Director, Talent Management

Hi, we're Oscar. We're hiring a Director, Talent Management to join our People 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 Director of Talent Management is responsible for designing and executing enterprise-wide strategies that drive organizational performance, develop leadership capability, and ensure a strong pipeline of talent. This role is critical in driving successful outcomes in succession planning, performance management, and Learning & Development (L&D) to align Oscar's people strategy with business goals and foster a culture of high performance, continuous learning, and internal mobility.

You will report into the VP, Talent.

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: $180,504 - $236,912 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.

Responsibilities

• Develop and execute a holistic talent management strategy aligned with Oscar's business objectives and values.
• Lead the design and execution of the organization's succession planning strategy to identify, assess, and develop high‑potential talent for critical roles.
• Partner with senior leaders to ensure robust succession plans and career paths are in place for key positions.
• Oversee talent review processes, readiness assessments, and development action plans.
• Oversee the organization's performance management framework, ensuring it drives accountability, engagement, and business outcomes.
• Partner with People Strategy and business leaders to ensure consistent performance standards and feedback practices.
• Continually evaluate and refine performance management tools, metrics, and processes to align with organizational culture and strategic objectives.
• Develop and implement the enterprise learning strategy to build organizational capability and leadership strength.
• Lead the design and delivery of programs supporting onboarding, functional skills, leadership development, and career growth.
• Serve as a change agent for talent initiatives, ensuring clear communication and effective adoption across the organization.
• Provide coaching and guidance to leaders on talent management best practices.
• Oversee vendor partnerships and technology platforms that support learning delivery (e.g., LMS, digital learning solutions).
• Collaborate cross‑functionally to ensure talent programs integrate seamlessly with DEI, compensation, and workforce planning initiatives.
• Serve as a trusted advisor to senior executives and HR business partners on talent strategy and development.
• Compliance with all applicable laws and regulations.
• Other duties as assigned.

Requirements

• 12+ years of progressive HR experience with a focus on talent management, organizational development, or organizational effectiveness.
• 5+ years experience managing and developing a team of HR professionals.
• Proven success designing and delivering enterprise-level succession, performance, and L&D initiatives.
• Demonstrated experience building programs from the ground up.
• Experience leveraging people data to drive decisions.

This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud here.

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)

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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 (View email address on click.appcast.io) to make the need for an accommodation known.

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