Remote Leave & Accommodation Strategy Lead

Asset Living; United States; Remote; USD 75,000 - 85,000; Full time

Job summary

Asset Living is seeking an Assistant Director, Leave and Accommodation to lead the organization’s leave of absence and workplace accommodation programs. You will supervise the team, manage complex cases, and partner with legal and benefits to ensure compliant, timely accommodations and returns-to-work.

The role requires strong HR leadership, in-depth knowledge of FMLA/ADA/USERRA, and a track record of process improvements in a multi-jurisdiction environment.

Qualifications

• Bachelor’s degree in Human Resources, Business Administration, or a related field preferred.
• Five or more years of progressive Human Resources experience preferred, including substantial direct experience with leave administration and workplace accommodations.
• Advanced working knowledge of FMLA, ADA, USERRA, and related leave laws and processes.
• Demonstrated ability to administer leave and accommodation matters across multiple jurisdictions and identify when state or local requirements provide additional protections.
• Ability to set expectations, prioritize team workloads, coach performance, review work product, resolve escalations, and build consistent and accountable practices.
• Excellent written and verbal communication skills with the ability to explain sensitive or complex requirements clearly and professionally to employees and leaders at all levels.
• Ability to manage a high-volume and complex caseload while overseeing team deliverables, competing deadlines, audits, projects, and timely follow-up.
• Ability to analyze trends, maintain meaningful metrics, evaluate vendor performance, and translate findings into practical process improvements.
• Demonstrated discretion in handling medical information and other sensitive employee records in accordance with confidentiality requirements.
• Proficiency in Microsoft Office Suite and experience with HRIS, case-management, ticketing, payroll, benefits, or leave-administration systems.
• Ability to remain calm, professional, empathetic, and solutions-oriented during difficult conversations and in a fast-paced, changing environment.

Responsibilities

• Lead the day-to-day administration of leave and accommodation programs, establish service expectations, monitor workflows, and promote consistent practices across the organization.
• Directly supervise the Leave & Accommodations Specialist, including assigning work, reviewing case strategy and documentation, providing coaching and training, monitoring deadlines and service levels, and supporting professional development.
• Independently manage high-risk or complex leave cases, including extended or indefinite leave, pregnancy-related limitations, and medical restrictions.
• Guide and document the ADA interactive process; evaluate requested accommodations and effective alternatives; coordinate implementation; assess operational impact and potential undue hardship; and partner with Legal on sensitive or unresolved matters.
• Oversee eligibility, certification, designation, extensions, recertification, exhaustion, reduced schedules, military leave, state paid leave programs, personal leave, disability-related matters, and return-to-work requirements under applicable laws.
• Serve as the primary escalation point when protected leave or accommodation matters intersect with performance management, attendance, discipline, or organizational changes.
• Provide clear, compassionate, and practical guidance regarding employee responsibilities, documentation requirements, timelines, restrictions, available options, and company processes.
• Manage relationships with third-party leave and accommodation administrators, monitor claim handling and service quality, address discrepancies, and coordinate with Benefits, Payroll, Employee Relations, HR leadership, Safety, and Legal.
• Oversee return-to-work planning, medical releases, restrictions, modified duty, transitional work, schedule changes, accommodation implementation, and related stakeholder communication.
• Conduct routine audits of leave and accommodation files, intermittent leave usage, reduced schedules, documentation, designations, restrictions, status changes, and return-to-work activity.
• Develop and maintain reporting on caseload volume, aging, response times, leave types, accommodation activity, return-to-work outcomes, vendor performance, trends, and compliance risks.
• Develop and maintain policies, procedures, templates, resources, manager guidance, and training. Monitor legal and regulatory developments and recommend updates.
• Ensure leave status, return dates, timekeeping, pay-related changes, benefit considerations, restrictions, and employee records are communicated and processed accurately in systems.
• Maintain complete, accurate, and confidential case records with controlled access.
• Partner with HR and operational leaders to evaluate staffing impacts, temporary coverage, workforce planning, and business continuity.
• Support broader HR compliance initiatives, special projects, audits, acquisitions or transitions, and other duties as assigned.

Skills

Leadership

HR policy

Communication

Education

Bachelor’s degree in Human Resources, Business Administration, or a related field

Tools

HRIS

MS Office

Job description

Asset Living is seeking an Assistant Director, Leave and Accommodation to lead the organization’s leave of absence and workplace accommodation programs. You will supervise the team, manage complex cases, and partner with legal and benefits to ensure compliant, timely accommodations and returns-to-work.

The role requires strong HR leadership, in-depth knowledge of FMLA/ADA/USERRA, and a track record of process improvements in a multi-jurisdiction environment.