Manager of Health Insurance Renewals Team

The role

You will lead a team of 10-15 licensed advisors and specialists in the Health Insurance Benefits Advising organization. You will drive customer retention and revenue growth by providing coaching, performance management, and operational excellence for small business health insurance renewals.

What you will do

• Provide regular coaching and performance management via 1:1s and monthly reviews.
• Deliver on retention targets through tailored renewal experiences.
• Use customer feedback and data to drive improved processes.
• Act as project manager for large-scale, cross-functional initiatives.
• Guide organization-wide improvements through change management.
• Build a culture rooted in Gusto's values.
• Partner with Product, Carrier Ops, Sales, and CX teams to improve tooling and workflows.
• Identify opportunities to integrate AI and coach team fluency.
• Manage a team of 10-15 licensed advisors and specialists.

Required qualifications

• 4-6 years of formal leadership experience in benefits advisory, customer success or renewals, or a similar field
• Proven ability to drive revenue growth, customer retention, and expansion through consultative renewal and upsell strategies
• Analytic and strategic thinker
• Strong operational skills and experience driving initiatives and best practices
• Ability to evaluate and adopt AI tools strategically
• Experience with technology/automation solutions such as Salesforce, APIs, and benefits administration platforms
• Executive presence to align leaders across CX, Sales, and Product
• Customer-first mentality
• Ability to lead a team through a fast-paced environment
• Able to make measured, objective, data-driven decisions
• Holds (or will be expected to hold) a Life & Health insurance license

Nice to have

• Direct experience with small group health insurance (fully insured, level-funded or PEO models)

Benefits

• Competitive base pay
• Benefits
• Equity (RSUs)

Before you apply

• AI experience will be assessed during the interview process

About the company

Gusto handles payroll, health insurance, 401(k)s, and HR for more than 500,000 small businesses nationwide. They have teams in Denver, San Francisco, and New York.