Senior Manager, People Systems & Operations

Headway

Remote, US
Base: $169,000-$212,000; bonus/equity: equity gran...
Fully remote
Workday hcm administration expertise
Team management of people systems professionals
Strategic roadmap for people technology ecosystem
Headway is seeking a Senior Manager for People Systems & Operations to lead their HR technology strategy and enhance employee experience through scalable systems. The ideal candidate should have substantial experience in People Operations, particularly with Workday, and a strong aptitude for managing teams and cross-functional projects

Job Summary

  • Headway is building a new mental healthcare system to make therapy accessible by automating insurance admin work like credentialing and claims.
  • The role involves leading a team to design strategic People Systems suites and optimize Workday configurations to support rapid organizational growth.
  • Employees receive comprehensive benefits including equity compensation, flexible PTO, 16-week parental leave, and therapy reimbursement.

Matching Summary

Match Score: 85

Headway is seeking a Senior Manager for People Systems & Operations to lead their HR technology strategy and enhance employee experience through scalable systems. The ideal candidate should have substantial experience in People Operations, particularly with Workday, and a strong aptitude for managing teams and cross-functional projects.

Salary

Base: $169,000-$212,000; Bonus/Equity: Equity grant eligible; Benefits: Comprehensive health, wellness, retirement, and ownership opportunities

Skills & Requirements

Must-have

  • Workday HCM administration expertise
  • Team management of People Systems professionals
  • Strategic roadmap for People technology ecosystem
  • Cross-functional integration planning
  • Change adoption program leadership

Nice-to-have

  • Experience with Google Workspace and CultureAmp
  • Background in Greenhouse or Glean platforms
  • Proven track record in high-growth scaling environments
  • Technical support and enablement skills
  • Strong communication across diverse stakeholders

Key Requirements

  • 10+ years experience in People Operations and Systems
  • 5+ years specifically focused on Workday administration
  • Track record of managing and developing People teams
  • Deep knowledge of Workday Advanced Compensation and Absence & Time Tracking

Work Rights

Not specified

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