Senior HR Technical Program Manager

Chewy-posted 3 months ago

$129,500 - $207,000/Yr

Full-time • Senior

Hybrid • Boston, MA

5,001-10,000 employees

Sporting Goods, Hobby, Musical Instrument, Book, and Miscellaneous Retailers

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The HR Systems & Solutions team is seeking an experienced Senior Technical Program Manager (TPM) to join the Service Delivery Optimization (SDO) team! In this role, you will lead complex, multi-functional programs that drive process improvement, optimize HR service delivery, and integrate technology solutions into scalable business operations. You will partner with leaders across HR, IT, Finance, and Operations to align service delivery needs with enterprise strategies while ensuring program governance, organizational alignment, and operational efficiency. The ideal candidate is a strategic yet hands-on leader, with deep expertise in HR technology (Workday preferred), program management, and service delivery optimization. This is a highly visible position that calls for creativity, analytical capabilities, technical proficiency, and the skill to persuade individuals at every level of the company. We are looking for an individual that will thrive in a fast-paced environment, manage ambiguity with confidence, and drive measurable outcomes that improve the employee and customer experience!

Uphold Delivery Optimization standard as a center of quality, efficiency, and reliability
Analyze processes and implement simplification, efficiency, and engagement improvements
Define and track metrics/dashboards to measure service performance and drive continuous improvement
Act as a role model in leadership engagement, driving alignment and cultivating a strong network of leaders
Lead cross-team and/or multi-phase projects from design through implementation with a focus on security, scalability, and business value
Define clear problem statements, program objectives, success criteria, and project landmarks
Govern program portfolios by identifying risks, managing dependencies, and ensuring on-time delivery
Deliver HR technology programs across all phases of planning, readiness, and launch
Lead documentation management across the lifecycle, ensuring all scope, timeline, and approach changes are captured
Maintain detailed project records and produce timely reports and presentations
Conduct risk and progress assessments, creating mitigation plans for portfolio derailments
Own delivery outcomes, ensuring technical service performance meets or exceeds expectations
Lead the communication strategy across programs, providing executive-ready summaries of health, progress, risks, and issues
Serve as the central point of communication and reporting for program health, risks, and progress
Develop data-driven reports, dashboards, and recommendations to inform decision-making
Conduct research and analysis, develop and present recommendations to senior management to effectively drive overall program management and implementation activities
Adjust messaging for diverse audiences and communicate objectively on program status
Monitor critical project pipeline volume and complexity, balancing active initiatives against team capacity
Monitor equitable allocation of resources across OP1 priorities, business-as-usual (BAU), and ad-hoc initiatives
Track workload sustainability, backlog growth, and demand signals to identify risks of overextension
Provide capacity insights to leadership, enabling proactive resourcing decisions and long-term workforce planning

Bachelor's degree in Business, Information Technology, HR Systems or related field or equivalent experience
7+ years of relevant and successful program management experience leading highly complex projects in HR, IT, or enterprise technology initiatives
Proven track record of delivering large-scale, cross-functional programs from strategy to execution
Strong technical fluency with HR systems (Workday, UKG Pro WFM preferred) and cloud-based platforms
Expertise in program governance, risk management, process optimization, and capacity planning
Excellent prioritization, organizational, critical thinking, communication, and executive presentation skills
Experience with Agile methodologies, system development life cycles, and the use of modern Cloud technologies and systems
Proficiency in Jira, Confluence, Smartsheet, MS Project, Tableau, and Excel
Demonstrated ability to influence and build consensus across various levels of leadership
Ability to travel up to 25% as required for program delivery and leadership engagement (minimal expected)

PMP, Agile, or Six Sigma certifications
Background in HR transformation or large-scale enterprise operations
Expertise in resource modeling and portfolio demand management
Advanced knowledge and experience with Workday (Core HCM, Benefits, Payroll, Compensation, Recruiting, etc.), UKG PRO WFM (time and labor management) Data Visualizations (Excel, Tableau) and HR technologies

401k and a new hire and annual equity grant
Medical/Rx, vision, dental, life, disability, hospital indemnity, critical illness, and accident insurance
Parental leave and family services benefits
Backup dependent care and flexible spending accounts
Telemedicine and pet adoption reimbursement
Employee assistance program and many discounts including 10% off pet insurance and 20% off at Chewy.com
Unlimited PTO, subject to manager approval
Six paid holidays per year
Paid sick and family leave in compliance with applicable state and local regulations

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