Senior Benefits Analyst

Accountabilities • Analyze benefits, payroll, and vendor data to identify discrepancies, trends, and emerging issues; validate findings, investigate root causes, implement corrections, and recommend preventive measures.

• Initiate 401(k) contribution files and calculate monthly employer matching contributions.

• Develop a thorough understanding of how benefits plan provisions, system configurations, payroll deductions, and vendor processes interact to resolve issues effectively and prevent recurrence.

• Conduct audits of benefits enrollment, employee eligibility, payroll information, deductions, retirement contributions, and other benefits data to maintain accuracy, compliance, and data integrity.

• Participate in annual U.S. benefits open enrollment, coordinating with team members to support accurate and timely administration.

• Manage day-to-day relationships with assigned benefits vendors, monitor service performance, track outstanding issues, verify corrections, and escalate unresolved concerns.

• Collaborate with HRIS and Payroll teams to maintain accurate benefits data, troubleshoot file transmissions and eligibility rules, resolve deduction discrepancies, and test system configuration changes.

• Support benefits-related projects, system enhancements, acquisitions, integrations, and continuous improvement initiatives.

• Identify opportunities to streamline benefits administration, automate recurring reports, reduce manual work, and improve operational efficiency without compromising accuracy.

• Maintain benefits information across internal systems and vendor enrollment platforms, ensuring data consistency between systems.

• Prepare, review, and validate data for benefits plan audits, regulatory reporting, Form 5500 preparation, and nondiscrimination testing in collaboration with benefits leadership and external advisers.

• Support regulatory compliance activities, required testing, audits, filings, reporting obligations, and the maintenance of accurate plan documentation.

• Serve as a knowledgeable resource for employee benefits questions, resolving complex concerns and delivering responsive, high-quality service.

• Develop employee communications, educational materials, and knowledge resources that help employees understand their benefits.

• Support employees through qualifying life events, benefits enrollment decisions, and retirement planning activities.

• Conduct new-hire benefits orientations and employee education sessions as needed.

• Exercise independent judgment when resolving routine and complex issues within established policies and procedures.

Requirements

• Bachelor's degree required.

• At least five years of experience in employee benefits administration.

• Workday experience preferred but not required.

• Strong analytical and problem-solving skills, with the ability to investigate discrepancies, identify root causes, validate data, and implement effective solutions.

• Experience working with benefits, payroll, vendor, and employee data, with a strong focus on accuracy, compliance, and data integrity.

• Strong working knowledge of Microsoft Office applications, particularly Word, Excel, and PowerPoint.

• Excellent written and verbal communication skills, including the ability to explain benefits information clearly to employees and internal stakeholders.

• Demonstrated initiative, accountability, resourcefulness, efficiency, attention to detail, and consistent follow-through.

• Ability to learn new software applications quickly and develop proficiency across multiple systems and reporting tools.

• Ability to understand organizational structures, identify key stakeholders, and build effective working relationships across HR, Payroll, HRIS, and external vendor teams.

• Ability to manage competing priorities, meet deadlines, and exercise sound judgment when handling sensitive employee and benefits information.

• A commitment to fostering inclusion and belonging through curiosity, humility, courage, self-reflection, and a willingness to learn from others.

Benefits

• Annual salary: $100,000–$125,000 USD base salary, with placement depending on experience and other factors, including internal equity. This published range is specific to Boston, Massachusetts.

• Hybrid work arrangement: Three days per week in the Boston office, with the option to work from home two days per week.

• Health coverage: Medical, dental, and vision insurance.

• Retirement savings: 401(k) plan with an employer match of up to 4% of eligible pay.

• Employee ownership: Employee Stock Ownership Plan (ESOP), offering eligible employees an opportunity to participate in company ownership.

• Paid time off: Vacation and sick time, 12 paid holidays, summer Fridays, and an annual volunteer day.

• Technology and connectivity: Cell phone and laptop.

• Education support: Tuition reimbursement to support continued learning and professional development.

• Additional perks: Pet insurance, financial planning services, and other employee benefits.

• Employee-focused culture: A workplace that emphasizes inclusion, collaboration, employee recognition, and a supportive team environment.

How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best! Why Apply Through Jobgether?

Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.

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