Contract Senior Benefits Analyst - 3 months

Proofpoint•Sunnyvale, CA

1d•Hybrid

About The Position

The Contract Senior Benefits Analyst serves as a trusted subject matter expert responsible for the governance, administration, compliance, and continuous improvement of employee benefits programs across the Americas (U.S., Canada, LATAM). This is a 3-month contract position working approximately 30 hours per week (part-time). This role partners cross-functionally with HR, Global Payroll, Finance, Legal, HR Shared Services, and external vendors to ensure benefits programs are compliant, competitive, employee-focused, and operationally efficient. This position is ideal for an experienced benefits professional who thrives in a complex, multi-stakeholder environment, balancing hands-on analysis with strategic oversight, risk management, and process optimization.

Requirements

7+ years of experience in benefits administration, compliance, and vendor management
Strong knowledge of health, welfare, and retirement plans (401(k), RRSP)
Experience with reporting, audits, and regulatory compliance
Strong analytical, organizational, and stakeholder management skills
Ability to operate independently and exercise sound judgment

Nice To Haves

Experience with Workday or similar HRIS platforms
Background supporting multi-country or Americas-wide benefits programs
Professional certifications (e.g., CBP, CEBS)
Experience partnering with Global Payroll and Finance teams

Responsibilities

Serve as the primary escalation point and subject matter expert for benefits programs
Research, analyze, and resolve complex employee benefits inquiries
Provide guidance to HR Shared Services and vendors to ensure consistent and compliant support
Own and maintain benefits communications ensuring accuracy, clarity, and compliance
Manage benefits content across intranet, portals, and employee resources
Partner with Corporate Communications on program updates and announcements
Act as a regional compliance expert, staying current on benefits regulations
Partner with HRIS, Payroll, and Leave teams to ensure compliant administration
Develop and maintain annual compliance calendars (reporting, audits, filings)
Identify risks and implement controls, documentation, and process improvements
Provide regional governance and oversight for reporting and audit processes
Review and analyze: Retirement plan reporting (401(k), RRSP), Vendor dashboards and eligibility audits
Partner with Payroll on HSA/FSA funding, reconciliation, and controls
Manage and reconcile vendor invoices ensuring accuracy and timeliness
Support HRIS with system integrations, testing, and enhancements
Oversee audit processes and maintain audit-ready documentation
Drive improvements in data integrity, compliance, and scalability
Lead governance and annual activities for 401(k) and RRSP plans, including: Plan reconciliations, Non-discrimination testing, Audit and Form 5500 support, Employer contribution coordination
Act as HR lead for retirement audits, partnering with Payroll, Finance, and auditors
Analyze benefits data, cost trends, and utilization
Participate in Workday enhancements and releases
Collaborate with Compensation and HR Operations on initiatives
Translate data and audit findings into actionable insights for leadership