Benefits Enrollment Specialist

Gusto is on a mission to grow the small business economy by handling essential services like payroll and health insurance. The Benefits Enrollment Specialist will manage health insurance selections for small business clients, ensuring accuracy and compliance while collaborating with various teams to deliver benefits packages efficiently.

Responsibilities

• End-to-End Enrollment: Manage the intake, submission, and confirmation of group health insurance selections for both new plans and renewals, ensuring all carrier documentation is accurate and complete
• Carrier Liaison: Master carrier-specific portals and requirements to efficiently process orders and navigate approval workflows
• Eligibility & Compliance: Review customer data against carrier eligibility standards to proactively mitigate errors and ensure high-quality plan adherence
• Cross-Functional Collaboration: Partner with Licensed Benefits Advisors and customer-facing teams to deliver benefits packages in full and on schedule
• Resolution Management: Act as the primary point of contact for follow-up requests from carriers, resolving information gaps or plan changes with urgency
• Process Optimization: Identify and escalate opportunities for workflow enhancements, using your expertise to increase team efficiency and accuracy
• Expert Communication: Provide clear, professional guidance on healthcare enrollment to customers and internal partners via written and verbal channels

Skills

• 6 months to 2 years of professional work experience, ideally within healthcare, health insurance, finance, or a fast-paced startup environment
• Proficient in Google Workspace, Microsoft Office, Adobe, and Salesforce; as an AI-native company, you will be expected to lean into and master emerging AI tools to drive efficiency
• Proven success in metrics-based roles where data accuracy and hitting KPIs are central to customer success
• Strong background in high-volume data entry and processing administrative tasks under tight deadlines and seasonal peaks
• Excellent cross-team communication skills with experience managing professional interactions with external company partners
• A skilled problem-solver who is comfortable navigating ambiguity and can pivot quickly in a dynamic operational setting
• Highly self-motivated and capable of working both autonomously and collaboratively to meet individual and team goals

Benefits

• All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success.
• At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals.
• We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto).
• Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role).
• When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Company Overview

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