Director, Payroll Operations & Systems

Dollar Tree•Chesapeake, VA

31d•$180,000 - $197,500•Onsite

About The Position

Your strategic leadership, deep payroll expertise, and ability to lead complex operations and transformation make you a great fit for our Director, Payroll Operations & Systems position. Join our dynamic team today and find a rewarding career with a company that values you and all you bring to the table. About Your Role: As the Director, Payroll Operations & Systems at Dollar Tree’s corporate office, you’ll lead the strategic direction and operational delivery of our enterprise-wide payroll function supporting associates across our retail stores, distribution centers, and corporate functions throughout the U.S. and Canada. You’ll be responsible for ensuring accurate, timely, and compliant payroll delivery while strengthening systems, processes, controls, and service delivery. You’ll also provide strategic leadership and governance for Workday Payroll and related timekeeping capabilities, lead payroll transformation initiatives, and develop a high-performing team capable of supporting the scale and complexity of our business.

Requirements

7+ years of progressive payroll or related experience, including significant leadership responsibility within a large, complex, multi-state organization
Demonstrated expertise across payroll operations, including payroll processing, payroll tax, garnishments, multi-state regulations, complex year-end processing, and unemployment claims
Experience leading managers and/or multi-layered teams within a high-volume payroll environment
Experience with large-scale payroll systems such as Workday Payroll, SAP, Oracle HCM, or similar platforms
Demonstrated experience leading significant payroll transformation, systems implementation, or process improvement initiatives
In-depth knowledge of federal, state, and local wage and hour laws, payroll tax regulations, and other applicable compliance requirements
Strong understanding of payroll controls, governance, audit requirements, risk management, and SOX compliance
Exceptional analytical, problem-solving, and decision-making skills with a strong focus on accuracy and controls
Excellent written and verbal communication skills with the ability to influence and collaborate effectively across all levels of the organization
Strong project and change leadership skills with the ability to lead complex, cross-functional initiatives
Ability to lead effectively in a fast-paced, high-volume, and continuously evolving environment

Nice To Haves

Bachelor’s degree in Accounting, Business, Human Resources, or a related field
Workday Payroll experience strongly preferred
Certified Payroll Professional (CPP) certification highly desirable
Experience negotiating and managing third-party contracts and service providers
Canadian payroll experience

Responsibilities

Develop and execute the strategic roadmap for the payroll function, ensuring alignment with HR, Finance, technology, and broader business objectives
Lead end-to-end payroll operations across a large, multi-state, multi-entity workforce, ensuring accurate, timely, and compliant payroll delivery
Establish and champion payroll policies, processes, controls, service standards, and key performance indicators that drive accuracy, efficiency, scalability, and an exceptional associate experience
Provide oversight of payroll tax, garnishments, on- and off-cycle payroll, year-end processing, unemployment claims, and required governmental and internal reporting
Serve as a strategic advisor and subject matter expert on complex payroll matters, regulatory requirements, emerging risks, and industry best practices
Ensure compliance with applicable federal, state, and local wage and hour laws, payroll tax regulations, and other payroll requirements
Proactively identify and mitigate payroll-related risk through effective internal controls, governance, audit procedures, and ongoing compliance monitoring
Lead payroll-related internal and external audit activities and ensure adherence to SOX and other applicable control requirements
Develop and manage the payroll department budget, ensuring effective stewardship of resources and efficient operations
Provide strategic leadership and governance for Workday Payroll and timekeeping capabilities, ensuring configurations, integrations, controls, and enhancements support accurate payroll processing and evolving business requirements
Partner with HR, IT, Finance, and managed service providers to establish the Workday Payroll roadmap, prioritize enhancements, evaluate service delivery, and manage system updates
Drive forward-looking planning and innovation across the Workday ecosystem, including participation in quarterly business reviews and strategic roadmap planning
Lead significant payroll initiatives, including system implementations and upgrades, complex integrations, process transformation, acquisitions, and post-divestiture coexistence and separation activities
Provide oversight of third-party payroll partners and vendors, including service performance, contractual obligations, and opportunities to improve service delivery and cost effectiveness
Lead, mentor, and develop a high-performing payroll organization, including managers, analysts, and specialists
Establish clear performance expectations, build team capabilities, and create meaningful development and growth opportunities
Foster a culture of accuracy, accountability, exceptional service, continuous improvement, and collaboration while creating an environment where associates feel distinctly valued
Partner closely with HR, Finance, Legal, IT, and other business functions to ensure payroll is effectively integrated with critical business processes and systems