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Senior Director, People Strategy

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

Oscar is the first health insurance company built around a full stack technology platform and a 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, People Strategy will develop and implement HR strategies that align with the company's business objectives fostering a high-performing culture, and ensuring effective HR service delivery across all business units. The Sr. Director will lead a team of HRBPs, providing guidance and support to drive talent management, organizational development, and employee engagement initiatives.

You will report to the SVP, People Strategy and Operations.

Work Location:

Oscar is a blended work culture where everyone, regardless of work type or location, feels connected to their teammates, our culture and our mission.

This is a hybrid role in our New York office. You will work part of the time in the office and part of the time remote / work-from-home. #LI-Hybrid

Pay Transparency:

The base pay for this role is: $192,000- $252,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, company equity grants, and annual performance bonuses.

Responsibilities

  • Partner with executive leadership and cross functional partners to set vision and build toward a best in class future state while serving as a single People strategy point of contact across the Insurance organization.
  • Lead initiatives to define our team's key objectives (alongside the business) and create frameworks for team members to set goals that align with those objectives and identify measurable results.
  • Drive the talent strategy agenda across multiple lines of business and keep the voice of the employee base in mind.
  • Provides guidance and input on business organization re-design, workforce planning and succession planning.
  • Partner closely with centers-of-excellence (e.g. Recruiting, Total Rewards, Talent Management, etc.). Meet on a recurring basis to understand needs, prioritize the employee enhancement, uncover opportunities for improvement.
  • Works closely with management and employees to improve work relationships, build morale, and increase productivity and retention.
  • Identifies training needs for business units and individual executive coaching needs.
  • Serve as an executive coach and mentor across the organization
  • Lead a high performing People Strategy team supporting a business unit.

Qualifications

  • 12+ years of experience in a People team function
  • 7+ years leadership experience teams to successful outcomes
  • 5+ years analytical and problem solving skills

Bonus points

  • HealthTech, InsurTech, or Managed Care industry experience
  • Public company leadership experience
  • SHRM or related certifications

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.

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.

Artificial Intelligence (AI) Guidelines: Please see our AI Guidelines for the acceptable use of artificial intelligence during the interview process at Oscar.

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 Notice to Job Applicants.

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CEO of Oscar Health
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Mark Bertolini
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Average salary estimate

$222000 / YEARLY (est.)
min
max
$192000K
$252000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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Oscar Health is an American health insurance company headquartered in New York City. Through telemedicine, healthcare-focused technology interfaces, and clear claims pricing systems, the company focuses on the health insurance market.

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Full-time, hybrid
DATE POSTED
April 5, 2025

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