Senior Staff Software Engineer, Benefits

Gusto, Inc.•New York, NY

8d•$191,000 - $265,000•Hybrid

About The Position

As a Staff Software Engineer on the Benefits Advisory team, you will be directly accountable for key architectural improvements to Gusto's benefits platform. This is a full-stack role where you will design and build platform capabilities that enable customers to explore, apply for, and maintain their benefits within your product area. 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, with an emphasis on enabling novel AI-driven interfaces to deliver a delightful benefits shopping experience. You’ll operate at the intersection of marketing, sales, operations 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, we’d love to have you join our team.

Requirements

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)
Extensive Experience building AI interfaces, iterating on prompts and maintaining high quality evals
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
Deep experience in CI/CD and observability best practices.
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 Haves

Direct familiarity with React, Ruby on Rails
Experience with robust recommendation systems
AI architecture and scalability for reliable platform services

Responsibilities

Architect and evolve our customer-facing web platforms with a focus on scale and performance
Build innovative AI interfaces to best assist our customers
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.
Influence the technical roadmap for your area of the Benefits Advisory platform, ensuring your work aligns with Gusto's AI-native strategy and team goals