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 View email address on click.appcast.io.

How to Apply

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