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Chewy Logo Chewy · Human Resources

Associate Director, Human Resources Systems and Solutions

United States, Plantation · Job Posted January 09, 2026
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Job Description

Chewy is seeking an Associate Director, Human Resources Systems and Solutions! In this role, you will serve as the enterprise leader for UKG Pro Workforce Management (WFM), responsible for both the strategic direction and operational excellence of the platform. You and your team will oversee the full suite of WFM modules — including Timekeeping, Advanced Scheduling, Absence/Leave, Attestation, Pay Rules & Accruals, Labor Forecasting, and Reporting/Analytics — ensuring accuracy, compliance, and a seamless experience for Chewy’s 15,000+ Team Members. This position blends hands-on system expertise with workforce transformation leadership. We are looking for a leader who will develop the roadmap, lead optimization initiatives, guide multi-functional adoption, and ensure the platform evolves with Chewy’s growth and workforce strategies.

Job Responsibility

  • Set the vision and strategy for UKG Pro WFM, aligning system design and functionality with business goals, compliance needs, and employee experience
  • Oversee system administration and governance, including security, workflows, reporting, and upgrades across all WFM modules
  • Lead technical configuration and ongoing advancement of Timekeeping, Scheduling, Attestation, Leave Management, Pay Rules, and Accruals to ensure accuracy, scalability, and compliance
  • Support advanced capabilities such as labor forecasting, scheduling optimization, and analytics to drive efficiency and workforce planning
  • Manage integrations and hardware (InTouch clocks, mobile apps, kiosks, desktop access), ensuring reliability and seamless user experience
  • Act as functional liaison between UKG, IT, HR, Operations, and Finance, guiding resolution of issues, prioritizing enhancements, and steering vendor partnerships
  • Champion transformation initiatives, using WFM capabilities to support growth, new business models, and employee-centered innovation
  • Drive project delivery using Agile methods, JIRA, and Confluence, ensuring timely execution of system upgrades, improvements, and multi-functional initiatives
  • Lead and develop the Labor Solutions team, fostering technical mastery, business insight, and change leadership skills
  • Coach, mentor, and develop Team Members to expand their technical, strategic, and leadership capabilities
  • 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

Requirements

  • Bachelor’s Degree in HR systems, business, or related field
  • or equivalent work experience
  • 8+ years of experience in workforce management/timekeeping system administration, including configuration and optimization
  • 5+ years of leadership experience managing teams and large-scale system environments
  • Proven success in project management and implementation of UKG Pro WFM (or similar platforms such as Dimensions), ideally in high-volume, multi-site environments
  • Demonstrated ability to mentor and develop high-performing teams in a fast-paced, evolving environment
  • Deep knowledge of Workforce Management modules: Timekeeping, Absence/Leave, Scheduling, Pay Rules, Accruals, Attestation, and Forecasting, ideally with expertise in predictive scheduling, labor analytics, or AI-enabled WFM tools
  • Deep technical, analytical, and problem-solving skills, translating business needs into system solutions
  • Effective collaboration and engagement skills, with the ability to influence at all levels of the organization
  • Experience with Agile delivery tools (JIRA, Confluence) and practices
  • Customer-service mentality with a passion for crafting positive user experiences
  • Willingness to travel up to 10%
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