← All jobs · Gusto

Group Operations Fulfillment, Benefit Services

Gusto ·
32
AI-Agency
B15 U60
📍 Denver, US 🌐 Remote/hybrid 💰 $42K–$47K 🛠 AI tools welcome at work Entry 0–2+ yrs
Google WorkspaceMicrosoft OfficeAdobeSalesforce
TL;DR

Group Operations Fulfillment Specialist at Gusto managing health insurance enrollment, carrier coordination, and compliance for small business customers. Role involves processing forms, managing carrier portals, and using AI tools to improve accuracy and efficiency.

Apply at Gusto →
share:
you'll be redirected to the company's career page

Job description

 


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.

About the Role:

When a small business owner signs up with Gusto, they're trusting us with their team's health coverage. As a Group Fulfillment Specialist, you're the link between our customers and their health insurance carriers — partnering with Onboarding Advocates to ensure every form and detail lands accurately and on time, so coverage is active when employees need it. You'll work across carrier portals, Salesforce, and Gusto's internal systems, and lean into AI tools to work smarter. If you take pride in getting the details right, this role is for you. 

About the Team:

Group Fulfillment is the team that ensures the promise of benefits becomes reality. We sit between health insurance carriers and Gusto's customer-facing teams, shepherding new plans, renewals, and carrier switches across the finish line.

We measure ourselves on doing it right and doing it on time — because for the customers we serve, "late" or "wrong" isn't an inconvenience, it's a missed prescription, a delayed procedure, or a stressful call to HR. We take that seriously, and we have a lot of fun doing it together.

As an AI-native company, we don't just use technology—it’s the backbone of how we work. We expect all team members to demonstrate digital fluency and a proactive approach to leveraging AI tooling to enhance accuracy, speed, and communication. At Gusto, every team member contributes to a significant daily impact on the lives of those we serve.

Here’s what you’ll do day-to-day:

Here’s what we're looking for:

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 $20.50–$23.08 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.

Apply at Gusto →

More open roles at Gusto

Gusto · 🔄 synced 7h ago
Head of AI and Machine Learning Engineering
📍 US 🌐 Remote 🛠 AI tools welcome at work · Director
Head of AI and Machine Learning Engineering at Gusto, leading teams across ML engineering, ML platform, risk data science, and AI research. Responsible for defining AI/ML strategy, building production systems, and scaling platform capabilities across payroll and HR products.
PythonPyTorchTensorFlowKubernetesAWSGCP
89
AI-core
Gusto · 🔄 synced 7h ago
Sr. Staff AI/ML Engineer
📍 Denver, US 🌐 Remote 💰 $245K–$321K 🛠 AI tools welcome at work · Staff
Sr. Staff AI/ML Engineer at Gusto building the CoreX AI Platform. Design and scale agent orchestration, RAG infrastructure, eval tooling, and model serving for internal teams shipping AI-powered products.
PyTorchTensorFlowHugging FacePythonGCPAWS
89
AI-core
Gusto · 🔄 synced 7h ago
Enterprise Application AI Architect
📍 US 🌐 Remote 💰 $175K–$225K 🛠 AI tools welcome at work · Senior
Enterprise Applications AI Architect at Gusto designing AI agents and Model Context Protocols to automate and augment internal enterprise workflows across systems like NetSuite and Zuora. Combines hands-on AI development with strategic systems thinking to transform reactive processes into predictive, autonomous platforms.
PythonJavaScriptLangChainCrewAISemantic KernelMCP
81
AI-core
Gusto · 🔄 synced 7h ago
Strategic Operations Lead
📍 US 🛠 AI tools welcome at work · Senior
Strategic Operations Lead at Gusto building and operating Benefits Labs, a system for testing and scaling operational change. Role centers on designing AI agents, automations, and workflows to govern pilot execution, measurement, and decision-making across the Benefits organization.
AI agentsautomation workflows
81
AI-core
Gusto · 🔄 synced 7h ago
Senior Engineering Manager, Builder Enablement - Front End
📍 San Francisco, US 🌐 Remote 💰 $223K–$278K 🛠 AI tools welcome at work · Manager
Senior Engineering Manager at Gusto leading the Builder Enablement team, which owns the design system (Workbench) and AI tooling for developers and agents. Responsible for strategy, team growth, and shipping AI-assisted development infrastructure across the company.
TypeScriptReactMCP serversClaude CodeCursor
79
AI-core