Global Benefits Specialist

This is a fully remote position, open to applicants in United States.

📋 Description

• Assist with enrollments, qualifying life events, status modifications, and terminations across Workday, payroll, and vendor systems.

• Reconcile payroll deductions, eligibility files, enrollment records, and carrier invoices.

• Detect discrepancies, investigate variances, and collaborate with Payroll, HR, Finance, and vendors to address them.

• Act as a dependable point of contact for benefits inquiries and manage requests from initiation to resolution.

• Provide transparent updates and escalate complex cases when necessary.

• Develop benefits guides, FAQs, Guru cards, presentations, and brief videos.

• Assist in conducting virtual new hire benefits orientations and educational sessions.

• Evaluate new tools, AI agents, and automated workflows.

• Collaborate with brokers, insurance providers, payroll companies, and EOR partners.

• Engage in open enrollment, benefits renewals, retirement programs, leave of absence management, billing, audits, vendor invoice projects, country-specific and EOR benefits programs, and well-being initiatives.

• Utilize Excel, AI, automation, and creative tools to streamline processes and minimize repetitive tasks.

⛳️ Requirements

• Minimum of 3 years of experience in Customer Success, Support, Finance, Sales Operations, HR, or another operational role.

• Proficient in Excel and possess strong analytical skills.

• Comfortable working independently with spreadsheets and data from various systems.

• Capable of reconciling information, investigating discrepancies, and validating results autonomously.

• Practical experience utilizing AI tools to enhance productivity, analyze data, or streamline workflows.

• Interest in automation and emerging technologies.

• Excellent written and verbal communication skills.

• Experience in creating clear presentations, guides, training materials, or other resources for team members.

• Comfortable presenting to groups or leading virtual sessions.

• Ability to juggle competing priorities, investigate issues, make informed decisions, and follow through independently.

• Genuine passion for assisting others.

• Maintain discretion with confidential information.

• Strong ability to collaborate effectively across functions and countries.

• Previous benefits experience is advantageous, but not mandatory.

• Preferred: Familiarity with Workday or another HRIS, exposure to benefits or payroll operations, experience supporting global teams, creating short videos, or developing and testing AI agents and automated workflows.

• Applicants must currently be authorized to work in the location of the position without the need for visa sponsorship.

🏝️ Benefits

• Remote First, Remote Always.

• PTO in alignment with local labor laws.

• Fully Paid Parental Leave.

• Home office stipend based on country of residence.

• Professional development courses available through Cloudbeds University.

• Access to professional development opportunities, including manager training, upskilling, and knowledge transfer.

• A pathway into a global benefits career.

• Opportunities to implement AI, automation, and creative ideas into tangible projects.

• Practical learning experiences and opportunities for growth within a fully remote company with teammates in over 40 countries.