Senior Staff Software Engineer, Benefits

About Gusto

At Gusto were on a mission to grow the small business economy. We handle the hard stufflike payroll health insurance 401(k)s and HRso owners can focus on their craft and customers. With teams in Denver San Francisco and New York were proud to support more than 400000 small businesses across the country and were building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.

About the Role

As a Senior Staff Software Engineer on the Benefits Advisory team you will spearhead the architectural evolution of Gustos benefits growth as we transition to an AI-native company. This is a full-stack architecture role where you will be instrumental in designing and building the foundational platform that enables customers to explore apply for and maintain their benefits.

Your work will focus on transforming our benefits opportunity shopping and renewal flows creating clear system boundaries that enable efficient reuse and increased scalability allowing the ability to offer a wider variety of products more quickly. You will design services that continue to scale the organization while enabling novel AI-driven interfaces to deliver a delightful benefits shopping experience.

Youll operate at the intersection of marketing sales and engineering. If you are passionate about building highly scalable systems that can reason predict and personalize to unlock Gusto Benefits next phase of sustainable growth wed love to have you join our team.

About the Team

The Benefits Advisory team is building the next generation of infrastructure that powers benefits applications making it easier than ever to give customers access to the absolute best benefits for their needs.

Our mission is to build a robust system that informs our customers of the most relevant benefits options making it easier than ever to confidently fulfill benefits that fit our customers current and future neds.. Were building a world-class technology platform designed to understand customer context in real-time and continuously improve through data and feedback. This means rapid experimentation fast learning and strong cross-functional partnership.

We prioritize quality observability and uptime because these intelligent systems are fundamental to Gustos growth and brand. We partner closely with Marketing Sales and Operations to build and connect the AI-powered tools they use every day.

Heres what were looking for:

• Architect and evolve our customer-facing web platforms with a focus on scale performance and AI-driven personalization
• Design build and maintain shared services to enable rapid iteration on product offerings
• Implement and optimize key workflows for a best-in-class customer experience.
• Write high-quality well-tested code across the stack leveraging AI-powered tools to accelerate development and improve reliability
• Support mentor and up-level fellow engineers on the team helping to establish best practices for AI-native design patterns.
• Partner cross-functionally with Marketing Sales Operations and leadership to translate business needs into technical solutions that fit our needs now and in the future.
• Be an owner of the long-term technical roadmap ensuring it aligns with Gustos AI-native strategy

Heres what were looking for:

• 12 years of experience building scalable and robust web applications
• Curiosity and ability to operate in an AI-native environment. Integrating intelligence automation and experimentation into systems.
• Deep experience building modern and accessible frontend applications with technologies such as React TypeScript and .
• Deep experience with backend API development data modeling and database design
• Deep experience in CI/CD and observability.
• Ability to act as a thought partner for both technical (Engineering AI/Data) and business (Sales Operations) teams.
• A balance of pragmatic execution and long-term architectural thinking to build a scalable intelligent platform.
• Experience enabling productivity across large engineering organizations.
• Nice to have:
• Hands-on experience designing or implementing product experiences incorporating ML/AI such as AI-driven personalization engines recommendation systems or predictive intent models.
• Experience with generative AI or LLMs particularly in applications related to content personalization (for a CMS) or building intelligent customer-facing agents.
• Familiarity with building in React and Ruby on Rails

Compensation

Our cash compensation amount for this role is targeted at $225000 - $275000 for San Francisco New York and Seattle $205000- $255000 in Los Angeles $185000 - $235000 in Denver and $200000 - $250000 CAD for Toronto Canada. 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 Gustos 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 its 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 toGustos Applicant Privacy Notice.