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GustoGustoSan Francisco, CA

Senior Staff Engineer

Senior Staff Engineer guiding end-to-end projects on Gusto's Tax platform, scaling Ruby/Rails and TypeScript/React systems, building AI guardrails for compliance, driving technical strategy, and mentoring teams in a regulated domain. Requires 10+ years experience with distributed systems and complex problem solving.

223k – 278k
Hybrid10+ YOEFullstack Engineering

About the role

Responsibilities

  • Design, build, and test the platform that supports tax compliance for millions of people.
  • Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world.
  • Collaborate on complex and ambiguous problems with partnerships from Engineering, Product Management, Design, Data Science, Compliance, Operations, and other cross-functional teams.
  • Improve the productivity and happiness of our teams with the services, tools, and APIs you build.
  • Build guardrails into the Tax platform that enable Gusto to safely leverage agentic AI to interact with tax concepts in a way that ensures compliance, accuracy, stability, and reliability.
  • Own and drive the technical strategy and roadmap for your team’s domain area in alignment with team and group-level OKRs.
  • Identify and prioritize long-term investments to improve foundational systems and architecture.
  • Lead improvements to incident response processes, tooling, and culture to enhance system reliability and team effectiveness.
  • Mentor and develop engineers on your team working to create holistic and scalable solutions.

Requirements

  • 10+ years of experience.
  • Experience in designing and developing robust, distributed systems using multiple general-purpose programming languages.
  • Experience influencing and guiding the work of multiple teams on scaling, refactoring, and optimizing legacy products.
  • Experience architecting, building, and testing large-scale production level code.
  • Aptitude and interest in bringing clarity and simplicity to complex and ambiguous problems.
  • Ability to communicate technical complexity and help facilitate informed tradeoffs.
  • Enthusiasm for a highly collaborative, test-driven environment.
  • Able to build maintainable, structured, well-documented code.
  • Experience building fault-tolerant, mission-critical software.
  • Experience building products in highly regulated and high risk domains.
  • Familiar with current AI tools (LLMs, Agents) and their shortcomings / benefits.
  • Embeds AI in daily development workflow (scaffolding tests, summarizing docs) to measurably reduce cycle time.
  • Mentors engineers on effective AI usage and helps develop an AI strategy for other engineers.

Nice-to-Haves

  • Experience in one of these domains: Payroll, Taxes, or Compliance.
  • Experience with Ruby on Rails, TypeScript, and React.

Skills

Ruby on RailsTypeScriptReactDistributed SystemsAI ToolsLLMsRubyJavaScript
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