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.
