Global Benefits Operations Specialist (Remote)

Remote; San Francisco (CA); Remote; USD 90,000 - 120,000; Full time

Benefits offered by this job

Open PTO

Remote-first

Home office stipend

Health insurance

Dental coverage

Vision coverage

Retirement match

EAP program

Holiday pay

Job summary

Cloudbeds is hiring for a remote Global Payroll & Benefits role. You will transform benefits operations, own data accuracy, and educate teammates with practical guides and AI-powered automation. The team collaborates across countries and vendors while exploring new tools to simplify complex benefits topics.

You will join a fully remote, globally distributed team, grow with cross-country projects, and help deliver onboarding sessions and resources to team members worldwide.

Qualifications

• 3+ years of experience in Customer Success, Support, Finance, Sales Operations, HR, or another operational role.
• Strong Excel and data analysis skills; reconcile data across systems.
• Experience with AI tools to improve productivity and automate workflows.
• Excellent written and verbal communication; able to present to groups.

Responsibilities

• Benefits operations: support enrollments, life events, status changes, and terminations across Workday and vendor platforms.
• Data accuracy and reconciliations: reconcile payroll deductions, eligibility files, enrollment records, and carrier invoices.
• Team member support: be a welcoming point of contact for benefits questions and own requests from start to finish.
• Team member education: create guides, FAQs, Guru cards, presentations, and short videos.
• Technology and process improvement: test new tools, AI agents, and automated workflows.
• Vendor coordination: work with brokers, carriers, payroll providers, and EOR partners.

Skills

Operations experience

Excel

Technology and AI

Communication and creativity

Ownership and problem-solving

People-first mindset

Tools

Workday

Job description

Cloudbeds is hiring for a remote Global Payroll & Benefits role. You will transform benefits operations, own data accuracy, and educate teammates with practical guides and AI-powered automation. The team collaborates across countries and vendors while exploring new tools to simplify complex benefits topics.

You will join a fully remote, globally distributed team, grow with cross-country projects, and help deliver onboarding sessions and resources to team members worldwide.