Senior Director, Human Resources
Oscar HealthNew York, New York, United States$219k – $287kPosted 27 February 2026
Job Description
<p>Hi, we're Oscar. We're hiring a Senior Director, Human Resources to join our People team.</p>
<p>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.</p>
<p><strong>About the role:</strong></p>
<p>The Senior Director of HR is responsible for: enabling a culture of consistency with Oscar values, establishing strong employee support models, and leading HR practices with business-oriented pragmatism, while effectively managing the organization's human capital risk. This role will lead and manage core HR functions, including policy development and compliance, employee relations, workplace investigations, HR governance, health and safety, and various administrative duties. The Senior Director of HR serves as a strategic partner to the department's HR business partners and to the company's executive leadership. The ideal candidate is an all-around HR general athlete with strong operational chops, excellent judgement, and the ability to quickly distill the most important information in any situation into a tight executive synthesis.</p>
<p>You will report into the Chief of Staff.</p>
<p><strong>Work Location: </strong>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. #LI-Hybrid</p>
<p><strong>Pay Transparency: </strong>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>
<p><strong>Responsibilities:</strong></p>
<ul>
<li>Assess, develop and deploy a vision and roadmap to support effective employee relations and HR compliance across the enterprise.</li>
<li>Ensure company-wide compliance with federal, state and local laws and regulations leveraging key legal stakeholders for input and partnership.</li>
<li>Own continuous improvement of employee relations and HR governance process and tools with the ability to provide executive synthesis on complex and high-risk employee matters</li>
<li>Collaborate with relevant stakeholders to develop a strategic and solutions-focused approach, which includes developing scalable, standardized frameworks, and coaching HR people leaders.</li>
<li>Establish trusted advisory rapport with leaders and colleagues on workplace concerns, and handle highly confidential matters in partnership with in-house and outside counsel.</li>
<li>Be proactive and anticipate change, providing critical and timely input about consequences and implications of local law and best practices to all internal stakeholders</li>
<li>Lead the HR team through strategy execution, and serve as an escalation point</li>
<li>Build and maintain strong relationships with stakeholders and external partners including but not limited to People, IT, Comms, Legal, Security, Finance, and supporting vendors.</li>
<li>Compliance with all applicable laws and regulations</li>
<li>Other duties as assigned</li>
</ul>
<p><strong>Requirements:</strong></p>
<ul>
<li>8+ years of progressive HR</li>
<li>4+ years of leadership experience</li>
<li>3+ years of employee relations and policy design experience</li>
<li>Bachelor's degree in Human Resources or commensurate experience</li>
</ul>
<p><strong>Bonus points:</strong></p>
<ul>
<li>SHRM-SCP, SPHR or similar HR certifications</li>
<li>Experience it HR Acuity-ER platform</li>
<li>Experience building and presenting on executive level materials</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 yourse ... (truncated, view full listing at source)
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