Two Chicks With A Side Hustle

Help shape the future of equitable healthcare while supporting a growing, nationwide remote team.

About Pair Team
Pair Team is a mission-driven, tech-enabled medical group reimagining how Medicaid serves underserved populations. By integrating clinical, behavioral, and social care, Pair Team partners with community organizations to improve health outcomes. Based in California, Pair Team is on track to build the largest clinically integrated network for high-need Medicaid members, already showing major impact in reducing ER visits and hospital admissions.

Schedule

  • Full-time, remote (U.S. based)
  • Reports to the People Operations Manager
  • Salary range: $90,000 – $100,000

What You’ll Do

  • Process bi-weekly hourly and semi-monthly salaried payroll for U.S. remote staff.
  • Manage payroll tax accounts and compliance across multiple states.
  • Oversee employee benefits including enrollments, billing, and qualifying life events.
  • Partner with benefits brokers to ensure compliance with state and federal laws.
  • Conduct audits of benefit programs, payroll deductions, and carrier data.
  • Support open enrollment, benefit audits, and year-end payroll activities.
  • Continuously improve payroll and benefits processes for accuracy and efficiency.

What You Need

  • 2+ years of multi-state payroll and benefits administration experience.
  • Knowledge of federal, state, and local payroll tax regulations.
  • Strong understanding of LOA administration and employment laws.
  • Excellent communication and organizational skills.
  • Proficiency with HRIS/payroll software (Rippling a plus), Excel/Google Sheets.
  • Analytical, detail-oriented, and problem-solving mindset.
  • Passion for serving individuals with complex health and social needs.

Benefits

  • Competitive salary + equity compensation package
  • Flexible vacation policy and paid time off
  • Medical, dental, and vision coverage
  • 401(k) plan with company match
  • Company-paid life and disability insurance
  • Monthly $100 remote work stipend + provided equipment
  • Subsidized caregiver support and childcare resources
  • Travel reimbursements for retreats and occasional projects

This is your chance to support a company revolutionizing Medicaid care delivery.

Build a career where innovation meets impact.

Happy Hunting,
~Two Chicks…

APPLY HERE