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Gusto, Inc.

Benefits Advising (Renewals) Leader

Gusto, Inc. · Denver, CO

Posted about 3 months ago

or apply directly on Gusto, Inc.'s site. We never take the application ourselves.

Is this posting real?

This role has been open
81 days
Gusto, Inc.'s roles stay open a median of 80 days
Reposted
No
Salary listed
No
49% of Gusto, Inc.'s roles list one
Ghost-job risk at Gusto, Inc.
high
96 stale, 9 reposted of 97 open
Hiring momentum
146 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-23

Measured from postings appearing on and disappearing from Gusto, Inc.'s own greenhouse board since 2026-08-03. Full hiring picture for Gusto, Inc..

About this role

In this role, you will lead Gusto's Benefits Advising team, focusing on providing exceptional customer experiences and expert benefits advice to small business owners and their employees. Your responsibilities include coaching a team of licensed advisors, driving customer retention and revenue growth, and managing large-scale initiatives to enhance the customer experience. You will also collaborate cross-functionally to improve processes and integrate AI tools to optimize advisor productivity.

Our read on this posting2.4out of 5
benefits
2/5
freshness
1/5
career value
4/5
role clarity
5/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Gusto, Inc. as an employer.

What you need

  • 4-6 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)
  • Proven ability to drive revenue growth, customer retention, and expansion through consultative renewal and upsell strategies
  • Analytic and strategic thinker with the ability to translate data into insights and actions
  • Strong operational skills and proactive approach to process improvement
  • Ability to evaluate and adopt AI tools strategically

What you get

  • Competitive base pay
  • Benefits
  • Equity (RSUs)

Worth weighing

  • No specific mention of remote work flexibility beyond hybrid expectations
  • Salary range provided may vary based on multiple factors
  • Focus on AI integration may require adaptability to new tools and processes

Summarised from Gusto, Inc.'s posting. Read the full original.

Listed by Gusto, Inc. on their greenhouse job board, last confirmed open on 2026-10-23. PitchMeAI is not the employer.

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