Director, People Operations

📋 Description

• Own Headway's benefits strategy end-to-end. Assess our funding model and programming, and design
• Redesign employee support for leave, carrier/claims issues, general benefits questions and
• Ensure accurate, timely payroll delivery that stays compliant across all states where Headway
• Lead a proactive overhaul of employee policies and partner with the People Ops leader to streamline
• Set the strategic roadmap for People Systems (primarily Workday) and partner with Human
• Rebuild contingent worker lifecycle operations on automated foundations. Systematically replace

🎯 Requirements

• 10+ years of experience in People Operations or Total Rewards and at least 5 years managing and
• Rebuilt People workflows and support systems on automated foundations
• Fluent in modern data and automation tooling, and understand how AI fits into the infrastructure
• Translate ambiguous business needs into a sequenced roadmap
• Communicate with clarity across audiences
• Function well in a fast-paced environment, managing workflows and data for thousands of employees

🎁 Benefits

• Equity
• Salary: $212K - $265K per year
• Remote work