About Us:

Proofpoint is a global leader in human- and agent-centric cybersecurity. We protect how people, data, and AI agents connect across email, cloud, and collaboration tools. Over 80 of the Fortune 100, 10,000 large enterprises, and millions of smaller organizations trust Proofpoint to stop threats, prevent data loss, and build resilience across their people and AI workflows. Our mission is simple: safeguard the digital world and empower people to work securely and confidently. Join us in our pursuit to defend data and protect people.

How We Work:

At Proofpoint you’ll be part of a global team that breaks barriers to redefine cybersecurity guided by our BRAVE core values:

Bold in how we dream and innovate

Responsive to feedback, challenges and opportunities

Accountable for results and best in class outcomes

Visionary in future focused problem-solving

Exceptional in execution and impact

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 accessibility@proofpoint.com.

How to Apply

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

Contract Senior Benefits Analyst - 3 months