95K–105K USD / year

People Operations Manager (Benefits & Payroll)

People/HRRemote — United States (excluding AL, CO, LA)
Published on 2026-09-21
These details were extracted automatically from the original listing. They may not be complete or fully up to date — it's worth checking the original job post.

About this role

The People Operations Manager will oversee benefits administration, payroll, and compliance processes at FreeWill. This role plays a critical part in ensuring accurate employee support from onboarding through offboarding.

About the company

Freewill is a platform that provides individuals with the tools to create legally binding wills and estate plans online, aiming to simplify the process for those seeking to secure their legacies and ensure their wishes are honored.

The team

People and Culture

What you'll do

  • Manage benefits administration and employee inquiries
  • Lead the annual open enrollment process
  • Ensure payroll accuracy and compliance
  • Oversee the HRIS and manage employee lifecycle data
  • Handle regulatory reporting and compliance tasks

What we're looking for

  • 6+ years of benefits and payroll experience
  • Strong knowledge of benefits compliance and payroll processing
  • Experience in a fast-paced, under 500-employee environment
  • Comfort with multi-state payroll and regulatory compliance

Benefits

  • Flexible Paid Time Off policy
  • 401k and medical/dental/vision coverage
  • Company stock options
  • Monthly co-working budget

Hiring process

  1. Hiring Manager Interview
  2. Take Home Assignment
  3. Panel interview
  4. Final interview with leadership
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