Benefits Advising (Renewals) Leader

Denver, CO - HybridFull-time$87k2026-10-05 → 2026-11-10

Hybrid

Core

Lead a licensed benefits advisor organization to deliver expert health insurance and holistic benefits advice to small business owners, focusing on renewals and customer retention.

Role type

Senior IC People Leader (Benefits Advisory)

Builds

Small group health insurance plans (fully insured, level-funded) and ancillary benefits for small businesses

Domain

Health Insurance / Small Business HR

Required skills

Benefits advisory leadership, small group health insurance expertise, revenue growth strategy, operational excellence, change management, AI tool adoption, Salesforce proficiency, Life & Health insurance licensing

Preferred skills

OKR management, cross-functional partnership, data-driven decision making, first-principles thinking

Technologies

Salesforce, APIs, benefits administration platforms

Responsibilities

Coach and manage a team of 10-15 licensed advisors; drive retention and revenue growth through consultative renewal strategies; lead cross-functional initiatives to improve customer experience; champion AI integration for team productivity; foster a culture of trust and continuous learning.

Seniority

Senior, hands-on IC

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.