Principal Workday Architect, Benefits & Absence
$111k - $178k USD
Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.
Our People and Places team's ambition is that our People Experience is a key differentiator and reason for candidates to choose Toast and employees to stay at Toast, as much as our Products are today. Our People Products team goal is to amplify the People Team’s ambition by developing AI-powered conversational self-service products to deliver personalized employee experiences and insights in the flow of work through cloud based scalable, integrated, compliant products to unleash productivity and boost engagement of Toasters and possibly also ship to Toast customers.
We are seeking a strategic and product-minded Principal Workday Architect to join our People Products team. In this role, you will report to the Sr. Manager of People Products, and drive the vision, design, and delivery of Workday solutions that power our employee experience and operational excellence. You'll work closely with People, Total Rewards, Finance, and IT stakeholders to align Workday configurations and integrations with business goals, ensuring solutions are scalable and successfully adopted.
A day in the life (Responsibilities)
System Configuration & Process Optimization
- 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).
Innovation / Art of Possibility
- 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
Stakeholder Engagement
- 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
Compliance
- 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
What you'll need to thrive (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
AI at Toast
At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.
Our Total Rewards Philosophy
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.
#LI-Remote
The base salary range for this role is listed below. The starting salary will be determined based on skills and experience. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions, if eligible), benefits, and equity (if eligible).
Pay Range
$111,000—$178,000 USD
How Toast Uses AI in its Hiring Process
Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people.
Diversity, Equity, and Inclusion is Baked into our Recipe for Success
At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences.
We Thrive Together
We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast.
Apply today!
Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.
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For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.