Benefits Specialist

Our HubSpot Benefits team prides itself on our innovative and flexible approach to employee health and wellness, and we are looking for an exceptional individual to join our team as a Benefits Specialist. This position is ideal for someone who has a passion for helping others, great attention to detail, and an interest in growing their career within the Total Rewards space.

As a trusted member of the Benefits team, you will be responsible for the day-to-day administration of benefits programs as well as exciting initiatives to support employees. You will be a main point of contact for employee benefits, compliance, and programs in NAM (Canada, Colombia, and US).

Benefits Administration & Support

• Own day-to-day benefits operations across supported entities, ensuring programs are delivered consistently and aligned to local requirements and company policy.
• Scale through automation & process design: Implement HRIS/TPA integrations, workflows, and SOPs to reduce manual touches; document controls and handoffs for repeatability.
• Act as the escalation contact for employees regarding benefits inquiries (medical, dental, vision, life insurance, disability, retirement plans, wellness programs, etc.).
• Support annual open enrollment processes, ensuring accurate employee communication and system updates.
• Maintain and audit benefits data in HRIS and ensure timely updates for employee life changes (new hires, terminations, dependents, etc.). Complete and audit enrollments, life events, and terminations; resolve employee issues end-to-end and track SLAs through closure.
• Partner and collaborate with cross functional teams including Payroll, Legal, Finance, HRIS, People Operations, and People Partners.
• Perform regular reconciliations of enrollments, deductions, billing, and carrier invoices; investigate variances and implement corrective actions.
• Other benefit projects and assignments as necessary.

Vendor & Program Management

• Support implementation of benefits in new and existing entities, including creation of benefit playbooks.
• Collaborate with and manage relationships with external providers, vendors, and brokers and ensure timely renewals, plan design changes, launch/implementation of new benefits, and resolution of any issues, escalations and employee inquiries,
• Track utilization, costs, and employee experience metrics; surface insights and recommendations to optimize value and employee outcomes.

Compliance & Documentation

• Ensure programs comply with applicable federal, state, and local regulations across supported entities (ERISA, ACA, HIPAA, COBRA, etc.).
• Operationalize business processes that sustain ongoing compliance and audit readiness.
• Maintain proper documentation for audits and reporting.
• Support benefits reporting for internal stakeholders and regulatory bodies.

Employee Communication & Education

• Create and distribute employee-friendly benefits communications, guides, and FAQs.
• Conduct benefits orientations for new hires.
• Organize webinars, workshops, and other initiatives to promote employee understanding and usage of benefits.
• Build and maintain clear, localized communications—onboarding materials, open enrollment guides, intranet pages, FAQs, and campaign messaging (including Spanish where appropriate).

Skills & Qualifications

• Bilingual in English and Spanish.
• Experience in benefit administration & program management in NAM.
• Ability to work in a fast-paced environment and collaborate across various stakeholders.
• Excellent project management skills with ability to manage multiple projects and priorities and carrier/broker relationships.
• Strong interpersonal and communication skills and the ability/desire to coach and mentor others on the team.
• Knowledge of regulations, compliance and reporting requirements.
• Strong attention to detail, analytical and execution skills and ability to implement and execute new processes.
• Strong customer service focus with ability to work with confidential information and consistently exercise good judgment.

Cash compensation range: 66400-99600 USD Annually