Principal, Workday PAT Analyst

<p>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.</p> <p>Toast is a leading cloud-based restaurant and retail management software company based in Boston, Massachusetts. The company provides an all-in-one point of sale system, driven by a commitment to fostering a world-class customer and employee experience, recognized as a key competitive advantage. The People Products team, a strategic arm of the People and Places organization, is dedicated to amplifying this ambition by pioneering AI-powered, conversational, self-service products. These solutions are designed to deliver hyper-personalized employee experiences and actionable workforce intelligence, thereby profoundly enhancing global productivity and engagement.</p> <p>We are seeking a Principal Workday Architect to serve as a techno-functional Workday <strong>PAT expert (70%)</strong> and a <strong>Benefits configuration expert (30%)</strong> and thought partner. This is a highly visible, strategic role that demands a blend of deep technical mastery in Workday and the ability to influence organizational process and technology roadmaps. As a strategic architect and trusted executive-level advisor to the People, Payroll, Finance, IT, and <strong>Benefits</strong> departments, you will be responsible for configuring and leading the development of robust, scalable, compliant, and impactful Workday solutions that directly drive transformational change in the employee experience and operational efficiency across the enterprise.</p> <p><strong>A day in the life (Responsibilities) </strong></p> <h4><strong>PAT Global Architecture and Strategic Leadership (70%)</strong></h4> <ul> <li>Act as the definitive global Workday architecture Subject Matter Expert (SME) for global <strong>Payroll, Absence, and Time Tracking (PAT)</strong>. Provide thought leadership and deep technical guidance on these domains, including the optimal architecture for data management between Workday and Cloudpay/external systems.</li> <li>Define the multi-year technical roadmap for the Workday PAT ecosystem, ensuring all configurations meet evolving global labor laws and tax regulations.</li> <li>Provide strategic, executive-level counsel on Workday capabilities, compliance risks, and technical debt, driving decisions on major global policy changes, country rollouts, and legislative compliance (e.g., FLSA, EMEA/APAC working time directives).</li> </ul> <h4><strong>Workday Benefits Architecture and Administration (30%) </strong></h4> <ul> <li><strong>Architect Global Benefits:</strong> Own the strategic design and configuration of all <strong>Benefit Plans, Plan Types, Coverage Levels, and complex Eligibility Rules</strong> across the enterprise, ensuring alignment with global and regional compensation philosophies.</li> <li><strong>Lead Enrollment Events:</strong> Configure and manage end-to-end <strong>Open Enrollment</strong> and <strong>Life Events/Change Benefits Events</strong>, defining workflow rules, validation processes, and employee self-service experience.</li> <li><strong>Own Carrier Integrations:</strong> Serve as the technical owner for the <strong>Workday Cloud Connect for Benefits</strong>, architecting and validating the secure and accurate transmission of enrollment and deduction data to external carriers.</li> <li><strong>Benefits-to-Payroll Integration:</strong> Ensure the seamless integration of <strong>Benefit Deductions</strong> into the Payroll system, setting up the necessary <strong>Pay Components</strong> and mappings to guarantee accurate gross-to-net calculations and compliance (e.g., ACA reporting).</li> </ul> <h4><strong>Hybrid Global Payroll Integration Architecture</strong></h4> <ul> <li>Lead the End-to-End Design and Expansion of the Workday <> CloudPay Integration: Serve as the primary architect for the Workday-CloudPay connection, utiliz ... (truncated, view full listing at source)