Senior Director of Enterprise Compliance
Oscar Health
New York, United States Posted September 25, 2026
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Salary Range
$218,592 - $286,902
Job Description
Join Oscar Health as the Senior Director of Enterprise Compliance. In this role, you will lead the execution and continuous improvement of Oscar's enterprise compliance program, providing leadership over key compliance functions and serving as a trusted advisor to business leaders on complex healthcare regulatory matters. You will report to the Chief Compliance Officer and work closely with cross-functional leaders to identify and mitigate compliance risks, strengthen internal controls, and promote a culture of ethics and integrity.
- Lead the execution and continuous improvement of Oscar's enterprise compliance program, including the multi-year compliance strategy, annual compliance work plans, risk assessments, policy governance, regulatory change management/implementation, monitoring, auditing, and reporting activities.
- Anticipate regulatory and industry developments and advise senior leaders on their possible effects for Oscar's products, market participation, business strategy, and operating model. Provide guidance on federal and state healthcare regulations, contractual obligations, and emerging regulatory risks across applicable lines of business.
- Oversee compliance investigations, hotline reporting, the Special Investigations Unit, fraud-prevention activities, corrective action plans, and remediation efforts, ensuring timely resolution and appropriate escalation of significant compliance concerns.
- Demonstrated experience designing, implementing, and maintaining an effective healthcare compliance program aligned with OIG Compliance Program Guidance and applicable federal and state regulations
- Strong written and verbal communication skills, experience presenting to executive leadership, governance committees, regulators, or external auditors
- Track record of anticipating regulatory developments and translating them into enterprise priorities, operating plans, and business controls
- Experience supporting highly regulated healthcare organizations, including health plans, managed care organizations, healthcare technology companies, provider organizations, or related entities
- Experience advising senior business leaders on complex regulatory and operational compliance issues and leading their resolution
- 12+ years of progressively responsible experience in healthcare compliance, regulatory affairs, legal compliance, audit, or enterprise risk management
- 5+ years leading high-performing compliance teams and enterprise-wide compliance initiatives
- Demonstrated experience leading complex compliance investigations, monitoring and auditing activities, regulatory risk assessments, corrective action planning, and policy governance
- Experience leading compliance in a technology-enabled, rapidly scaling, or operationally complex healthcare organization
- Experience supporting Marketplace and other applicable government or commercial health-plan products
- Experience using data, technology, and automation to improve compliance monitoring, reporting, and program effectiveness
- Healthcare compliance certification such as CHC, CHPC, CCEP, or comparable certification
- JD, master's degree, or other relevant advanced education
Required Skills
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