Senior Director of Enterprise Compliance

Oscar Health; New York (NY); On-site; USD 250,000 - 350,000; Full time

Job summary

Oscar Health seeks a Senior Director, Enterprise Compliance to lead and evolve the enterprise compliance program. Reporting to the Chief Compliance Officer, you will oversee regulatory compliance, change management, investigations, monitoring, policy governance, and education across the organization.

You will work with Legal, Privacy, Security, Internal Audit, Product, and Operations to embed compliance in business processes, anticipate regulatory shifts, and provide executive-facing guidance.

Qualifications

• Minimum 12+ years in healthcare compliance, regulatory affairs, or risk management.
• Experience building and leading enterprise-wide compliance programs.
• Proven ability to translate regulations into actionable business controls.
• Strong communication with executive leadership and regulators.

Responsibilities

• Lead enterprise compliance program execution and multi-year strategy.
• Oversee investigations, monitoring, and auditing activities.
• Partner with Legal, Privacy, Security, IT, and Operations to embed compliance into processes.
• Develop compliance education and awareness initiatives.
• Provide guidance on federal and state healthcare regulations.

Skills

Compliance leadership

Regulatory compliance

Healthcare regulations

Policy governance

Regulatory change management

Investigations & auditing

Education & training

Executive communication

Education

Juris Doctor (JD)

Master's degree

Job description

• We’re hiring a Senior Director, Enterprise Compliance to join our Compliance team


• The Senior Director, Enterprise Compliance supports the execution and continuous improvement of Oscar’s enterprise compliance program. Reporting to the Chief Compliance Officer, you will provide leadership over key compliance functions, including regulatory compliance, regulatory change management/implementation, compliance operations, investigations, monitoring and auditing, policy governance, and compliance education


• You will anticipate regulatory and industry developments, translates them into enterprise compliance priorities, and partners with cross-functional leaders to identify and mitigate compliance risks, strengthen internal controls, and promote a culture of ethics and integrity. You will exercise significant independent judgment, develops a compliance organization, and serves as a trusted advisor to business leaders on complex healthcare regulatory matters


• You will report into the Vice President, Chief Compliance Officer


• 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


• Translate enterprise compliance priorities into an relevant operating plan; establish ownership and governance; allocate resources; develop compliance managers and team members; remove barriers; and lead accountability for measurable outcomes


• 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


• Partner with leaders across Legal, Privacy, Security, Internal Audit, Enterprise Risk, Clinical, Product, Operations, and People teams to embed compliance requirements into business processes and strategic initiatives


• Set and uphold enterprise standards for ethics and compliance by leading education, communications, and awareness initiatives that strengthen Oscar’s culture of ethics and compliance


• Lead compliance reporting and engagement for executive leadership, Compliance Committee, Board committees, and regulatory examinations; support interactions with regulators and external auditors


• Compliance with all applicable laws and regulations


• Other duties as assigned

Demonstrated experience designing, implementing, and maintaining an effective healthcare compliance program aligned with OIG Compliance Program Guidance and applicable federal and state regulationsStrong written and verbal communication skills, experience presenting to executive leadership, governance committees, regulators, or external auditorsTrack record of anticipating regulatory developments and translating them into enterprise priorities, operating plans, and business controlsExperience supporting highly regulated healthcare organizations, including health plans, managed care organizations, healthcare technology companies, provider organizations, or related entitiesExperience advising senior business leaders on complex regulatory and operational compliance issues and leading their resolution12+ years of progressively responsible experience in healthcare compliance, regulatory affairs, legal compliance, audit, or enterprise risk management5+ years leading high-performing compliance teams and enterprise-wide compliance initiativesDemonstrated experience leading complex compliance investigations, monitoring and auditing activities, regulatory risk assessments, corrective action planning, and policy governanceExperience leading compliance in a technology-enabled, rapidly scaling, or operationally complex healthcare organizationExperience supporting Marketplace and other applicable government or commercial health-plan productsExperience using data, technology, and automation to improve compliance monitoring, reporting, and program effectivenessHealthcare compliance certification such as CHC, CHPC, CCEP, or comparable certificationJD, master’s degree, or other relevant advanced education