Senior Director, People Strategy

Oscar Health
New York, New York, United States$219k – $287kPosted 27 February 2026

Job Description

<p>Hi, we're Oscar. We're hiring a Senior Director to join our People Strategy team.</p> <p>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.</p> <h3>About the role</h3> <p>You will play a critical and multifaceted role in establishing robust alignment between overarching business objectives and strategic People Priorities. This involves a deep understanding of the company's vision, its operational goals, and the human capital requirements needed to encourage a high performing culture. You will lead a team of HRBPs, providing guidance to lead talent management, organizational development, and employee engagement initiatives. You will help drive the talent strategy for the technology organization focused on organizational effectiveness, counseling and coaching talent and performance management, and ensuring an inclusive culture.</p> <p>You will report to the Chief People Officer.</p> <p><strong>Work Location:</strong></p> <p>Oscar is a blended work culture where everyone, regardless of work type or location, feels connected to their teammates, our culture and our mission.</p> <p>This is a hybrid role in our New York City office. You will work part of the time in the office and part of the time remote / work-from-home. #LI-Hybrid</p> <p><strong>Pay Transparency:</strong></p> <p>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.</p> <h3>Responsibilities</h3> <ul> <li>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.</li> <li>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.</li> <li>Drive the talent strategy agenda across multiple lines of business and keep the voice of the employee base in mind.</li> <li>Provides guidance and input on business organization re-design, workforce planning and succession planning.</li> <li>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.</li> <li>Works closely with management and employees to improve work relationships, build morale, and increase productivity and retention.</li> <li>Identifies training needs for business units and individual executive coaching needs.</li> <li>Serve as an executive coach and mentor across the organization.</li> <li>Lead a high performing People Strategy team supporting the technology organization.</li> </ul> <h3>Qualifications</h3> <ul> <li>12+ years of experience in a People team function</li> <li>7+ years leadership experience with HRBP teams to successful outcomes</li> <li>5+ years analytical and problem solving skills</li> </ul> <h3>Bonus points</h3> <ul> <li>HealthTech, InsurTech, or Managed Care industry experience</li> <li>Public company leadership experience</li> <li>SHRM or related certifications</li> </ul><div class="content-conclusion"><p><span style="font-weight: 400;">This is an authentic Oscar Health job opportunity. Learn more about how you can safeguard yourself from recruitment fraud</span><a href="http://hioscar.com/careers/recruitment-fraud-alert"><span style="font-weight: 400;"> </span><span style="font-weight: 400;">here</span></a><span style="font-weight: 400;">. </span></p> <p><span style="font-weight: 400;">At Oscar, being an Equal Opportunity Employer means more than upholding discrim ... (truncated, view full listing at source)