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:
- Minimum 2+ 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
At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.
Our cash compensation range for this role is is $23.50–$27.42 per hour in Denver. 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. 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.
Skills Required
- 3-6 years of customer experience with 1+ years in health insurance benefits
- Account Management experience
- Life & Health Insurance Producers Licensure
What the Team is Saying
Gusto Compensation & Benefits Highlights
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Healthcare Strength — Medical, dental, and vision coverage is described as comprehensive for employees and dependents, with mental‑health resources included. Health benefits are also available and administered within one system that syncs with payroll.
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Inclusive Benefits Coverage — Family planning and fertility support, gender‑affirming care, and a range of mental‑health resources extend coverage to diverse needs. Adoption assistance, childcare benefits, and return‑to‑work support further broaden inclusivity for different family structures.
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Leave & Time Off Breadth — Paid vacation, sick time, bereavement, holidays, and paid leaves form a wide time‑off foundation. A sabbatical program adds longer‑term rest options beyond standard PTO.
Gusto Insights
What We Do
Gusto is a modern, online small business 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. 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.
Why Work With Us
We help small businesses—the backbone of the economy—thrive. Everything we do ladders up to empowering entrepreneurs and supporting their teams. Gusto empowers builders at every level to take initiative and make things better. You'll be solving meaningful challenges that shape the future of work.
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Gusto Teams
Gusto Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We’ve built an inclusive, connected culture—no matter where you live. Whether near an office or remote, you’ll find opportunities to connect, grow, and belong. Employees work from the office on 2 designated days per week.
