Health Insurance Account Executive

About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy

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About the Role:We’re looking for a Client Save Account Executive to join our Health Insurance Sales Team. In this role, you’ll work closely with employers who are considering switching to another benefits broker. Your job will be to understand their concerns, rebuild trust, and demonstrate the unique value Gusto brings. You’ll leverage your deep product and industry knowledge to turn at-risk clients into loyal advocates.

You’ll be both a strategic advisor and a proactive problem-solver—addressing concerns, re-evaluating benefits packages, and coordinating with internal teams to deliver a tailored, high-impact experience that meets each client's needs.

About the Team:Our HI Sales team helps small businesses make confident decisions about employee benefits. We’re passionate about helping businesses thrive by offering competitive and people-first benefits.

As a Client Save Account Executive, you’ll play a key role in maintaining client satisfaction, preserving revenue, and strengthening long-term customer relationships. Your work will directly impact client retention and the overall success of the Gusto Benefits platform.

What You'll Do:

• Re-engage with customers who are at risk of leaving and provide consultative guidance to address their concerns.
• Analyze customer feedback and concerns to offer tailored solutions and benefits recommendations.
• Serve as a trusted advisor to employer groups, providing support via phone and email.
• Collaborate with internal teams to resolve issues and ensure a seamless customer experience.
• Proactively identify opportunities to reinforce the value of Gusto’s benefits platform.
• Stay up-to-date on health insurance trends, regulations, and Gusto product enhancements.
• Manage multiple client conversations and priorities with empathy, accuracy, and urgency.
• Meet and exceed performance metrics, including client retention rates and satisfaction scores.

What We're Looking For:

• 3–5 years of experience in a customer-facing role, ideally in health insurance, benefits, or a SaaS environment.
• Strong communication skills, with the ability to simplify complex topics and build rapport quickly.
• Excellent problem-solving abilities and a proactive approach to handling objections or dissatisfaction.
• Detail-oriented and highly organized, capable of managing multiple customer conversations simultaneously.
• A growth mindset with the ability to adapt to fast-changing environments.
• Passion for customer advocacy and creating lasting, positive client relationships.
• \*\*Active Life and Health Producer License required\*\*

Our on target earnings (OTE) cash amount for this role is targeted at $102,980 - $121,000 in San Francisco and New York, and $82,555 - $97,000 in Denver and most remote locations. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.