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.
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.
Artificial Intelligence (AI): Our AI Guidelines outline the acceptable use of artificial intelligence for candidates and detail how we use AI to support our recruiting efforts.
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 ([email protected]) to make the need for an accommodation known.
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 Privacy Policy.
Skills Required
- 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
Oscar Health Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Oscar Health and has not been reviewed or approved by Oscar Health.
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Healthcare Strength — Employer-sponsored medical coverage for employees and their families with mental-health support is prominently offered. Wellness programming and digital care access add to perceived strength.
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Parental & Family Support — Paid parental leave of 10+ weeks, backup care, and family-forming support (including fertility and adoption benefits) are part of the package. Reproductive‑loss leave is also noted.
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Leave & Time Off Breadth — Multiple time‑off options, wellness days, and an unlimited vacation program for some roles are described. Paid holidays, paid sick time, and a long‑tenure sabbatical broaden time‑away choices.
Oscar Health Insights
What We Do
Health care is broken; we're trying to fix it. The Oscar team is focused on utilizing technology, design and data to humanize health care. We're a group of technology and health care professionals who looked at the current state of the US health care system, got frustrated by the horrible consumer experience, and decided to do something big about it. Backed by a renowned set of investors and advisors, we’ve set out to revolutionize health care.
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