Senior Benefits & Leave Specialist (HR Operations)

TL;DR

Senior Benefits & Leave Specialist (HR Operations): Leading the administration and continuous improvement of employee benefits, leave of absence, and workplace accommodation programs across the U.S. and Canada with an accent on regulatory compliance and operational excellence. Focus on managing complex leave cases, overseeing immigration processes, and scaling compliant HR workflows for a distributed workforce.

Location: Remote (Must be based in the US or Canada)

Company

hirify.global is a health-tech platform dedicated to helping people get better through professional supplement management.

What you will do

• Own end-to-end administration of benefits and leave programs across the U.S. and Canada.
• Ensure compliance with federal, state, and provincial regulations including COBRA, ERISA, ESA, WSIB, and EI.
• Manage complex and escalated leave, accommodation, and return-to-work cases.
• Coordinate immigration processes for U.S. and Canada, including work permits and LMIA applications.
• Oversee workers’ compensation programs, including claims management and vendor coordination.
• Develop and scale policies, SOPs, and self-service tools to support a distributed workforce.

Requirements

• Deep knowledge of U.S. and Canadian leave, benefits, and employment laws.
• Proven experience leading high-risk, sensitive leave and accommodation cases.
• Proficiency with HRIS tools (ADP, Workday) and leave management platforms (e.g., Unum).
• Experience managing immigration processes and partnering with external legal counsel.
• Must be based in the U.S. or Canada.
• Strong empathetic communication and cross-functional partnership skills.

Culture & Benefits

• Remote-first workplace environment.
• Mission-driven culture focused on helping people get better.
• Collaboration with cross-functional teams including People, Legal, and Payroll.
• Emphasis on operational excellence and high-quality employee experience.