Senior Global Benefits Specialist

Oyster

Senior Global Benefits Specialist optimizing international benefits provisions for a remote workforce. Collaborating with clients and internal teams, ensuring compliance and competitive offerings

Posted 7/29/2026full-timeRemote • 🇪🇸 SpainSenior💰 €37,000 - €60,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in global benefits design, compliance, and vendor management, with a strong focus on stakeholder engagement and effective communication. Proficient in leveraging AI tools and automation to enhance benefits processes and documentation.

Highest-signal resume keywords

Global Benefits ExperienceInternational Fringe Benefits Tax KnowledgeStakeholder & Relationship ManagementAI Tools ImplementationExceptional Communication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Global Benefits DesignVendor ManagementCompliance ExpertiseBenefits DocumentationData AnalysisFringe Benefits Tax FrameworksMulti-Country Benefits ProvisionsBenefits EducationWorkflow AutomationMetrics-Driven Operations

Soft Skills

Commercial MindsetEmpathy for End-UsersChange ManagementProactive Problem SolvingNatural Educator

Tools & Technologies

AI ToolsHR TechAutomation ToolsVendor ScorecardsSelf-Serve Documentation

Industry Keywords

Cross-Country ExpertiseStatutory RequirementsFast-Paced EnvironmentsEmployer of Record ModelMulti-Regional Regulatory Shifts

About the role

Key responsibilities & impact

Monitor macro global benefits trends and multi-regional regulatory shifts to ensure competitive and compliant offerings.
Partner with global, regional, and local benefits brokers and vendors, driving negotiations.
Source and implement new benefits vendors globally, creating robust vendor scorecards and feedback loops.
Resolve complex international benefits queries and escalations.
Join customer and team member calls, advising on global benefits provisions.
Partner with Customer Support, Sales, Product, and Legal for cross-border benefits solutions.
Build and maintain a global repository of guides and self-serve documentation.
Proactively train and upskill internal teams to discuss multi-country benefits provisions.
Lead high-impact webinars and AMA sessions on benefits education.
Continuously audit and refine global benefits delivery workflows.
Leverage AI and automation tools to streamline benefits documentation and processes.
Analyze recurring benefits ticket data to identify systemic friction points.

Requirements

What you’ll need

6+ Years of Global Benefits Experience: Deep expertise in international benefits design, compliance, and vendor management with a strong track record of supporting both internal stakeholders and external corporate clients across multiple continents.
True Cross-Country Expertise: Direct hands-on experience navigating nuanced benefits landscapes, statutory requirements, and local market norms across multiple global regions (e.g., AMER, EMEA, APAC, LATAM).
Strong foundational knowledge of international fringe benefits tax (FBT) frameworks.
Commercial & Solution-Oriented Mindset: Highly commercial in your ways of working; able to balance empathy for the end-user with rigorous cost management and business objectives.
Exceptional Communication & Presentation Skills: A natural educator who can translate intricate, technical benefits terminology into clear, accessible advice—both in writing and when presenting live to clients or senior leaders.
Stakeholder & Relationship Management: Proven success running QBRs, constructing vendor scorecards, and managing complex matrixed relationships across vendors, customers, and internal departments.
Tech-Forward & AI-Literate: Digitally savvy with a strong curiosity for HR tech.
Growth-Driven & Change-Ready: Thrives in a fast-paced, metrics-driven environment; comfortable navigating ambiguity and eager to move operations from reactive firefighting to proactive scaling.
Proven experience implementing AI tools or automated workflows specifically within a benefits, HR, or Ops function.
Fast-Paced Environments: Background working in a fast-scaling startup or global tech environment.
[BONUS] Professional fluency in multiple languages is a strong plus.
[BONUS] Demonstrable experience working within or closely with an Employer of Record (EOR) model, navigating international benefits boundaries.
A reliable home internet connection (or be able to get one).
Fluent English language.