Global Benefits Specialist

The role

This person will support benefits operations, data reconciliations, and team member education. They will work with payroll, HR, and vendors to manage enrollments and resolve discrepancies.

What you will do

• Support enrollments, qualifying life events, status changes, and terminations across platforms.
• Reconcile payroll deductions, eligibility files, enrollment records, and carrier invoices.
• Investigate and resolve discrepancies with Payroll, HR, Finance, and vendors.
• Act as a point of contact for benefits questions.
• Create benefits guides, FAQs, presentations, and videos.
• Deliver virtual new hire benefits orientations and education sessions.
• Test new tools, AI agents, and automated workflows.
• Coordinate with brokers, insurance carriers, payroll providers, and EOR partners.

Required qualifications

• At least 3 years of experience in Customer Success, Support, Finance, Sales Operations, HR, or another operational role.
• Strong Excel and analytical skills.
• Hands-on experience using AI tools to improve productivity or simplify workflows.
• Strong written and verbal communication skills.
• Experience creating presentations, guides, or training materials.
• Ability to manage competing priorities and follow through independently.
• Ability to collaborate effectively across functions and countries.
• Discretion with confidential information.

Nice to have

• Prior benefits experience
• Workday or another HRIS
• Exposure to benefits or payroll operations
• Experience supporting global teams
• Creating short videos
• Building and testing AI agents and automated workflows

Benefits

• Remote First, Remote Always
• PTO in accordance with local labor requirements
• Fully Paid Parental Leave
• Home office stipend based on country of residency
• Professional development courses in Cloudbeds University
• Access to professional development, including manager training, upskilling, and knowledge transfer

Before you apply

• Applicants must be currently authorized to work in the location where the position is located without requiring visa sponsorship.
• Cloudbeds is unable to provide sponsorship for work visas.

About the company

Cloudbeds is a remote company that builds a platform powering hotels across 150 countries. The team consists of 650+ members across 40+ countries.