Benefits Advising (Renewals) LeaderActive$31K

The opportunity

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.

What you'll do

  • Empower & Coach to Operational Excellence: Provide regular coaching and performance management (via 1:1s and monthly reviews) focused on technical mastery, customer-centricity, and hitting KPIs.

  • Drive retention and revenue growth: Deliver on retention targets by ensuring tailored, high-quality renewal experiences through a customer’s renewal and ongoing benefits experience.

  • Evolve the customer experience: Use customer feedback and data to identify and drive improved processes and deliver more holistic, outcomes-focused advising. Act as project manager for large-scale, cross-functional initiatives that result in better outcomes for our customers

  • Lead change management: Guide organization-wide improvements, enabling advisors and managers to adapt and thrive in a dynamic environment.

  • Foster culture and engagement: Build a culture rooted in Gusto’s values, creating an environment of trust, feedback, and continuous learning.

  • Work cross-functionally: Partner with Product, Carrier Ops, Sales, and other CX teams to act as the voice of the Advisor by surfacing feedback to improve tooling, training, workflows, and the overall customer experience.

What they're looking for

  • Champion AI integration: Identify high-impact opportunities, coach your team to build critical AI fluency, and shape the future of our customer journey by leveraging new tools for smarter, more proactive customer engagement.
  • years of formal leadership experience in benefits advisory, customer success or renewals, or a similar field
  • Direct experience with small group health insurance (fully insured, level-funded or PEO models) is required.
  • Proven ability to drive revenue growth, customer retention, and expansion: through consultative renewal and upsell strategies