Job Highlights

AI-extracted key information

Gusto is seeking motivated, customer-centric professionals for future opportunities as Health Insurance Benefits Advocates in 2026. These roles involve acting as the primary contact for benefits support and renewal inquiries, enhancing user experience, and helping small businesses navigate their benefits decisions.

Key Skills

customer-service

Benefits & Perks

Health Insurance401kRemote Work
AI-powered analysis • Data extracted from job description
Gusto logo

Benefits Onboarding Advocate

GustoDenver, COOther

Posted 5 months ago

Full-Time

Employment Type

Remote

Work Location

About This Role

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.

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. AI experience requirements vary by role and will be assessed during the interview process.

As a core member of the Benefits Onboarding team, you’ll be responsible for setting up customers with their health benefits while providing a delightful experience. You’ll put their minds at ease by guiding them through a complex process, providing timely information, and keeping all the moving parts running smoothly. You’ll help employers get group benefits for the very first time, and then help those employers continue to make important benefits decisions on an annual basis.

The Benefit Onboarding team is passionate about using innovative technology and service to elevate the health benefits experience of small business owners and their employees. Each team member is a true owner and makes a tremendous impact every day. You will use your project-management skills to streamline benefit administration with insurance carriers, drive operations and communications with third-party partners, and build the health insurance engine that will make benefits with Gusto great.

Here’s What You’ll Do Day-to-day

Oversee the entire benefits onboarding process from start to finish, collaborating with cross-functional teams to ensure timely delivery of benefits

Provide expertise in healthcare and benefits enrollment via written and verbal communication with Gusto Customers

Work directly with customers to implement employee benefit packages specific to our customers’ needs.

Provide guidance, support, and manage escalations with customers at key moments in their relationship with Gusto during their benefits journey

Manage multiple priorities using Salesforce and other technology platforms in your digital workspace

Be available for our customers via phone and email to answer questions about the onboarding process

Here’s What We’re Looking For

2-4 years of client-facing experience - bonus points for exposure to healthcare, payroll, or a start-up environment

Empathetic and customer-centric: You care deeply about the customers you serve

Excellent written and oral communication skills

Strong attention to detail

Skilled in problem solving, dealing with ambiguity, and cross-team communication

Self-motivated and comfortable working collaboratively and autonomously - excited about striving toward team and individual metrics

Ability to work throughout seasonal peaks

Adaptability to flex to other internal roles if needed

Embraces an ownership mentality

Bonus Points

Healthcare, health insurance, or employee benefits experience

Experience With Workforce Tools Such As Salesforce

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

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. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out

this form

and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our

Fraudulent Activity Disclaimer

.

Personal information collected and processed as part of your Gusto application will be subject to

Gusto's Applicant Privacy Notice

.

Ready to Apply?

Click the button below to submit your application directly to Gusto. Make sure your resume is up to date and highlights relevant experience for this role.

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