Leave Specialist – Remote

If you’re the kind of person who can hold someone’s hand through a stressful life moment and still keep the paperwork airtight, this role is built for you. You’ll manage employee leaves end-to-end, balancing empathy, compliance, and precision while partnering with HR, payroll, and claims teams.

About Sparrow
Sparrow is a high-tech, high-touch leave management solution helping companies simplify employee leave (family, medical, etc.). They turn a complex, regulation-heavy process into a streamlined experience, saving companies significant time and money per leave. Sparrow is headquartered in San Francisco with a remote team across the U.S.

Schedule

  • Remote, full-time hourly (non-exempt)
  • Core hours expectation: 8 working hours (excluding breaks) between 8am–6pm in your local time, weekdays

What You’ll Do

  • Manage a portfolio of employee leaves (short-term and long-term) from start to finish across multiple companies in the U.S. and Canada
  • Apply and explain leave policies and programs (FMLA, ADA, STD/LTD) including eligibility, certification, and benefits
  • Communicate with employees, HR, payroll, managers, HRBPs via phone and email to maintain clarity and trust
  • Coordinate with third parties as needed while protecting confidential medical documentation
  • Keep clean, accurate internal records and document best practices
  • Partner with payroll teams to ensure accurate, on-time pay and clearly explain payroll calculations
  • Partner with internal claims teams to file and manage claims with states and private disability insurance providers
  • Use multiple tools to manage updates, communication, and progress across each leave
  • Support service quality by meeting SLAs, tracking satisfaction, and adapting to process improvements
  • Participate in team meetings, contribute feedback, and help improve workflows and the product through customer insight

What You Need

  • 2+ years of client-facing experience where relationship-building matters
  • Strong verbal and written communication, with a calm, empathetic tone and clear problem-solving
  • High attention to detail and strong organizational skills (you don’t drop balls)
  • Comfort moving between multiple tasks quickly in a fast-paced environment
  • Ability to interpret basic payroll calculations and explain them in plain language
  • Discretion and confidence handling confidential information appropriately
  • Adaptability and a learner mindset in a growing startup environment

Benefits

  • Compensation: $22.25 to $27.50 per hour (based on legal state of residence)
  • Mission-driven work supporting employees during critical life moments
  • Opportunity to influence process improvements and product feedback loops

If you’re applying, your strongest angle is this: “I can be both the calm voice and the organized brain.” Lead with that.

Happy Hunting,
~Two Chicks…

APPLY HERE.