Hybrid opportunity at
GustoSenior Staff Software Engineer, Benefits
Gusto operates a platform serving over half a million small businesses nationwide by managing payroll, health insurance, 401(k) plans, and human resources tasks. The organization is…
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About This Role
Gusto operates a platform serving over half a million small businesses nationwide by managing payroll, health insurance, 401(k) plans, and human resources tasks. The organization is seeking a Senior Staff Software Engineer to join the Benefits Advisory team on a full-time basis in a hybrid capacity located in New York. This position suits an experienced full-stack technologist who wants to lead architectural improvements on customer-facing web platforms. The role involves…
Job Description
Gusto operates a platform serving over half a million small businesses nationwide by managing payroll, health insurance, 401(k) plans, and human resources tasks. The organization is seeking a Senior Staff Software Engineer to join the Benefits Advisory team on a full-time basis in a hybrid capacity located in New York.
This position suits an experienced full-stack technologist who wants to lead architectural improvements on customer-facing web platforms. The role involves designing and building intelligent, scalable services that help users explore, apply for, and maintain employee benefits. Responsibilities center on transforming shopping and renewal workflows, incorporating AI-driven interfaces, and establishing clear system boundaries to support sustainable growth.
The successful candidate will collaborate closely with cross-functional partners across marketing, sales, operations, and engineering. Team members are expected to actively engage with artificial intelligence tools relevant to their daily tasks and expand their proficiency as the technology develops. The work environment emphasizes high quality, observability, and dependable system uptime to support automated personalization and recommendation systems.
Responsibilities
- Architect and evolve customer-facing web platforms emphasizing scale and performance
- Build innovative artificial intelligence interfaces to assist customers
- Design, build, and maintain shared services for rapid iteration on product offerings
- Implement and optimize key workflows for an improved customer experience
- Write high-quality, well-tested code across the full stack using artificial intelligence tools to accelerate development
- Support, mentor, and guide fellow engineers while establishing best practices for artificial intelligence-native design patterns
- Partner cross-functional with marketing, sales, operations, and leadership teams
- Influence the technical roadmap for the Benefits Advisory platform
Requirements
- At least eight years of experience building scalable full-stack web applications
- Expertise in frontend technologies including React and TypeScript
- Expertise in backend API development, data modeling, and database schema design
- Extensive experience building artificial intelligence interfaces, iterating on prompts, and maintaining evaluations
- Extensive experience applying artificial intelligence tools to accelerate development, enhance code quality, and create intelligent user experiences
- Familiarity with artificial intelligence-driven personalization patterns
- Deep experience in continuous integration and deployment alongside observability best practices
- Ability to act as a thought partner for both technical and business teams
Qualifications
- Direct familiarity with React and Ruby on Rails
- Experience building robust recommendation systems
- Background in artificial intelligence architecture and scalability for reliable platform services
Core Skills
Benefits
- Competitive base pay
- Stock equity in the form of restricted stock units
- Standard employee benefits
Frequently Asked Questions
What is the employment type and work arrangement for this role?
This is a full-time position with a hybrid remote status. Employees based in New York are expected to work from the designated office approximately two to three days per week.
What is the salary for the Senior Staff Software Engineer position?
The specific salary is not stated in the source posting, though cash compensation for similar roles in New York is listed between $225,000 and $265,000 per year with additional stock equity.
What primary technical background is required?
Candidates must have eight or more years of full-stack web development experience, including expertise in React, TypeScript, API development, data modeling, and AI interface building.
How does artificial intelligence factor into the position?
Artificial intelligence is fundamental to work at Gusto, requiring the engineer to build AI-driven interfaces, leverage AI tools to accelerate development, and engage with relevant AI technologies.
Sample Interview Questions
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