Workday Architect
Oscar HealthNew York, New York, United States$144k – $189kPosted 7 April 2026
Job Description
Hi, we're Oscar. We're hiring a Workday Architect to join our People Systems 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 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.
You will report into the Senior Director, People Technology Operations.
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. #LI-Hybrid
Pay Transparency:
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.
Responsibilities:
Workday Solution Design Stakeholder Engagement:
Lead the design and architecture of scalable Workday solutions across Compensation, Time/Leave and Payroll.
Serve as primary Workday SME, translating business requirements into effective configurations and enhancements.
Ensure Workday solutions comply with data governance, audit, legal, organizational policies, and apply industry standards to elevate.
Identify and mitigate risks related to Workday changes and implementations.
Define and manage stakeholder engagement model with Payroll, including roles and responsibilities.
Lead and oversee consultants, providing direction and quality assurance.
Project Delivery Process Improvement
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
Coordinate cross-functional teams to support successful integration and adoption
Drive process improvements and automation to improve efficiency and user experience
Stay current on Workday release and best practices to maximize platform value
Provide regular project status updates and stakeholder communication.
Identify opportunities for process improvements and automation within Workday modules to enhance efficiency and user experience.
Conduct regular meetings with stakeholders to review project progress, gather feedback, and address any concerns.
Compliance with all applicable laws and regulations.
Other duties as assigned.
Requirements:
6+ years of combined configuration experience across Compensation, Time, and Payroll.
Experience managing and delivering complex Workday projects and enhancements.
Experience managing and developing a direct report(s)
Ability to engage and influence stakeholders across levels of the organization.
Bonus points:
Workday certification(s) in relevant modules is highly desirable.
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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 pare ... (truncated, view full listing at source)
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