Senior Global Benefits Specialist

The role

You will shape and optimize global benefits provisions across international markets. You will act as an expert advisor for customers, team members, and internal teams through vendor management, client advisory, and knowledge enablement.

What you will do

• Monitor macro global benefits trends and multi-regional regulatory shifts
• Partner with global, regional, and local benefits brokers and vendors
• Source and implement new benefits vendors globally
• Create vendor scorecards and lead Quarterly Business Reviews
• Resolve complex international benefits queries and escalations
• Advise on global benefits provisions during customer and sales calls
• Partner with Customer Support, Sales, Product, and Legal to solve benefits challenges
• Build and maintain a global repository of guides, FAQs, and documentation
• Train and upskill internal teams on multi-country benefits provisions
• Lead webinars and host live AMA sessions for benefits education

Required qualifications

• 6+ Years of Global Benefits Experience
• Direct hands-on experience navigating benefits landscapes and statutory requirements across multiple global regions
• Strong foundational knowledge of international fringe benefits tax (FBT) frameworks
• Proven success running QBRs, constructing vendor scorecards, and managing complex matrixed relationships
• Proven experience implementing AI tools or automated workflows within a benefits, HR, or Ops function
• Background working in a fast-scaling startup or global tech environment
• Fluent English language
• A reliable home internet connection

Nice to have

• Professional fluency in multiple languages
• Demonstrable experience working within or closely with an Employer of Record (EOR) model

Benefits

• 40 days off per year including holidays and vacation, or more if required by country
• Mental health support via Plumm
• Monthly wellbeing allowance in a ThanksBen wallet
• Flexible parental leave with at least three months paid leave
• WFH stipend for laptop and home office equipment

About the company

Oyster is a B Corp-certified global employment platform that lets companies hire, pay, and care for people anywhere. The company is distributed across 60+ countries.