Leave Specialist

Careers Hilbgroup

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PO Box 622, Mansfield, MA, US Until 8/23/2026 First posted May 30, 2025 Last posted May 30, 2025
Job description

Overview

Grow With Us! At Hilb Group, we recognize that our associates are our greatest asset. We promote a service-driven culture of high performance that encourages career and professional development. The Hilb Group is currently seeking a motivated and ambitious Leave Specialist to join our team. The ideal candidate will be motivated to succeed, is well organized, able to prioritize, and able to work well with a team. This is a remote position.

 

Responsibilities:

  • Serve as the primary point of contact for clients with employees initiating or undergoing a FMLA or state leave event.
  • Educate clients on their rights & responsibilities under FMLA, state-specific leave laws, employer policies, and related benefits.
  • Deliver empathetic, clear, and accessible communication throughout the leave journey.
  • Advocate on behalf of clients to ensure fair and timely processing of leave requests.
  • Liaise with HR, benefits providers, and leave administrators to facilitate seamless coordination and resolution of issues.
  • Stay current on evolving legislation and regulations affecting leave programs.

Qualifications:

  • Bachelor’s degree, Human Resources, Social Work, Public Administration, or related field preferred.
  • 2 – 4 years of experience in leave administration, HR, or benefits.
  • Knowledge of FMLA and state specific leave laws (e.g. PFML, CFRA, etc.).
  • Ability to learn and adapt quickly to changing business environment
  • Exceptional telephone demeanor and the ability to communicate complex leave scenarios is a way most non-insurance folks can understand
  • Ability to maintain a high level of confidentiality

Benefits: 

  • Company Paid Life Insurance, Long-Term and Short-Term Disability.
  • Medical, Dental, Vision and FSA/HSA plans.
  • 401(k) with company match.
  • Additional voluntary benefits including Critical Illness, Accident Insurance, Hospital Indemnity and Supplemental Life Insurance, Legal and Identity Protection, and Pet benefits.
  • Generous PTO.
  • An awesome team of professionals!

The Hilb Group is an equal opportunity employer, and we actively support and comply with all applicable federal, state, and local laws prohibiting all forms of discrimination in employment. Additionally, we have a zero-tolerance policy for all forms of harassment in violation of federal, state, and local laws.

About this role

Summary

Manage client leave requests and educate on leave laws.

Job title

Leave Specialist

Experience level

2 – 4 years

Industry

insurance

Location requirements

Remote position, candidates can be located anywhere.

Salary

Not specified

Management role

No

Skills & keywords

Required skills

bachelor’s degreeleave administrationFMLAstate specific leave lawscommunicationconfidentiality

Preferred skills

None specified

Specializations

leave administrationFMLAHRbenefits
Locations

Structured locations inferred from the posting.

Unknown location

Remote