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Principal Workday Architect, Benefits – Absence

Toast

full-time

Posted on:

Location Type: Remote

Location: MassachusettsUnited States

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Salary

💰 $111,000 - $178,000 per year

Job Level

Tech Stack

About the role

  • Architect Global Benefits and Absence Plans: Own the strategic design and configuration of all absence and benefit plans, plan types, coverage levels, and complex eligibility rules, ensuring alignment with global and regional philosophies.
  • Lead Enrollment Events: Configure and manage end-to-end Open Enrollment and Life Events/Change Benefits Events, defining workflow rules, validation processes, and the employee self-service experience.
  • Own Carrier Integrations: Serve as the technical owner for the Workday Cloud Connect for Benefits, architecting and validating the secure and accurate transmission of enrollment and deduction data to external carriers.
  • Benefits-to-Payroll Integration: Ensure the seamless integration of Benefit Deductions into Payroll, setting up the necessary Pay Components and mappings to guarantee accurate gross-to-net calculations and compliance (e.g., ACA reporting).
  • Evaluate and shape new project and product requests for strategic fit, technical feasibility, and alignment with enterprise system architecture.
  • Act as a thought partner to senior leadership and a mentor to HRIS and business analysts, fostering a culture of continuous learning and architectural excellence.
  • Serve as a strategic advisor to People, Total Rewards, Finance, and IT leaders, translating complex business needs into scalable, maintainable Workday solutions.
  • Partner with stakeholders to define problem statements, assess business impact, and ensure alignment between technology investments and business priorities.
  • Ensure Workday architecture, configurations, and change management processes meet SOX compliance and audit standards, partnering closely with internal audit, InfoSec, and compliance teams.
  • Champion governance practices across the Workday ecosystem, balancing flexibility with control to enable secure and compliant innovation.

Requirements

  • A minimum of ten (10) years of hands-on, expert-level Workday configuration experience.
  • At least seven (7) years of deep, primary functional expertise specifically within Workday Benefits and Absence for global companies.
  • Mandatory: Proven architectural expertise in configuring and managing global Workday Benefits (Plan Setup, Eligibility, Enrollment Events, and Carrier Integrations).
  • Mandatory: Proven, hands-on architectural experience managing and expanding global Workday Absence.
  • A minimum of ten (10) years of demonstrated experience architecting, building, and governing complex Workday security, reporting, and calculated fields within high-risk functional areas.
  • Proven track record as a Principal Architect/Lead for at least two major global Workday Benefits & Absence programs.
  • Expert-level knowledge of global labor compliance requirements and how they translate into integrated Workday/CloudPay configuration.
  • Direct, end-to-end ownership of SOX-compliant programs and processes related to Benefits & Absence programs.
  • Exceptional executive-level written and verbal communication and negotiation skills, with a proven ability to influence CFO, VP of People, and CIO-level stakeholders on high-risk decisions.
  • Project management experience with a demonstrated ability to effectively manage several objectives simultaneously while prioritizing and executing technology roadmap plans.
  • Collaborative problem-solving approach; leverages relationships and strong business acumen to understand not only the 'what' the 'why' behind requests; displays empathy for partner teams.
  • Ability to work core EST hours.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
Workday configurationWorkday BenefitsWorkday AbsenceWorkday Cloud ConnectBenefits-to-Payroll IntegrationSOX complianceWorkday securityWorkday reportingWorkday calculated fieldsglobal labor compliance
Soft Skills
executive-level communicationnegotiation skillsinfluencing stakeholdersproject managementcollaborative problem-solvingbusiness acumenmentoringstrategic advisingcontinuous learningrelationship building