internal Audit, Enterprise Risk, Clinical, Product, Operations, and People teams to embed compliance into business processes.
• Set enterprise standards for ethics and compliance through education, communications, and awareness initiatives.
• Lead reporting for executive leadership, Compliance Committee, Board committees, and regulatory examinations; liaise with regulators/auditors.

Skills

Regulatory compliance

Leadership

Strategic planning

Communication

Risk management

Job description

Oscar Health in New York City is seeking a Senior Director, Enterprise Compliance to lead and evolve our enterprise compliance program within a fast‑growing, technology‑driven health insurer.

You will partner with Legal, Privacy, Security, Internal Audit and others to embed strong regulatory controls, guide executives, oversee investigations and education, and ensure alignment with federal and state healthcare requirements.