Part-time Leave Advisor

Sorry, this job was removed at 06:10 a.m. (UTC) on Friday, May 08, 2026
Hiring Remotely in Boston, MA, USA
Remote or Hybrid
30-38 Hourly
Artificial Intelligence • Big Data • Cloud • Information Technology • Software • Big Data Analytics • Automation
Dynatrace delivers answers and intelligent automation from data.
The Role
Your role at Dynatrace

The Leave Advisor manages the day-to-day administration of employee leave programs in the United States, including Short-Term Disability (STD), Long-Term Disability (LTD), FMLA, and state-mandated leave programs. This role works closely with an outsourced leave administration partner to ensure accurate case management, regulatory compliance, and a positive employee experience. The position also supports the administration of ADA workplace accommodations, partnering with HR, managers, and vendors to ensure timely, compliant, and consistent outcomes.

This is a part-time role focused on operational execution, employee support, and compliance.

Key Responsibilities

Leave Administration (STD, LTD, FMLA & State Leaves)

  • Administer U.S. leave of absence programs, including STD, LTD, FMLA, and applicable state and local leave programs.
  • Manage leave cases from intake through return to work, ensuring accurate documentation, eligibility determination, and timely follow-up.
  • Partner with the outsourced leave administration vendor to coordinate leave approvals, extensions, denials, and return-to-work actions.
  • Monitor vendor data accuracy and case progression; escalate issues or discrepancies as appropriate.
  • Ensure leave designations align with federal, state, and company policies.

ADA & Workplace Accommodations

  • Support the ADA interactive process for workplace accommodation requests.
  • Coordinate with employees, managers, HR Business Partners, and medical reviewers to obtain documentation and evaluate accommodation needs.
  • Track and maintain confidential accommodation records in compliance with legal and company requirements.
  • Assist with implementation and monitoring of approved accommodations.

Compliance & Policy Support

  • Ensure compliance with FMLA, ADA, STD/LTD plan provisions, and applicable state leave laws.
  • Apply company policies consistently while escalating complex or sensitive cases as needed.
  • Maintain documentation to support compliance reviews, audits, and potential legal inquiries.

Vendor & Stakeholder Coordination

  • Act as a liaison between employees, HR Business Partners, Payroll, and the outsourced leave vendor.
  • Coordinate with Payroll to ensure correct pay status, benefit continuation, and leave-related deductions.
  • Respond to employee inquiries regarding leave status, required documentation, and next steps with empathy and clarity.

Data, Systems & Reporting

  • Maintain accurate leave and accommodation data in HRIS and vendor platforms.
  • Track case metrics, deadlines, and return-to-work status.
  • Prepare standard reports and support ad hoc data requests related to leaves and accommodations.
  • Utilize Microsoft Excel and related tools to review data and support reconciliations.

Technology & Continuous Improvement

  • Use Microsoft tools (Excel, Outlook, Teams, SharePoint) to manage workflows and documentation.
  • Leverage approved AI-enabled tools (e.g., Copilot or workflow automation) to improve accuracy, efficiency, and tracking.
  • Contribute to process documentation and continuous improvement initiatives related to leave and accommodation.
What will help you succeed

Required Qualifications & Experience

  • Bachelor’s degree in Human Resources, Business Administration, or a related field, or equivalent practical experience.
  • 2–4 years of experience administering employee leave programs and/or disability management.
  • Working knowledge of FMLA, STD, LTD, ADA, and state leave programs.
  • Experience working with an outsourced leave administration vendor.
  • Familiarity with HRIS and leave management systems.
  • Strong proficiency in Microsoft Excel and Microsoft Office tools.
  • Ability to manage sensitive employee information with professionalism and discretion.

Skills & Competencies

  • Strong understanding of U.S. leave and accommodation compliance requirements.
  • High attention to detail with the ability to manage multiple concurrent cases.
  • Clear, empathetic communication skills when working with employees and managers.
  • Strong organizational, documentation, and follow-up skills.
  • Ability to work independently within established guidelines.
  • Collaborative approach with HR, Payroll, and external partners.

Preferred Qualifications (A Plus)

  • Experience administering state paid family and medical leave programs.
  • Experience supporting return-to-work or transitional duty processes.
  • Familiarity with accommodation tracking or case management tools.
  • Experience with HR systems such as SuccessFactors or similar.
  • Interest in improving HR operations through technology and automation and AI.
Why you will love being a Dynatracer
  • Dynatrace is a leader in unified observability and security.
  • We provide a culture of excellence with competitive compensation packages designed to recognize and reward performance.
  • Our employees work with the largest cloud providers, including AWS, Microsoft, and Google Cloud, and other leading partners worldwide to create strategic alliances.
  • The Dynatrace platform uses cutting-edge technologies, including our own Davis hypermodal AI, to help our customers modernize and automate cloud operations, deliver software faster and more securely, and enable flawless digital experiences.
  • Over 50% of the Fortune 100 companies are current customers of Dynatrace.
Compensation and Rewards

This is a part-time role paid hourly. The hourly rate ranges from $30 - 38. When determining your pay, we consider your experience, skills, education, and work location.

Equal Employment OpportunityEqual Employment Opportunity

All your information will be kept confidential according to EEO guidelines.

We offer competitive compensation, company-sponsored premium benefits, medical, dental, vacation/holidays, company matching 401(k) Plan, etc. Dynatrace is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, sex, color, gender identity, religion, national origin, ancestry, citizenship, physical abilities, age, sexual orientation, creed, disability status, veteran status, pregnancy, genetic status, or any other characteristic protected by law. If your disability makes it difficult for you to use this site, please contact [email protected]. Dynatrace participates in E-Verify, participant information in English and Spanish. Right to work information in English and Spanish. EEO is the Law. To be considered for this position, please upload your resume/CV.

What the Team is Saying

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The Company
HQ: Boston, MA
5,600 Employees
Year Founded: 2005

What We Do

Dynatrace lets customers understand their business like never before, so they can see beyond the complexity, find and fix problems faster and automate manual tasks with Al — so they can focus on what truly matters: running their business.

Why Work With Us

In a world that runs on software, our Al-driven insights cut through the noise, allowing you to focus on what truly matters by automating manual tasks and resolving issues with pinpoint accuracy. Our culture, fueled by curiosity, openness, and authenticity, drives our pursuit of innovation and excellence in crafting the Dynatrace platform.

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Employees engage in a combination of remote and on-site work.

Majority of roles are hybrid with flexibility. Please speak with our recruiting team for specific details on hybrid work.

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