Director, People Operations

Remote (United States)

Job Details

Location: United States

Workplace: Remote

Employment Type: Full-time

Experience: 10+ years in People Operations or Total Rewards, including 5+ years of team management and development

Core Areas: HR Operations, Employee Benefits Strategy, Payroll Compliance, HR Policies, Workday HRIS, People Systems Automation, Employee Lifecycle Management, Leave and Immigration Administration

Compensation: $212,000–$265,000 annually, plus equity

About the Role

The Director, People Operations will lead and scale critical human resources programs, including employee benefits strategy and administration, payroll operations, leave management, immigration support, HR policies, and People Systems. This leadership position is responsible for developing scalable HR operations, improving the employee experience, strengthening operational compliance, and establishing efficient processes that support continued organizational growth.

Reporting to the Director of Total Rewards and Operations, this role leads a team of Managers and Associates and partners closely with Finance, Legal, People Analytics, and Human Intelligence teams. The position combines strategic HR leadership with hands-on ownership of Workday optimization, workflow automation, AI-enabled employee support, and contingent workforce operations.

What You'll Do

• Lead end-to-end employee benefits strategy, including evaluation of the existing funding model, benefits programs, and opportunities to redesign offerings for organizational growth.
• Develop and implement an updated benefits strategy that balances employee needs, program effectiveness, and long-term operational scalability.
• Redesign employee support processes for leave administration, insurance carrier and claims issues, benefits inquiries, and immigration matters to deliver responsive, scalable HR services.
• Oversee accurate and timely payroll processing while maintaining compliance with applicable payroll requirements across all states where the organization operates.
• Lead the proactive review, modernization, and implementation of employee policies, partnering with People Operations leadership to improve employee recordkeeping practices.
• Define and execute the strategic roadmap for People Systems, with a primary focus on Workday, system enhancements, process integration, and operational automation.
• Partner with Human Intelligence and People Analytics teams to develop AI-enabled, agentic employee self-service capabilities that simplify access to HR information and support.
• Redesign contingent worker lifecycle management, including onboarding, offboarding, contract extensions, and employment conversions, using automated and AI-native workflows.
• Replace manual, error-prone HR processes with reliable automated solutions that improve accuracy, efficiency, and the employee support experience.
• Establish measurable improvements in HR operations, tracking reductions in manual processing, employee escalations, workflow errors, and administrative effort.
• Lead change management and organizational adoption of new HR programs, technologies, and operational processes.
• Develop training materials, process documentation, and employee enablement resources to support successful implementation and sustained adoption of new systems and workflows.
• Measure the effectiveness and long-term impact of HR transformation initiatives, identifying opportunities for continued operational improvement.
• Coach, mentor, and develop a high-performing team of Managers and Associates, building leadership capabilities and operational accountability.
• Collaborate with cross-functional stakeholders to align HR operations priorities, technology investments, and people programs with evolving organizational requirements.

Qualifications

Required Experience

• 10+ years of professional experience in People Operations or Total Rewards, including responsibility for complex HR programs and operational processes.
• At least 5 years of experience managing, coaching, and developing high-performing teams.
• Demonstrated success redesigning HR workflows, employee support systems, and operational processes through automation.
• Proven ability to reduce manual processing, improve workflow accuracy, decrease error rates, or strengthen service-level performance through technology-enabled improvements.
• Experience managing employee workflows, HR operational data, and support processes for organizations with thousands of employees.
• Experience supporting rapid organizational growth and adapting HR systems and programs to changing operational demands.
• Strong track record of leading complex, cross-functional projects involving multiple stakeholders and competing priorities.

Required Skills

• Strong knowledge of People Operations processes, HR service delivery, and the operational infrastructure supporting employee programs.
• Proficiency with modern data and automation tools, including the ability to identify practical applications of AI in HR workflows and employee support systems.
• Ability to design scalable, reliable automated processes that reduce administrative work and improve operational performance.
• Strong strategic planning skills, including translating ambiguous organizational needs into prioritized initiatives and actionable implementation roadmaps.
• Ability to anticipate evolving HR operational requirements and develop sustainable processes rather than relying on reactive solutions.
• Excellent written and verbal communication skills, with the ability to present clear recommendations to leadership and provide practical guidance to team members.
• Strong cross-functional collaboration skills, including the ability to establish credibility, build productive stakeholder relationships, and communicate actionable insights.
• Exceptional organizational and project management skills, with the ability to coordinate complex initiatives across multiple functions.
• Ability to operate effectively in a fast-paced environment while maintaining accuracy, process consistency, and operational reliability.

Preferred Qualifications

• Familiarity with HR technology platforms such as Workday and Ashby.
• Knowledge of HR systems integration, API capabilities, and opportunities to connect HR technology platforms through automated workflows.

Benefits

Comprehensive medical, dental, and vision insurance; Health Savings Account (HSA) and Flexible Spending Account (FSA) options; 401(k) retirement savings with an employer match beginning in 2027; Carrot Fertility reimbursement; and paid parental, medical, and caregiver leave.