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 innovateResponsive to feedback, challenges and opportunitiesAccountable for results and best in class outcomesVisionary in future focused problem-solvingExceptional in execution and impactThe 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 programsResearch, analyze, and resolve complex employee benefits inquiriesProvide guidance to HR Shared Services and vendors to ensure consistent and compliant supportBenefits Communications & Employee ExperienceOwn and maintain benefits communications ensuring accuracy, clarity, and complianceManage benefits content across intranet, portals, and employee resourcesPartner with Corporate Communications on program updates and announcementsCompliance & Risk Management (Americas)Act as a regional compliance expert, staying current on benefits regulationsPartner with HRIS, Payroll, and Leave teams to ensure compliant administrationDevelop and maintain annual compliance calendars (reporting, audits, filings)Identify risks and implement controls, documentation, and process improvementsReporting, Audits & Operational ExcellenceProvide regional governance and oversight for reporting and audit processesReview and analyze:Retirement plan reporting (401(k), RRSP)Vendor dashboards and eligibility auditsPartner with Payroll on HSA/FSA funding, reconciliation, and controlsManage and reconcile vendor invoices ensuring accuracy and timelinessSupport HRIS with system integrations, testing, and enhancementsOversee audit processes and maintain audit-ready documentationDrive improvements in data integrity, compliance, and scalabilityRetirement & Savings ProgramsLead governance and annual activities for 401(k) and RRSP plans, including:Plan reconciliationsNon-discrimination testingAudit and Form 5500 supportEmployer contribution coordinationAct as HR lead for retirement audits, partnering with Payroll, Finance, and auditorsStrategic Projects & Continuous ImprovementAnalyze benefits data, cost trends, and utilizationParticipate in Workday enhancements and releasesCollaborate with Compensation and HR Operations on initiativesTranslate data and audit findings into actionable insights for leadershipQualificationsRequired7+ years of experience in benefits administration, compliance, and vendor managementStrong knowledge of health, welfare, and retirement plans (401(k), RRSP)Experience with reporting, audits, and regulatory complianceStrong analytical, organizational, and stakeholder management skillsAbility to operate independently and exercise sound judgmentPreferredExperience with Workday or similar HRIS platformsBackground supporting multi-country or Americas-wide benefits programsProfessional certifications (e.g., CBP, CEBS)Experience partnering with Global Payroll and Finance teamsWhy This RoleHigh visibility and ownership of critical benefits programsStrong focus on governance, compliance, and operational excellenceOpportunity to shape processes, controls, and risk mitigation strategiesCollaborative, cross-functional environment with meaningful impactWhy 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 compensationComprehensive benefitsCareer success on your termsFlexible work environmentAnnual wellness and community outreach daysAlways on recognition for your contributionsGlobal 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 ApplyInterested? Submit your application along with any supporting information- we can’t wait to hear from you!
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