Associate Director, HR Systems and Solutions (Workday)

Job Description:
Our Opportunity
Chewy is seeking an Associate Director, HR Systems & Solutions, focused on Workday integrations & reporting! In this role, you will serve as the enterprise leader for Workday's integration and reporting ecosystem, responsible for both the strategic direction and operational excellence of Chewy's core HR, Payroll, and Finance data flows. You and your team will lead the full portfolio of Workday integrations and reporting solutions that connect Workday to downstream platforms-including payroll, UKG, benefits, compensation, talent systems, and other enterprise applications-ensuring accuracy, reliability, and a seamless experience for our 18,000+ Team Members.
This position blends deep Workday technical expertise with multi-functional leadership. You will develop the roadmap for Workday integrations and reporting, spearhead modernization and automation initiatives, and ensure Chewy's HR technology landscape scales with the organization's rapid growth. Your work will strengthen data quality, reduce manual effort, eliminate silos, and improve decision-making across HR, Finance, Payroll, and Operations.
What You'll Do

• Set the vision and strategy for HR integrations and reporting, ensuring alignment with business goals, compliance requirements, and Chewy's HR technology roadmap, with an emphasis on strong governance across data flows, integrations, and reporting assets
• Prioritize integration and reporting initiatives based on business value, operational impact, risk, and multi-functional dependencies, ensuring resources are allocated to the highest-impact work
• Oversee the design, development, deployment, and maintenance of inbound and outbound integrations connecting Workday to enterprise systems such as payroll, benefits providers, finance platforms, UKG
• Lead technical configuration, quality control, and optimization of Workday Studio, EIB, Core Connectors, PECI, Orchestrate and calculated fields to ensure accuracy, scalability, and operational stability
• Manage the Workday reporting and analytics portfolio, enabling self-service dashboards, operational reporting, Report Writer, BIRT, Discovery Boards, PRISM data pipelines, and data models that enhance insights and support informed decision-making
• Partner with HR, Finance, IT, and Payroll leaders to translate business needs into effective system solutions, balancing innovation with platform governance and standard methodologies
• Ensure integration reliability, monitoring, and proactive issue resolution through technical standards, documentation, lifecycle management, and strong vendor partnerships
• Evaluate new Workday features, assessing risks, and coordinating adoption of new integration and reporting capabilities across multiple functions
• Guide and develop a high-performing team of experts skilled in Workday systems, including Integration Developers, Data Engineers, and Reporting Analysts
• Champion system stability, compliance, security, and scalability across all Workday data flows and reporting structures, supported by a formal governance and standards framework
• Drive project delivery using Agile methodologies, JIRA, and Confluence, ensuring consistent delivery of enhancements, integrations, and enterprise-wide initiatives with rigor, alignment, and timely execution
• Manage third-party integration vendors, Workday partners, and external development teams to ensure high-quality delivery, upholding standards, and alignment with Chewy's integration and reporting roadmap

Leadership and Coaching

• Foster a culture of accountability, continuous improvement, and high performance through clear expectations and constructive feedback
• Identify individual development needs and build growth pathways that align with organizational goals and employee career aspirations
• Empower Team Members through delegation, recognition, and opportunities to lead high-impact initiatives
• Model collaborative, transparent, and inclusive leadership to strengthen team engagement and performance across functions
• Encourage innovation and problem-solving by cultivating psychological safety and a mentality of ownership and excellence

What You'll Need

• Bachelor's degree in Information Systems, Computer Science, HR Technology, or related field; or equivalent experience
• 8+ years of Workday technical experience, including hands-on development of integrations and advanced reporting
• 5+ years of leadership experience supporting enterprise-scale HR system environments, including the ability to influence throughout the organization
• Proven success designing, building, and maintaining Workday integrations (Studio, PECI, Core Connectors, EIBs), as well as reporting solutions
• Deep understanding of Workday data structures, security, APIs, and cross-domain dependencies
• Deep technical, analytical, and problem-solving skills, as well as the skills to interpret business requirements into scalable system solutions
• Experience with Agile tools and practices (JIRA, Confluence)
• Customer-service mentality with a passion for improving the employee and manager experience through connected and reliable systems

Bonus

• Expertise in Workday Extend, Prism, or advanced data engineering concepts
• Experience leading integration transformation in high-volume, multi-system environments
• Background in API-based integrations, middleware tools (e.g., Dell Boomi, MuleSoft, Informatica), or data architecture
• Certification or formal training in Workday Integrations, Reporting, Project Management, or Change Management

Chewy is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, ancestry, national origin, gender, citizenship, marital status, religion, age, disability, gender identity, results of genetic testing, veteran status, as well as any other legally-protected characteristic. If you have a disability under the Americans with Disabilities Act or similar law, and you need an accommodation during the application process or to perform these job requirements, or if you need a religious accommodation, please contact [email protected].
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