Oscar Health: Senior Director, Enterprise Compliance — Dallas, Texas, United States

About Oscar Health

Oscar Health is a health-insurance business built around a technology platform and member services. Its recruitment board also describes Oscar Medical Group activities in virtual health assessments and virtual care. Those notices reflect distinct parts of the wider operation: insurance products and member administration alongside clinical services. Technology, insurance operations and care delivery consequently appear in different roles on the board, with the employing team determining the service and professional responsibilities of an individual position.

The position and its setting

Oscar Health lists Senior Director, Enterprise Compliance in Dallas, Texas, United States, under reference 8204769. The details below separate the work described by the employer from essential conditions, preferred experience and practical preparation advice.

• Department: Compliance
• Employer listing date: 15 September 2026

Responsibilities and work described

• 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
• 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
• Exercise significant independent judgment, develops a compliance organization, and serves as a trusted advisor to business leaders on complex healthcare regulatory matters
• Report into the Vice President, Chief Compliance Officer
• Work: Location: This is a remote position, open to candidates who reside in: Dallas, TX
• Be fully remote; however, our approach to work may adapt over time
• Future models could potentially involve a hybrid presence at the hub office associated with your metro area. #LI-Remote
• Pay Transparency: The base pay for this role is: $196,733 - $258,212 per year
• You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants and annual performance bonuses
• Leadership: 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
• Delivery: 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

Essential requirements and candidate background

• 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
• Written and verbal communication skills, experience presenting to executive leadership, governance committees, regulators, or external auditors

Education and qualification routes

• Degree / qualification: JD, master's degree, or other relevant advanced education

Preferred experience and additional strengths

• 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
• This is an authentic Oscar Health job opportunity
• 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
• 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

Location, schedule and contract conditions

For this overseas or regional listing, confirm work authorisation and any location restrictions with the employer. The location does not establish visa sponsorship or permission to work remotely from India.

• 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
• Advertised location: Dallas, Texas, United States

Pay and application dates

A verified salary figure is not established in this article. An online estimate for another Senior Director, Enterprise Compliance vacancy is not an offer for reference 8204769; use the employer’s own pay disclosure and recruitment communication.

A closing date is not confirmed in this article. Check the current employer page before submitting: an undated posting can change or be withdrawn.

How to apply to Oscar Health

Applications follow the official employer page linked below.

Open the official Oscar Health posting below and match the title and reference 8204769.

Compare your qualifications and experience with the essential conditions for the Dallas, Texas, United States position, then read the preferred criteria separately.

Prepare an accurate CV and the supporting items requested in that employer’s application. Provide only information and documents you are authorised to share.

Use the employer’s application option, complete the required fields and review the submission. Retain the acknowledgement when one is provided. Job Alerts World does not receive the application.

Practical preparation: AI

An AI-related example should make the task and evaluation explicit. Explain the inputs, the system’s intended output and how you checked errors, usefulness or reliability, rather than relying on the model name alone.

Relevant skills

• AI/ML
• AI
• regulatory affairs
• audit
• risk management
• compliance
• insurance
• communication
• business processes