Global Benefits Specialist

Cloudbeds

. Support enrollments, qualifying life events, status changes, and terminations across Workday, payroll, and vendor platforms .

Posted 11/3/2026full-timeRemote • United StatesMid-LevelSenior💰 $60,000 - $85,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing benefits administration, including enrollment processes, payroll reconciliation, and vendor coordination. Proficient in utilizing AI tools and Excel for data analysis and workflow improvement while effectively communicating and presenting to diverse audiences.

Highest-signal resume keywords

Workday ExperienceExcel ProficiencyAI Tools UtilizationBenefits AdministrationStrong Communication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Payroll ReconciliationData AnalysisBenefits EnrollmentIssue InvestigationPresentation Creation

Soft Skills

Curiosity About AutomationIndependent WorkCollaboration Across FunctionsProblem-SolvingCustomer Support

Tools & Technologies

WorkdayAI AgentsSpreadsheetsVirtual Meeting Platforms

Industry Keywords

Benefits OperationsPayroll OperationsGlobal Teams SupportOpen EnrollmentVendor Coordination

About the role

Key responsibilities & impact

Support enrollments, qualifying life events, status changes, and terminations across Workday, payroll, and vendor platforms
Reconcile payroll deductions, eligibility files, enrollment records, and carrier invoices
Identify discrepancies, investigate differences, and coordinate with Payroll, HR, Finance, and vendors to resolve them
Serve as a point of contact for benefits questions and own requests from start to finish
Provide clear updates and escalate complex cases when needed
Create benefits guides, FAQs, Guru cards, presentations, and short videos
Help deliver virtual new hire benefits orientations and education sessions
Test new tools, AI agents, and automated workflows to improve efficiency
Coordinate with brokers, insurance carriers, payroll providers, and EOR partners
Participate in open enrollment, benefits renewals, retirement programs, leave of absence coordination, benefits billing, audits, vendor invoice projects, country-specific and EOR benefits programs, and global benefits projects

Requirements

What you’ll need

At least 3 years of experience in Customer Success, Support, Finance, Sales Operations, HR, or another operational role
Comfortable working independently with spreadsheets and data from multiple systems
Strong Excel and analytical skills
Hands-on experience using AI tools to improve productivity, analyze information, or simplify workflows
Curiosity about automation and emerging technologies
Strong written and verbal communication skills
Experience creating clear presentations, guides, training materials, or other resources for team members
Comfortable presenting to groups or facilitating virtual sessions
Proven ability to manage competing priorities, investigate issues, make sound judgments, and follow through independently
Genuine interest in helping people
Discretion with confidential information
Ability to collaborate effectively across functions and countries
Currently authorized to work in the location where the position is located without requiring visa sponsorship
Workday or another HRIS, exposure to benefits or payroll operations, experience supporting global teams, creating short videos, or building and testing AI agents and automated workflows are nice to have
Prior benefits experience is a plus, not a requirement