Senior Director, Enterprise Compliance

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

Benefits offered by this job

Unlimited vacation

Equity grants

Annual performance bonuses

Comprehensive benefits

Job summary

Oscar Health is hiring a Senior Director, Enterprise Compliance to lead the enterprise compliance program and drive regulatory readiness across the organization. Based in New York City with a hybrid schedule requiring three in-office days per week, you will partner with cross-functional leaders to embed compliance into business processes and strategy.

You will report to the VP, Chief Compliance Officer, guiding investigations, monitoring, policy governance, and risk management while shaping a

Qualifications

• 12+ years of healthcare compliance, regulatory affairs, legal compliance, audit, 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 federal/state regulations.

Responsibilities

• Lead the enterprise compliance program implementation and continuous improvement.
• Translate priorities into operating plans with ownership and governance.
• Advise senior leaders on regulatory and product impacts for Oscar's offerings.
• Oversee investigations, hotline reporting, and remediation activities.
• Partner with Legal, Privacy, Security, Internal Audit, and other teams to embed compliance in processes.
• Lead education and awareness initiatives to strengthen ethics culture.
• Manage reporting to executives, Compliance Committee, Board committees, and regulators.
• Comply with all applicable laws and regulations.

Skills

Healthcare compliance leadership

Regulatory change mgmt

Policy governance

Investigations & monitoring

Cross-functional collaboration

Executive communication

Education

JD, master’s or advanced degree

CHC/CHPC/CCEP certification

Job description

Hi, we're Oscar. We're hiring a Senior Director, Enterprise Compliance to join our Compliance team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role

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.

Work Location

This position is based in our New York City office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid

Pay Transparency

The base pay for this role is: $218,592 - $286,902 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses.

Responsibilities

• 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

Requirements

• 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 designing, implementing, and maintaining an effective healthcare compliance program aligned with OIG Compliance Program Guidance and applicable federal and state regulations.
• Experience supporting highly regulated healthcare organizations, including health plans, managed care organizations, healthcare technology companies, provider organizations, or related entities.
• Track record of anticipating regulatory developments and translating them into enterprise priorities, operating plans, and business controls.
• Demonstrated experience leading complex compliance investigations, monitoring and auditing activities, regulatory risk assessments, corrective action planning, and policy governance.
• Experience advising senior business leaders on complex regulatory and operational compliance issues and leading their resolution
• Strong written and verbal communication skills, experience presenting to executive leadership, governance committees, regulators, or external auditors.
• Experience supporting Marketplace and other applicable government or commercial health-plan products.
• Experience leading compliance in a technology-enabled, rapidly scaling, or operationally complex healthcare organization.
• 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.

This is an authentic Oscar Health job opportunity.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by our unique backgrounds and perspectives.

Pay Transparency

Final offer amounts, within the base pay set forth above, are determined by factors including your relevant skills, education, and experience. Full-time employees are eligible for benefits including: 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.

Artificial Intelligence (AI)

Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.

Reasonable Accommodation

Oscar applicants are considered solely based on their qualifications, without regard to applicant’s disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team ([e-mail]) to make the need for an accommodation known.

California Residents

For information about our collection, use, and disclosure of applicants’ personal information as well as applicants’ rights over their personal information, please see our Privacy Policy .

Oscar Health is authorized to do business in many, but not all, states. If you are not located in or willing to relocate to a state where Oscar is registered, you will not be eligible for employment. The approved states for this role are listed in the job posting.

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey.Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiringprocess or thereafter. Any information that you do provide will be recorded and maintained in aconfidential file.

As set forth in Oscar Health’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection.As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measurethe effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categoriesis as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval, or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.