Specialist IS Architect – Workday Payroll

Milestone Technologies is a global IT managed services firm that partners with organizations to scale their technology, infrastructure and services to drive specific business outcomes such as digital transformation, innovation, and operational agility. Milestone is focused on building an employee-first, performance-based culture and for over 25 years, we have a demonstrated history of supporting category-defining enterprise clients that are growing ahead of the market. The company specializes in providing solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow. Milestone culture is built to provide a collaborative, inclusive environment that supports employees and empowers them to reach their full potential.

Our seasoned professionals deliver services based on Milestone's best practices and service delivery framework. By leveraging our vast knowledge base to execute initiatives, we deliver both short-term and long-term value to our clients and apply continuous service improvement to deliver transformational benefits to IT. With Intelligent Automation, Milestone helps businesses further accelerate their IT transformation. The result is a sharper focus on business objectives and a dramatic improvement in employee productivity. Through our key technology partnerships and our people-first approach, Milestone continues to deliver industry-leading innovation to our clients. With more than 3,000 employees serving over 200 companies worldwide, we are following our mission of revolutionizing the way IT is deployed.

Specialist IS Architect – Workday Payroll

Roles & Responsibilities

• Collaborate with Product Managers and System Architects to manage Workday Payroll configuration and analysis activities across assigned regions.
• Translate complex payroll and compliance requirements into Workday Payroll configuration logic that supports accuracy and automation.
• Configure and maintain earnings, deductions, pay components, payroll inputs, costing allocations, and calculation rules.
• Set up and validate federal, state, and local tax configurations, ensuring compliance with regional payroll legislation.
• Manage payroll business processes, retro pay setups, off-cycle payments, and payroll event processing.
• Partner with Finance and HR to align General Ledger (GL) integration, reconciliation, and payroll costing.
• Define and maintain testing scripts and acceptance criteria for payroll configuration changes and releases.
• Collaborate with cross-functional teams to ensure end-to-end payroll accuracy, including integration touchpoints with Time Tracking, Benefits, and Financials.
• Troubleshoot payroll results, investigate calculation discrepancies, and recommend configuration-level corrections.
• Support payroll audits, reporting needs, and compliance reviews through accurate documentation and testing evidence.
• Conduct configuration walkthroughs and demonstrations for stakeholders and payroll operations teams.

Required Skills & Experience

• Min 7+ years of hands-on Workday Payroll configuration experience with focus on US, Canada, and Puerto Rico.
• Strong understanding of earnings, deductions, pay components, tax setup, and retro pay processing.
• Experience in configuring and maintaining GL integrations and payroll costing allocations.
• Proven ability to manage end-to-end payroll setup, testing, and validation for multiple jurisdictions.
• Familiarity with regulatory compliance, wage and hour laws, and payroll taxation rules.
• Strong analytical and problem-solving skills, with the ability to interpret payroll results and troubleshoot complex configuration issues.
• Excellent documentation and stakeholder communication skills.
• Workday Payroll certification preferred.
• Experience with Agile delivery practices and cross-functional team collaboration.

Preferred Qualifications

• Experience supporting multi-country payroll operations or multi-tenant Workday environments.
• Familiarity with Workday integrations (e.g., to ADP, financial systems, or tax authorities).
• Understanding of parallel testing, audit controls, and payroll reporting frameworks.

Estimated Pay Range:

Exact compensation and offers of employment are dependent on circumstances of each case and will be determined based on job-related knowledge, skills, experience, licenses or certifications, and location.

At Milestone we strive to create a workplace that reflects the communities we serve and work with, where we all feel empowered to bring our full, authentic selves to work. We know creating a diverse and inclusive culture that champions equity and belonging is not only the right thing to do for our employees but is also critical to our continued success.

Milestone Technologies provides equal employment opportunity for all applicants and employees. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of race, color, religion, gender, gender identity, marital status, age, disability, veteran status, sexual orientation, national origin, or any other category protected by applicable federal and state law, or local ordinance. Milestone also makes reasonable accommodations for disabled applicants and employees.

We welcome the unique background, culture, experiences, knowledge, innovation, self-expression and perspectives you can bring to our global community. Our recruitment team is looking forward to meeting you.