Benefits Advisory Leader: Customer Experience & Growth

Gusto; Denver (CO); Hybrid; USD 92,000 - 113,000; Full time

Job summary

Gusto is seeking aBenefits Advising leader to empower a licensed advisory renewal team delivering best-in-class customer experience for small businesses. You will guide a team of 10–15 licensed advisors, driving retention and expansion while aligning with Product, Carrier Ops, Sales, and CX to improve tooling, training, and processes.

AI fluency will be essential as you scale advisory impact in a fast-growing environment.

Qualifications

• 4-6 years of formal leadership experience in benefits advisory, customer success or renewals
• Life & Health license required
• Experience with small group health insurance and renewal upsell strategies

Responsibilities

• Empower & coach team to achieve operational excellence and KPI targets
• Drive retention and revenue growth through tailored renewal experiences
• Lead cross-functional initiatives with Product, Carrier Ops, Sales, and CX to improve tooling and workflows
• Champion AI integration to enhance advisor productivity and customer outcomes

Skills

Leadership

Strategic thinking

Data-driven decisions

AI tooling adoption

Cross-functional collaboration

Education

Life & Health license

Tools

Salesforce

APIs

Benefits administration platforms

Job description

Gusto is seeking aBenefits Advising leader to empower a licensed advisory renewal team delivering best-in-class customer experience for small businesses. You will guide a team of 10–15 licensed advisors, driving retention and expansion while aligning with Product, Carrier Ops, Sales, and CX to improve tooling, training, and processes.

AI fluency will be essential as you scale advisory impact in a fast-growing environment.