Leave Specialist (Contractor)

Join Grow as a Leave Specialist, where you'll independently manage the day-to-day administration of our leave of absence program. You'll serve as the primary leave administration expert, partnering closely with employees, managers, People Operations, Employee Relations, Payroll, and our third-party leave administrator. Your role will involve managing the full lifecycle of employee leaves, ensuring compliance with federal, state, and local leave laws, and delivering a compassionate leave experience. This is a contract position with flexible hours and the potential for extension.

• Independently manage the day-to-day administration of the leave of absence program, ensuring compliance with federal, state, and local leave laws.
• Serve as the primary point of contact for employees navigating leaves of absence, providing timely, compassionate, and knowledgeable guidance.
• Partner closely with third-party leave administrators to ensure accurate case management, documentation, and employee support.
• Comfortable working independently in a fast paced, high growth environment
• Exceptional written and verbal communication skills with a high degree of empathy and professionalism
• Experience partnering with third party leave administrators such as Sparrow, Sedgwick, Lincoln Financial, The Hartford, or similar vendors
• Strong working knowledge of FMLA, ADA, CFRA, PWFA, USERRA, state paid family and medical leave programs, and other applicable leave laws
• Ability to exercise sound judgment while handling confidential and sensitive employee information
• Excellent organizational skills and attention to detail with the ability to manage multiple concurrent leave cases
• Experience independently managing end to end leave administration for a multi state employer
• 5+ years of dedicated leave administration experience supporting U.S. employees
• Strong understanding of the intersection between leave administration, payroll, benefits, and HR operations
• Experience using Rippling or a similar HRIS
• Research shows that some groups hesitate to apply unless they meet every qualification. If you’re excited about this role but don’t check every box, we encourage you to apply
• Experience supporting organizations with 500+ employees
• Experience partnering closely with Employee Relations teams on complex leave and accommodation cases
• Experience improving leave processes, documentation, or operational workflows