Benefits Manager

Who you are

• 5+ years of progressive benefits experience, with proven experience leading plan administration, annual renewals, and open enrollment end-to-end
• Deep knowledge of United States benefits compliance, including federal and state leave laws, and governance protocols
• Hands-on experience with Human Resources Information Systems, demonstrating proficiency in benefits configuration, open enrollment setups, and integration troubleshooting
• Proven track record of setting and administering leave of absence policies and holding brokers, providers, and technology vendors accountable to service levels
• Strong communication and analytical skills with the ability to translate complex benefit data into clear executive recommendations and employee-friendly guidance
• Ability to work 2 days from the office
• Experience supporting benefits in a fast-paced technology, marketplace, or matrixed global company
• Knowledge of Canadian, Mexican, UK, and European based statutory and supplemental benefits
• Experience maintaining ticketing systems and internal knowledge bases
• Relevant industry credentials such as Certified Employee Benefit Specialist, Certified Benefits Professional, or equivalent human resources certifications

What the job involves

• The Benefits Manager turns our total rewards strategy into impactful, easy-to-use programs that support employees across their work and life journeys
• In this role, you will own the day-to-day administration, continuous improvement, and compliance of our health, retirement, leave, and wellbeing offerings. By bridging strategic planning with hands-on operational excellence, you will ensure seamless plan delivery, accurate system configuration, and clear employee communications
• You will also partner closely with cross-functional teams to provide empathetic support and drive innovative, data-backed program enhancements
• Lead end-to-end planning and execution for annual renewals, open enrollment, and plan design updates while managing relationships with brokers and insurance carriers to ensure service quality and cost-efficiency
• Analyze benefit utilization, cost trends, and market benchmarking data to propose innovative program enhancements aligned with our global philosophy
• Execute and maintain strict regulatory compliance and governance for all benefit plans, including funding compliance, non-discrimination testing, and required annual notices
• Oversee policy definition, workflow enhancement, legal notices, and administration for leave of absence programs across North America
• Partner with technology teams to build, test, and maintain Human Resources Information System benefits configurations, life event tracking, and vendor data integrations
• Manage high-tier benefits inquiries via internal ticketing systems and educate cross-functional teams on ongoing plan administration, open enrollment changes, and policy updates
• While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters

Benefits

• Work from (almost) anywhere - wherever you do your best work
• Mental health and well-being - company-paid therapy sessions through SpringHealth, company-paid subscription to HeadSpace, and company-wide weeks off a year so the whole team can recharge
• Generous parental leave
• Generous paid vacation + time off for your birthday
• Paid volunteer time
• Enriched learning and development opportunities - leadership development & access to thousands of on-demand e-learnings