Cloud Software Group is seeking a detail-oriented and service-focused Senior Benefits Analyst to support the administration and operations of employee benefit programs across the Americas, including the United States, Canada, Brazil, Colombia, and Costa Rica.

This role is responsible for accurate and timely benefits administration, employee enrollment and eligibility, vendor coordination, invoice reconciliation, compliance support, and employee service delivery.

The Senior Benefits Analyst will independently manage assigned operational activities, research and resolve administrative issues, analyze benefits data, and identify opportunities to improve processes and operational efficiency. The position will collaborate closely with the Global Benefits team and cross-functional partners, including HRIS, Payroll, Finance, HR Business Partners, Legal, brokers, carriers, and third-party administrators.

1. Americas Benefits Administration

• Support day-to-day administration of medical, dental, vision, life, disability, wellness, and other employee benefit programs across assigned countries.
• Process and validate employee enrollments, new hires, terminations, qualifying life events, dependent changes, and eligibility updates.
• Monitor benefit elections, coverage effective dates, and employee contributions to ensure accurate administration.
• Research and resolve discrepancies between Workday, payroll, carriers, and third-party administrators.
• Maintain accurate employee benefit records, documentation, and administrative procedures.
• Support benefit plan changes, employee transfers, and organizational changes.
• Review and support the reconciliation monthly benefits invoices against employee eligibility, enrollment records, and applicable rates.

• Partner with Finance, Payroll, and vendors to coordinate billing corrections, adjustments, credits, and refunds.
• Support benefits budget tracking and financial planning.
• Coordinate Leave of Absence administration across the Americas.
• Administer and coordinate interactive medical accommodation requests, including documentation, employee support, and tracking.

2. Vendor & Employee Support

• Coordinate day-to-day administrative activities with benefit carriers, brokers, and third-party administrators.
• Track and resolve vendor inquiries, enrollment discrepancies, coverage issues, and service escalations.
• Serve as a primary point of contact for employee benefits questions related to eligibility, enrollment, coverage, payroll deductions, and claims administration.
• Research employee issues and coordinate with vendors and internal stakeholders to ensure timely resolution.
• Support employee communications, FAQs, benefits education, and enrollment activities.
• Monitor vendor service issues and escalate recurring concerns to Benefits leadership.

3. Compliance & Open Enrollment Support

• Support benefits compliance activities, including ACA data validation, COBRA administration, Form 5500 support, required notices, and audits.
• Maintain documentation and assist with internal and external benefits audits.
• Monitor administrative deadlines and coordinate assigned compliance requirements.
• Lead U.S. Open Enrollment 
• Support regional benefit renewals through assisting with Workday testing, enrollment reviews, carrier file reconciliation, and post-enrollment audits.
• Support implementation of approved plan changes and employee communications across assigned countries.

4. Workday, Data Integrity & Process Improvement

• Maintain and validate employee benefits information in Workday and applicable vendor platforms.
• Perform routine data audits and reconcile Workday records against payroll and vendor information.
• Support Workday benefits testing, system enhancements, vendor integrations, and issue resolution in partnership with Benefits leadership and HRIS team.
• Maintain operational reports, standard operating procedures, process documentation, and administrative trackers.
• Support assigned process improvement and automation initiatives.

5. Cross-Functional & Global Benefits Support

• Partner with HR Business Partners, Payroll, HRIS, Finance, Legal, and the broader Global Benefits team to support effective benefits administration.
• Provide operational assistance and support for data validation for specialized initiatives, including retirement benefits, EOR administration, leave-related benefits matters, and HRIS enhancements.
• Support regional benefits projects and other operational priorities as assigned.
• Maintain effective working relationships with internal stakeholders and external service providers.

