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Senior Staff Software Engineer (Benefits)

Gusto

Skills

Required

  • AI
  • React
  • CI/CD
  • observability best practices
  • Ruby on Rails
  • AI-driven personalization patterns
  • frontend
  • TypeScript
  • backend
  • API development

Preferred

  • AI-native design patterns
  • AI architecture
  • reliable platform services

Gusto as a Senior Staff Software Engineer on the Benefits Advisory team. In this full-stack role, you will be responsible for key architectural improvements to Gusto's benefits platform. Your work will focus on transforming benefits opportunity, shopping, and renewal flows, creating clear system boundaries for efficient reuse and increased scalability. You will design services that enable novel AI-driven interfaces for a delightful benefits shopping experience. This role requires a passion for building highly scalable systems and a strong cross-functional partnership with marketing, sales, operations, and engineering.

About Gusto

A balance of pragmatic execution and long-term architectural thinking to build a scalable, intelligent platform

Responsibilities

  • Architect and evolve customer-facing web platforms with a focus on scale and performance.
  • Design, build, and maintain shared services to enable rapid iteration on product offerings.
  • Support, mentor, and up-level fellow engineers on the team, helping to establish best practices for AI-native design patterns.
  • AI architecture and scalability for reliable platform services

Requirements

  • Deep experience in CI/CD and observability best practices
  • Nice to have:

Direct familiarity with React, Ruby on Rails

  • Extensive Experience applying AI tools to accelerate full-stack development, improve code quality, and build intelligent user experiences. Familiar with AI-driven personalization patterns and willing to experiment with AI techniques to improve the benefits shopping experience
  • Experience enabling productivity across large engineering organizations
  • 8+ years of experience building scalable full-stack web applications with expertise in both frontend (React, TypeScript) and backend (API development, data modeling, database schema design)

Experience with robust recommendation systems

  • Extensive Experience building AI interfaces, iterating on prompts and maintaining high quality evals
  • Ability to act as a thought partner for both technical (Engineering, AI/Data) and business (Sales, Operations) teams

Pay

USD 225,000 - 265,000