Contract Senior Benefits Analyst – 3 months
Proofpoint
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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 [email protected] .
How to Apply
Interested Submit your application along with any supporting information- we can’t wait to hear from you!
Proofpoint has been honored with six Best Places to Work Awards in 2024 by workplace culture leader Comparably, including Best Company Career Growth, Best Company Outlook, Best Global Culture, Best Engineering Teams, Best Sales Teams, and Best HR Teams.
We are the leader in human-centric cybersecurity. Half a million customers, including 87 of the Fortune 100, rely on Proofpoint to protect their organizations. We’re driven by a mission to stay ahead of bad actors and safeguard the digital world. Join us in our pursuit to defend data and protect people.
Our BRAVE Values:
At Proofpoint, we are BRAVE in everything we do, and our values aren’t just words-they shape how we work, collaborate, and grow.
We seek people who are bold enough to challenge the status quo, responsive in the face of ever-evolving threats, and accountable for delivering real impact.
We value those with a visionary mindset who anticipate what’s next and push cybersecurity forward, and we celebrate exceptional execution that ensures we continue to defend data and protect people.
Proofpoint is an equal opportunity employer, we hire without consideration to race, religion, creed, color, national origin, age, gender, sexual orientation, marital status, veteran status or disability.
Find your network, your allies, and your biggest fans. We know that work is simply better when you’re surrounded by people who inspire you-who share ideas, cheer you on, and genuinely want to see you succeed. That’s why we offer social circles, sponsored networks, and connection points across teams and time zones-to help you find your people, build your community, and thrive together.
This isn’t just a job-it’s a mission to protect people and defend data in a world that never slows down. We’re building the future of human-centric cybersecurity, and that future belongs to all of us. We take ownership, move fast, and hold ourselves accountable-because that’s what it takes to stay ahead. And we do it together, winning as one.
Be empowered to reach your full potential through meaningful challenges and personalized support-designed around you and your goals. Whether you’re growing as a leader or leveling up from great to exceptional as an individual contributor, we’re here to help you get there.
Proofpoint is an equal opportunity employer, we hire without consideration to race, religion, creed, color, national origin, age, gender, sexual orientation, marital status, veteran status or disability.
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