Contract Senior Benefits Analyst - 3 months

The Role

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.

Location: This is a hybrid role based in our Sunnyvale HQ, 4 days a week. Key Responsibilities: Benefits Leadership & Employee Support (Americas)

• 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

Benefits Communications & Employee Experience

• 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

Compliance & Risk Management (Americas)

• 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

Reporting, Audits & Operational Excellence

• 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

Retirement & Savings Programs

• 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

Strategic Projects & Continuous Improvement

• 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

Qualifications Required

• 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

Preferred

• 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

Why This Role

• High visibility and ownership of critical benefits programs
• Strong focus on governance, compliance, and operational excellence
• Opportunity to shape processes, controls, and risk mitigation strategies
• Collaborative, cross-functional environment with meaningful impact

Why Proofpoint?

At Proofpoint, we believe that an exceptional career experience includes a comprehensive compensation and benefits package. Here are just a few reasons you'll love working with us:

• Competitive compensation
• Comprehensive benefits
• Career success on your terms
• Flexible work environment
• Annual wellness and community outreach days
• Always on recognition for your contributions
• Global collaboration and networking opportunities

Our Culture:

Our culture is rooted in values that inspire belonging, empower purpose and drive success-every day, for everyone.

We encourage applications from individuals of all backgrounds, experiences, and perspectives. If you need accommodation during the application or interview process, please reach out to .

How to Apply

Interested? Submit your application along with any supporting information- we can't wait to hear from you!