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 RoleThe 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
- 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
- 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
- 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
- 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 [email protected].
How to Apply
Interested? Submit your application along with any supporting information- we can’t wait to hear from you!
Skills Required
- 7+ years of experience in benefits administration, compliance, and vendor management
- Strong knowledge of health and welfare plans and retirement plans (401(k), RRSP)
- Experience with reporting, audits, and regulatory compliance (including Form 5500 support)
- Strong analytical, organizational, and stakeholder management skills
- Ability to operate independently and exercise sound judgment
- 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
Proofpoint Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Proofpoint and has not been reviewed or approved by Proofpoint.
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Healthcare Strength — Healthcare coverage spans medical, dental, vision, life, and disability, complemented by global physical, mental, and financial health programs. Wellbeing resources such as mindfulness, resilience, and meditation courses are explicitly highlighted.
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Leave & Time Off Breadth — Time-off provisions include PTO, paid holidays and sick days, with parental and family medical leave available. Added flexibility appears in wellness days, a hybrid-first model, and limited work-from-anywhere periods.
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Fair & Transparent Compensation — Pay is considered competitive in many roles and settings, with external recognition indicating strong standing relative to peers. Feedback suggests employees in several departments view compensation favorably when considering base, bonus, and benefits together.
Proofpoint Insights
What We Do
We provide the most effective cybersecurity and compliance solutions to protect people on every channel including email, the web, the cloud, and social media.
