Remote HR Assistant - Military LOA Case Manager

Remote HR Assistant for Military Leave of Absence

Hiring a remote HR Assistant to handle leave of absence cases for military leave. If interested, please apply directly.

The HR Assistant Military Leave of Absence Case Manager serves as the single point of contact for employees experiencing military-related leave of absence or disability events across the United States and globally. This role provides comprehensive, end-to-end case management, ensuring employees receive accurate information, timely support, and a consistent, trusted experience. The position focuses on understanding each employee's unique situation, applying the appropriate benefits, maintaining compliance with relevant laws and policies, and adapting to changing circumstances in a fast-paced, high-volume environment.

Responsibilities

• Serve as the primary contact for employees experiencing military-related leave of absence or disability events, providing clear guidance and support throughout the process.
• Initiate and respond promptly to inquiries related to military leave and disability, ensuring employees and stakeholders receive timely and accurate information.
• Provide holistic case management services from initial request through return-to-work, addressing employee needs and coordinating with relevant partners.
• Deliver regular updates to employees, managers, and other stakeholders on case status, next steps, and any changes in leave or benefits.
• Calculate leave-related payments using established system formulas, ensuring accuracy and adherence to applicable policies and guidelines.
• Review military documentation to adjudicate leave requests, verifying eligibility and completeness of information.
• Ensure compliance with federal and state laws, including USERRA, as well as internal policies governing military leave and disability cases.
• Maintain accurate, detailed case records in the system, documenting interactions, decisions, and supporting documentation.
• Adapt case management plans to evolving employee needs, changing circumstances, and updated medical or military documentation.
• Handle sensitive and complex situations with professionalism and discretion, maintaining confidentiality at all times.
• Identify and troubleshoot barriers that may impact employees' leave or return-to-work, and proactively work to resolve issues.
• Exercise sound critical thinking and problem-solving skills to make decisions with limited or incomplete information when necessary.
• Facilitate smooth return-to-work transitions by coordinating with employees, managers, and other stakeholders to align expectations and timelines.
• Educate managers and business partners on leave processes, requirements, and best practices related to military leave and return-to-work.
• Collaborate closely with third-party administrators, HR, Legal, Payroll, Benefits, and other internal departments to ensure coordinated case management.
• Communicate effectively in English, both verbally and in writing, to convey complex information in a clear and empathetic manner.
• Manage multiple cases and projects simultaneously in a dynamic, fast-paced environment while maintaining strong ownership of deliverables.

Essential Skills

• At least 2 years of human resources and/or case management experience, with specific experience in end-to-end leave of absence or case management strongly preferred.
• Previous leave of absence (LOA) experience, particularly with military-related leaves, is critical for success in this role.
• Working knowledge of USERRA (Uniformed Services Employment and Reemployment Rights Act of 1994), as it is the primary federal law applied to these cases.
• At least 1 year of experience in HR or customer service, demonstrating strong employee or customer-facing support skills.
• Proven critical thinking and problem-solving skills, with the ability to make informed decisions in complex or ambiguous situations.
• Strong time management skills with a high level of ownership and accountability for meeting deadlines and deliverables.
• Excellent verbal and written communication skills, with the ability to explain policies and processes clearly to employees and stakeholders.
• Ability to build effective relationships and influence across functions, including HR, Legal, Payroll, Benefits, and external partners.
• Proficiency with Microsoft Office, including Outlook, Word, and Excel, with the ability to work with Excel formulas for payment calculations.
• Demonstrated ability to manage multiple projects or cases independently in a changing, fast-paced environment.
• Ability to handle confidential information with discretion and maintain a high level of professionalism.

Additional Skills & Qualifications

• Experience working in a specialized leave of absence or disability case management team, particularly in a corporate environment.
• Comfort working in a fast-paced, high-volume setting while maintaining accuracy and attention to detail.
• Willingness and ability to learn and apply new Excel formulas and system tools used for payment and case calculations.
• Strong interpersonal skills, with a focus on empathy, active listening, and building trust with employees navigating leave or disability events.
• Ability to collaborate effectively with third-party administrators and cross-functional partners to deliver a seamless employee experience.

Work Environment

100% remote within the US

Job Type & Location

This is a Contract position based out of Orlando, FL.

Pay and Benefits

The pay range for this position is $23.00 - $23.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following:

• Medical, dental & vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan Pre-tax and Roth post-tax contributions available
• Life Insurance (Voluntary Life & AD&D for the employee and dependents)
• Short and long-term disability
• Health Spending Account (HSA)
• Transportation benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Jun 5, 2026.