Director, People Operations & Total Rewards

The role

The Director of People Operations & Total Rewards will shape and elevate the human resources function through strategic leadership in People Operations, Total Rewards, and technology. This person will manage the team member lifecycle and drive strategies involving AI, automation, and Workday configuration.

What you will do

• Design and sustain an innovative, effective, and inclusive work culture
• Directly manage the People and Talent Operations team
• Continuously improve the People Operations function
• Serve as the strategic owner of Total Rewards
• Own the strategic design, delivery, and administration of Workday and the People tech stack
• Manage the People Operations and Technology budget
• Oversee payroll approval for the biweekly pay cycle
• Plan and execute moderate to complex projects
• Monitor, audit, maintain, and troubleshoot the HRIS system
• Lead the Total Rewards expert in day-to-day execution of programs

Required qualifications

• 12 or more years of progressive experience in People (HR)
• 5+ years of experience across people operations, Total Rewards (compensation, benefits, and/or equity), and tech stack ownership (Workday required)
• Experience in Tier 1 team member relations, payroll management, and regulatory and compliance management
• 5 or more years of direct people management experience
• Demonstrated track record of shaping functional strategy and influencing outcomes in partnership with senior and C-level stakeholders
• Bachelor’s degree or equivalent experience

Nice to have

• Prior experience preferred in a high-growth tech-forward environment with a mix of private and public company experience
• Prior experience in insurance, insurtech, fintech, healthtech, lending, or tech preferred
• Workday certification(s) preferred

Benefits

• Competitive cash compensation
• Comprehensive health plans
• Generous PTO
• Future focused 401k match
• Generous parental and caregiver leave

Before you apply

• Remote team members must live and work in the United States (territories excluded) and have access to reliable, high-speed internet
• By submitting your application, you acknowledge and consent to Pie utilizing AI technologies to assist in your evaluation process

About the company

Pie leverages technology to transform how small businesses buy and experience commercial insurance. The company is a diverse team of builders, dreamers, and entrepreneurs.