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Business Insurance Account Executive

Gusto, Inc. Remote USA Remote USA Full Time Posted Sep 15, 2026

Job Overview

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.

Job Description

All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy .

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves.

About the Team: This team is crucial to solving customer experience gaps and optimizing our offline insurance channels. You will be a SME who is part of the "human-in-the-loop" workflows required to train and optimize Gus as an AI insurance advisor.

Key Responsibilities

  • 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.
  • All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success.
  • You will be essential in evolving Gusto's business insurance channel by acting as a licensed agent to quote and issue business insurance policies with our NEXT Insurance carrier partner.
  • You will use your expertise to provide direct support and an improved experience for small business customers with complex insurance needs, helping to capture meaningfully higher revenue and accelerating the development of our AI Insurance Advisor.
  • You will be a SME who is part of the "human-in-the-loop" workflows required to train and optimize Gus as an AI insurance advisor.
  • Our collective vision is to be an expert advisor that supports small businesses through every stage of growth, with this pilot being key to establishing our digital insurance agency and licensed agent integration.
  • Provide human-in-the-loop support to optimize the AI Insurance Advisor, Gus, and assist customers with more complex needs.
  • Maintain client relationships, manage policy renewals, and facilitate changes or endorsements to existing policies.

Required Skills and Qualifications

  • AI experience requirements vary by role and will be assessed during the interview process.
  • You will use your expertise to provide direct support and an improved experience for small business customers with complex insurance needs, helping to capture meaningfully higher revenue and accelerating the development of our AI Insurance Advisor.
  • About the Team: This team is crucial to solving customer experience gaps and optimizing our offline insurance channels.
  • You will be a SME who is part of the "human-in-the-loop" workflows required to train and optimize Gus as an AI insurance advisor.
  • Achieve required daily, weekly, and monthly sales activity expectations.
  • Here’s what we're looking for: Experience in the field: Proven experience in insurance sales or brokerage, with coverage level knowledge of commercial P&C products (e.g., Workers' Compensation, BOP, Commercial Auto, E&O).
  • [4+ years] Licensing: An active Property & Casualty insurance producer’s license Communication & Interpersonal Skills: Excellent verbal and written communication, active listening, and strong interpersonal skills to build rapport and explain complex concepts clearly.
  • Technical Proficiency: Working knowledge of carrier quoting systems, proficiency in insurance software, and familiarity with CRM systems like Salesforce (SFDC).

Benefits and Perks

  • We handle the hard stuff - payroll, health insurance, 401(k)s, and HR - so owners can focus on their craft and their customers.
  • All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success.
  • About the Role: We are seeking a highly motivated and licensed Property & Casualty (P&C) Insurance Broker to join our team as part of a critical pilot to launch a P&C broker model at Gusto.
  • You will be essential in evolving Gusto's business insurance channel by acting as a licensed agent to quote and issue business insurance policies with our NEXT Insurance carrier partner.
  • You will use your expertise to provide direct support and an improved experience for small business customers with complex insurance needs, helping to capture meaningfully higher revenue and accelerating the development of our AI Insurance Advisor.
  • About the Team: This team is crucial to solving customer experience gaps and optimizing our offline insurance channels.

USA Jobs Today role summary

Role Summary

Business Insurance Account Executive at Gusto, Inc. is a remote United States position and is listed as Full Time.

About Gusto At Gusto, we're on a mission to grow the small business economy.

Review the employer's original description and official application page before applying; USA Jobs Today organizes source-supported details for readability without changing stated requirements.

Application Checklist

  • Review the stated qualifications, including: AI experience requirements vary by role and will be assessed during the interview process. You will use your expertise to provide direct support and an improved experience for small business customers with complex insurance needs, helping to capture meaningfully higher revenue and accelerating the development of our AI Insurance Advisor.
  • Confirm that the official application page still lists the role as open.
  • Verify the work location and any United States eligibility or work-authorization requirements.
  • Tailor your resume to the responsibilities and qualifications stated by Gusto, Inc..
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Original job information is provided by the hiring organization or listed source. USA Jobs Today organizes source-supported details for readability without inventing salary, benefits, qualifications, sponsorship, or remote eligibility.

Work Location and Schedule

This role is listed as Remote USA with location information shown as Remote USA. The employment type is Full Time.

About the Company

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Application Notes

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