Senior Director, Operational Excellence

Hi, we're Oscar. We're hiring a Senior Director, Operational Excellence to join our Insurance Operations 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

You will be a leader and oversee the architectural integrity and performance of Oscar's core insurance service pillars. Reporting to the SVP, Insurance Operations, you will lead a sophisticated organization through four key pillars covering Managed Services, Workforce Management, Process Optimization, and Quality Management. You will design for a "consultant-operator"—someone who pairs a rigorous management consulting background with deep experience running large-scale shared services in a healthcare environment. You will be the primary architect of Oscar's operational engine, ensuring these four different functions work in lockstep to deliver a tech-enabled, seamless member experience. Your mission is to balance rapid scalability with lean efficiency, ensuring that as Oscar grows, our operational quality and member satisfaction remain industry-leading.

You will report into the SVP, Insurance Operations.

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.

Pay Transparency

The base pay for this role is: $198,720 - $260,820 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.

Responsibilities

Set the organizational tone, strategy, and tenor for the Operational Excellence organization, fostering a culture of high accountability, empathy, and relentless improvement that aligns with Oscar's mission.

Provide strategic direction and horizontal oversight for the four primary operational pillars: Managed Services (BPO/Vendor Mgmt), Workforce Management, Operational Excellence (Process/Execution), and Quality Management.

Directly manage, coach, and enhance a team of leaders of Associate Directors and Directors ensuring cross-functional alignment and breaking down silos between the operational sub-units.

Optimize the shared services model to support Oscar's diverse lines of business, ensuring that centralized resources are deployed with maximum efficiency and high ROI.

Synthesize complex operational data into high-level insights for senior leadership. Simultaneously, craft a compelling vision for the broader organization that drives buy-in, alignment, and a shared sense of purpose across all four pillars.

Apply a management consulting lens to diagnose complex operational friction points within the healthcare payer space, designing end-to-end solutions that improve throughput and member outcomes.

Leverage deep healthcare experience to ensure all operational workflows meet or exceed stringent regulatory requirements (CMS, NCQA) and internal Total Quality Management (TQM) standards.

Oversee the strategy for offshore and outsourced partners, ensuring BPO performance is indistinguishable from internal quality and intergrate into Oscar's culture.

Direct the Workforce Management and Forecasting teams to build high-precision capacity models that account for healthcare seasonality and rapid member growth.

Champion a culture of data-driven process optimization, utilizing Lean or Six Sigma methodologies to drive down the "cost-to-serve" while improving the "quality-to-member."

Act as the lead operational stakeholder for Product and Engineering teams, translating operational pain points into technical requirements for internal tool development.

Manage a significant operational budget and provide the SVP, Insurance Operations with clear, data-backed visibility into the health, scalability, and financial performance of the organization.

Compliance with all applicable laws and regulations

Other duties as assigned

Requirements

12+ years of healthcare industry experience, with at least 7 years specifically in a Managed Care operations environment.

8+ years leading Shared Services functions, with a proven track record across BPO, Workforce Management, and Quality Management.

8+ years of strategic leadership, specifically driving cross-functional transformations across Clinical, Product, and Tech/Engineering teams.

7+ years of executive vendor management, with demonstrated success scaling and integrating multi-shore BPO partners.

5+ years of experience as a "manager of managers," overseeing mid-to-senior level leaders and complex matrixed teams.

5+ years of financial accountability, including direct ownership of departmental budgets and high-precision capacity models.

Proven management consulting background (internal or external), with a focus on structured problem-solving and operational frameworks.

Bonus Points

MBA, MPH or similar preferred

Experience in consulting, either through a top-tier management consulting firm or an internal strategy & operations function.

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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.

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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 (accommodations@hioscar.com) to make the need for an accommodation known.

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