Senior Staff Software Engineer, Benefits
About The Position
As a Senior Staff Software Engineer on the Benefits Advisory team, you will spearhead the architectural evolution of Gusto’s 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. You’ll 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, we’d love to have you join our team.
Requirements
- 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 Next.js.
- 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 Haves
- 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
Responsibilities
- 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 Gusto’s AI-native strategy
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
Number of Employees
1,001-5,000 employees
