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Posted August 29, 2026

Leave of Absence Specialist

cumberlandfarmsinc
Westborough, Massachusetts 01581, United States Full-Time
70000.00 - 86000.00
Reference: 3162907592

Cumberland Farms, Inc., a leading regional convenience store and fuel retailer, seeks a Leave of Absence Specialist to support our growing retail workforce. In this role, you will administer FMLA, ADA, STD, LTD, and other leave programs for store, field, and corporate employees across multiple states. Responsibilities include case intake, documentation tracking, vendor coordination, and accurate payroll/benefit impacts. You will educate managers and team members on policies, ensure compliance with federal and state regulations, and maintain confidential records. This role requires strong attention to detail, customer service focus, and the ability to thrive in a fast-paced retail environment.

Responsibilities

  • Administer and track FMLA, ADA, STD, LTD, and other leave programs for multi-state workforce
  • Serve as primary contact for employees and managers on leave of absence policies and status
  • Review, collect, and maintain required medical and legal documentation with strict confidentiality
  • Coordinate with third-party administrators, benefits, and payroll to ensure accurate leave pay and benefits
  • Ensure compliance with federal, state, and company leave regulations and policies
  • Educate managers and team members on leave procedures, timelines, and documentation requirements
  • Maintain accurate case notes and HRIS data for reporting and audits
  • Identify and escalate complex or high-risk leave cases and partner with HR and Legal as needed
  • Support return-to-work and reasonable accommodation processes
  • Contribute to process improvements and standard operating procedures for leave administration

Required Skills

  • Leave of absence administration
  • FMLA compliance
  • ADA and accommodation processes
  • Short- and long-term disability administration
  • Multi-state employment law knowledge
  • HRIS and leave management systems
  • Documentation and recordkeeping
  • Payroll and benefits coordination
  • Employee and manager communication
  • Data reporting and auditing

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