Manager, Leave of Absence

Machinify
•$100,000 - $120,000•Remote

About The Position

The Leave of Absence Manager owns end-to-end administration of all employee leave programs — including FMLA, state-specific leaves (e.g., Pregnancy Disability Leave, domestic violence/safe leave, state paid family and medical leave programs), ADA accommodation-related leave, and company-provided leave policies. This role also serves as a cross-trained backup and active contributor to the Benefits team, supporting day-to-day administration of health, welfare, and retirement plan. The ideal candidate combines deep leave-compliance expertise with the versatility to step into benefits administration as workload and coverage require.

Requirements

  • 5+ years of progressive experience in leave of absence administration, with direct ownership of FMLA, disability, and multi-state leave compliance.
  • Working knowledge of ADA interactive process requirements as they intersect with leave.
  • Strong understanding of state-specific leave laws (e.g., pregnancy disability leave, paid family/medical leave, domestic violence leave) and how they interact with federal requirements.
  • Experience partnering with payroll and third-party leave/disability administrators.
  • Excellent judgment handling sensitive, confidential employee situations.
  • Strong written and verbal communication skills, with the ability to explain complex leave rules clearly to employees and managers.

Nice To Haves

  • Prior exposure to benefits administration — health & welfare plans and retirement plans.
  • Professional certification such as CLMS (Certified Leave Management Specialist), CEBS, or PHR/SHRM-CP.
  • Experience with HRIS and leave management systems (e.g., Workday or similar).
  • Experience operating across with remote, national employee population.

Responsibilities

  • Serve as subject matter expert and administer all leave types — FMLA, state family/medical leave, PDL, ADA-related leave, military leave, and state domestic violence/safe leave — ensuring compliance with federal and multi-state requirements for a remote workforce spread across the US.
  • Track eligibility, certifications, and entitlement balances across concurrent leave types (e.g., FMLA running with state PDL or short-term disability).
  • Manage intermittent and reduced-schedule leave requests, ensuring time is tracked in compliant increments and consistent with plan documents and applicable regulations.
  • Coordinate with payroll, workers' compensation carriers, and short/long-term disability vendors to ensure accurate pay, benefits continuation, and return-to-work processes.
  • Serve as the primary point of contact for managers and employees navigating leave requests, providing clear, empathetic guidance while maintaining confidentiality.
  • Monitor state and federal legislative changes affecting leave entitlements across all states where the company has employees, and update policies and processes accordingly.
  • Own leave-related recordkeeping, reporting, and audit-readiness; prepare documentation for Director and/or Legal on complex or contested leave cases.
  • Support day-to-day administration of health, welfare, and retirement benefits, including enrollment, life-event changes, COBRA and vendor escalations.
  • Partner with the Benefits team during Open Enrollment and audits, providing surge support as needed.
  • Act as a cross-trained backup for benefits inquiries during team absences or peak volume periods.
  • Maintain and improve leave and benefits BPs, ensuring consistency across systems and vendor platforms.
  • Maintain documentation / training for managers on leave and accommodation processes.
  • Identify process efficiencies and support system implementations or upgrades related to leave and benefits administration.

Benefits

  • Top Medical/Dental/Vision offerings
  • FSA/HSA
  • Tuition reimbursement
  • Competitive salary, 401(k) with company match
  • Additional health and wellness benefits and perks
  • Flexible and trusting environment where you’ll feel empowered to do your best work
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