Required Qualifications

• Bachelor's degree in Human Resources, Business Administration, Finance, or related field, or equivalent professional experience.
• 5+ years of experience in employee benefits administration or benefits operations.
• Strong knowledge of America's health and welfare benefits administration.
• Experience supporting benefits operations across multiple countries is preferred.
• Experience with employee enrollment, eligibility, vendor billing, invoice reconciliation, and payroll deductions.
• Proficiency with HRIS systems, preferably Workday.
• Advanced Microsoft Excel skills, including pivot tables, lookup functions, reporting, and data analysis.
• Strong analytical, organizational, and problem-solving skills.
• Ability to manage competing priorities and independently oversee assigned responsibilities.
• Excellent communication, customer service, and cross-functional collaboration skills.
• Ability to maintain confidentiality and appropriately handle sensitive employee information.

Preferred Qualifications

• Experience supporting benefits administration in the United States, Canada, Brazil, Colombia, and Costa Rica.
• Familiarity with ACA, COBRA, HIPAA, ERISA, and applicable benefits compliance regulations.
• Experience with benefits financial reconciliation, vendor management, and operational reporting.
• Experience leading Open Enrollment
• Experience supporting benefits renewals and Workday benefits administration.
• Experience developing and maintaining SOPs and improving administrative processes.
• CEBS, PHR, SHRM-CP, or other relevant certification is a plus.

Key Competencies

• Analytical Skills: Reviews, validates, and interprets benefits and financial data to identify discrepancies and trends.
• Attention to Detail: Ensures accuracy across employee transactions, reporting, billing, and documentation.
• Problem Solving: Researches issues, identifies root causes, and coordinates timely resolution.
• Customer Service: Provides responsive, accurate, and professional employee support.
• Organization & Accountability: Manages assigned responsibilities, competing deadlines, and deliverables.
• Collaboration: Works effectively with internal stakeholders and external benefit providers.
• Continuous Improvement: Identifies opportunities to improve processes, data integrity, and operational efficiency.

Role Scope & Accountability

This is an IC4 individual contributor position focused on the day-to-day administration, analysis, financial reconciliation, vendor coordination, LOAs, and employee support of Americas benefit programs.

The Senior Benefits Analyst is expected to independently manage assigned operational responsibilities, analyze data, resolve administrative issues, and support process improvements. The role also provides operational support to the broader Global Benefits team on specialized programs and initiatives.

Compensation may vary depending on your location, qualifications including job-related education, training, experience, licensure, and certification, that could result at a level outside of these ranges. Certain roles are eligible for additional rewards, including annual bonus, and sales incentives depending on the terms of the applicable plan and role as well as individual performance. CA generally ranges: $129,711-$194,567 All other locations fall under our General State range: $113,782-$170,672 Benefits may vary depending on the nature of your employment with Cloud Software Group and the country where you work. U.S. based employees are typically offered access to healthcare, life insurance and disability benefits, 401(k) plan and company match, among others. This requisition has no specific deadline for completion.

About Us:

Cloud Software Group is one of the world’s largest cloud solution providers, serving more than 100 million users around the globe. When you join Cloud Software Group, you are making a difference for real people, each of whom count on our suite of cloud-based products to get work done — from anywhere. Members of our team will tell you that we value passion for technology and the courage to take risks.  Everyone is empowered to learn, dream, and build the future of work. We are on the brink of another Cambrian leap -- a moment of immense evolution and growth. And we need your expertise and experience to do it. Now is the perfect time to move your skills to the cloud.

Cloud Software Group is firmly committed to Equal Employment Opportunity (EEO) and to compliance with all federal, state and local laws that prohibit employment discrimination. All qualified applicants will receive consideration for employment without regard to age, race, color, creed, sex or gender, sexual orientation, gender identity, gender expression, ethnicity, national origin, ancestry, citizenship, religion, genetic carrier status, disability, pregnancy, childbirth or related medical conditions (including lactation status), marital status, military service, protected veteran status, political activity or affiliation, taking or requesting statutorily protected leave and other protected classifications.

Cloud Software Group will consider qualified applicants with a criminal history and conduct the recruiting process in accordance with the California Fair Chance Act, Los Angeles County Fair Chance Ordinance for Employers and San Diego Fair Chance Ordinance. For access to the laws see the following links: California FCA and Los Angeles FCO.
 

If you need a reasonable accommodation due to a disability during any part of the application process, please contact us via the Bridge portal for assistance.