Workday Architect
Oscar HealthNew York, New York, United States$144k – $189kPosted 27 February 2026
Job Description
<p>Hi, we're Oscar. We're hiring a Workday Architect to join our People Systems 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> </p>
<p><strong>About the role:</strong></p>
<p>The Workday Architect is responsible for leading the design and management of Workday solutions across Compensation Time/Leave, and Payroll. This role requires a strategic thinker with a deep understanding of Workday functionalities and the ability to manage consultants while executing complex projects and enhancements.</p>
<p>You will report into the Senior Director, People Technology Operations. </p>
<p><strong>Work Location: </strong></p>
<p>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></p>
<p>The base pay for this role is: $144,000 - $189,000 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses.</p>
<p> </p>
<p><strong>Responsibilities:</strong></p>
<ul>
<li>Workday Solution Design Stakeholder Engagement:
<ul>
<li>Lead the design and architecture of scalable Workday solutions across Compensation, Time/Leave and Payroll.</li>
<li>Serve as primary Workday SME, translating business requirements into effective configurations and enhancements. </li>
<li>Ensure Workday solutions comply with data governance, audit, legal, organizational policies, and apply industry standards to elevate.</li>
<li>Identify and mitigate risks related to Workday changes and implementations.</li>
<li>Define and manage stakeholder engagement model with Payroll, including roles and responsibilities. </li>
<li>Lead and oversee consultants, providing direction and quality assurance.</li>
</ul>
</li>
</ul>
<ul>
<li>Project Delivery Process Improvement
<ul>
<li>Own planning and delivery of Workday projects and enhancements, ensuring standard project management practices are utilized to ensure successful on-time and on-budget execution </li>
<li>Coordinate cross-functional teams to support successful integration and adoption</li>
<li>Drive process improvements and automation to improve efficiency and user experience</li>
<li>Stay current on Workday release and best practices to maximize platform value</li>
<li>Provide regular project status updates and stakeholder communication. </li>
<li>Identify opportunities for process improvements and automation within Workday modules to enhance efficiency and user experience.<strong> </strong></li>
<li>Conduct regular meetings with stakeholders to review project progress, gather feedback, and address any concerns.</li>
<li>Compliance with all applicable laws and regulations. </li>
<li>Other duties as assigned. </li>
</ul>
</li>
</ul>
<p><strong>Requirements:</strong></p>
<ul>
<li>6+ years of combined configuration experience across Compensation, Time, and Payroll. </li>
<li>Experience managing and delivering complex Workday projects and enhancements.</li>
<li>Experience managing and developing a direct report(s)</li>
<li>Ability to engage and influence stakeholders across levels of the organization.</li>
</ul>
<p><strong>Bonus points:</strong></p>
<ul>
<li>Workday certification(s) in relevant modules is highly desirable.</li>
</ul>
<p> </p><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="fon ... (truncated, view full listing at source)
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