Leave Administrator

Leave Administrator Aspire encourages internal mobility and supports employees in exploring growth opportunities across the organization. Employees interested in this role should apply directly through this posting via Greenhouse. Recruiters will partner with HR to confirm eligibility and coordinate the next steps. The only exception is an in-program, same-role shift change, which should be handled directly with your manager and HR Partner. Please refer to Aspire's Internal Mobility Policy for more information. Aspire is currently seeking a Leave Administrator to serve as the organization's primary subject matter expert for employee leave of absence programs, unemployment insurance, workers' compensation coordination, and workplace safety compliance. This role provides leadership, oversight, and hands-on administration of complex and often sensitive employee matters, ensuring a compassionate employee experience while maintaining strict compliance with federal, state, and local regulations across Aspire's multi-state operations. The Leave Administrator manages end-to-end case administration, partners closely with HR, Payroll, managers, and external vendors, and serves as a trusted resource for employees navigating leave, accommodations, and return-to-work processes. Through strong collaboration, regulatory expertise, and data-informed decision-making, this role supports employee well-being, organizational risk management, and consistent, compliant HR operations that enable Aspire's workforce to thrive. Our Ideal Candidate: High School Diploma required; Associate's degree in Business Administration, Human Resources, or related field preferred. Minimum of two years of experience in Human Resources. Two or more years of experience administering leaves of absence, unemployment insurance, and/or workers' compensation cases preferred. Strong working knowledge of FMLA, ADA, state paid leave programs (e.g., CT PFML), unemployment insurance regulations, and OSHA requirements, or demonstrated ability to quickly learn. Excellent written and verbal communication skills with a strong service orientation. Highly organized, detail-oriented, and able to manage multiple complex cases and deadlines simultaneously. Ability to work independently in a fast-paced, compliance-driven environment. Demonstrated discretion and professionalism when handling sensitive employee and medical information. Proficiency with Microsoft Office and HRIS systems; experience with UKG, Cognos, bswift, and Cigna platforms a plus. Aspire Living & Learning believes it must play an active role in creating a community of employees that is diverse, inclusive and equitable. Our work benefits greatly from the contributions of people of color, people from working class backgrounds, women, LGBTQ people, and individuals with disabilities. Hence, we strongly encourage applications from people with these identities or who are members of other marginalized communities.

Created: 2026-03-05