Benefits Enrollment Specialist

Gusto is a company dedicated to supporting small businesses by managing essential services such as payroll and health insurance. The Benefits Enrollment Specialist will be responsible for managing the enrollment process for group health insurance, ensuring accurate documentation and compliance while collaborating with internal teams and health insurance carriers.

Responsibilities

• 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
• Master carrier-specific portals and requirements to efficiently process orders and navigate approval workflows
• Review customer data against carrier eligibility standards to proactively mitigate errors and ensure high-quality plan adherence
• Partner with Licensed Benefits Advisors and customer-facing teams to deliver benefits packages in full and on schedule
• Act as the primary point of contact for follow-up requests from carriers, resolving information gaps or plan changes with urgency
• Identify and escalate opportunities for workflow enhancements, using your expertise to increase team efficiency and accuracy
• 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).
• Gusto has physical office spaces in Denver, San Francisco, and New York City. 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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