Onboarding Advocate

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.

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.

• 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 their needs
• Provide guidance, support, and manage escalations with customers at key moments in their relationship with Gusto during the benefits journey
• Manage multiple priorities using Salesforce and other technology platforms in your digital workspace
• Be available for customers via phone and email to answer questions about the onboarding process

• 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
• Healthcare, health insurance, or employee benefits experience
• Experience with workforce tools such as Salesforce

Our cash compensation range for this role 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.

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.