Onboarding Advocate
Listed on 2026-07-01
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Customer Service/HelpDesk
HelpDesk/Support, Customer Success Mgr./ CSM, Technical Support
Benefits Onboarding Advocate
Denver, CO
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 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.
Our cash compensation range for this role is $23.50/hour to $26.44/hour in Denver. Final offer amounts are determined by multiple factors, including candidate location, 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…
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