Senior HR Technical Program Manager (Workday)

Our Opportunity:
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, we are looking for someone who 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 (including Workday), 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!

What you'll do:

• SDO: 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; Listen and understand what motivates partners and customers

• Project Management: 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

• Communication: 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. Drive objectivity over subjectivity in the program status reporting process

• Resource & Capacity Management: 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

What you'll need:

• 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 and cloud-based platforms

• Advanced knowledge and experience with Workday (Core HCM, Benefits, Payroll, Compensation, Recruiting, etc.)

• 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)

Preferred Skills

• PMP, Agile, or Six Sigma certifications

• Background in HR transformation or large-scale enterprise operations

• Expertise in resource modeling and portfolio demand management

• Experience with UKG PRO WFM (time and labor management) and Data Visualizations (Excel, Tableau)

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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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