San Francisco, California, United States Hybrid USD 223,000 - 265,000 Yearly

Gusto is hiring a Senior Staff Software Engineer

Responsibilities

  • Own and evolve the architecture for key areas of the Integrated Benefits platform, ensuring systems are scalable, reliable, and adaptable to future needs.
  • Drive architectural decisions and technical strategy within your domain, making informed tradeoffs that balance business goals, technical constraints, and long-term sustainability.
  • Contribute to the technical roadmap for your area of the platform, aligning your work with team objectives and broader Benefits engineering priorities.
  • Design and build shared platform capabilities that support Voluntary Life and Disability (vLiDi) products and broker integrations across the Benefits ecosystem.
  • Lead the technical approach to complex, ambiguous problem spaces, partnering with product, design, and cross-functional stakeholders to define end states and guide systems toward them.
  • Identify cross-team dependencies and influence alignment on architectural patterns, standards, and best practices.
  • Raise the technical bar by mentoring engineers through design reviews and, architectural guidance.
  • Apply AI tools to accelerate development, improve code quality, and enable intelligent product capabilities, while evaluating emerging frameworks using clear success criteria.
  • Contribute to shared tooling, patterns, or standards that enable safe and effective experimentation, including AI-driven workflows, across teams.

Requirements

  • 10+ years of software engineering experience building and supporting production software systems.
  • Significant experience designing and evolving complex backend systems, including deep experience in Ruby on Rails–based environments.
  • Demonstrated ability to own architectural decisions within a product domain and influence technical direction across teams.
  • Experience building or contributing to platform capabilities or shared systems depended on by multiple teams.
  • Strong foundation in system design, data modeling, and working with complex, interconnected production systems.
  • Comfort operating in ambiguous problem spaces and leading technical decision-making through uncertainty.
  • Strong communication and collaboration skills, with the ability to influence engineers and cross-functional partners without formal authority.
  • Experience applying AI tools in production engineering workflows to improve development velocity, system quality, or product behavior.
  • Familiarity with evaluating AI-driven outputs using well-defined success criteria and operational constraints.

Nice to Have

  • Experience working in highly regulated domains such as Benefits, Payroll, HR, Taxes, or Compliance.
  • Experience designing or evolving large-scale integration platforms or service-oriented architectures.
  • Prior work supporting external partners or third-party integrations.
  • Experience contributing to internal developer platforms, shared tooling, or technical standards.
  • Exposure to AI-driven systems beyond experimentation, including monitoring, evaluation, or governance.

Additional Information

  • A secure, reliable, and consistent internet connection is required.
Required Skills
Ruby on RailsSystem DesignData ModelingBackend SystemsArchitecturePlatform EngineeringProduction Systems Ruby on Railsevaluating AI-driven outputs using well-
About company
Gusto
Gusto handles payroll, health insurance, 401(k)s, and HR for small businesses so owners can focus on their craft and customers. They support more than 400,000 small businesses across the country.
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Job Details
Department Software Development
Category other
Posted 3 months ago