Gusto · 10 hours ago
Senior Staff Software Engineer, Benefits
San Francisco Bay Area
Full-time
Hybrid
Senior Level, Lead/Staff
$225K/yr - $275K/yr
12+ years expGusto is on a mission to grow the small business economy and is seeking a Senior Staff Software Engineer on the Benefits Advisory team. This role involves spearheading the architectural evolution of Gusto’s benefits growth, focusing on designing and building a foundational platform for customer benefits applications.
Bookkeeping and PayrollEmployee BenefitsEnterprise SoftwareFinancial ServicesFinTechHuman ResourcesSaaSSoftware
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
Qualification
Required
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
Preferred
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
Benefits
Health insurance
401(k)s
Company
Gusto
Gusto is an HR and payroll platform that simplifies complex tasks, empowering businesses to focus on what matters most.
1001-5000 employees
H1B Sponsorship
Gusto has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (49)
2024 (54)
2023 (19)
2022 (37)
2021 (24)
Funding
Current Stage
Late StageTotal Funding
$746.1MKey Investors
Friends & Family CapitalT. Rowe PriceAkkadian Ventures
2023-01-28Series Unknown
2022-05-12Series E· $55M
2021-08-10Series E· $175M
Leadership Team
Josh Reeves
Head of Gusto (CEO) and Co-Founder. Building Gusto for the Long Term.
Edward Kim
Co-founder and Head of Technology
Recent News
Small Business Trends
2026-01-12
General Catalyst
2025-12-30
Digital Commerce 360
2025-12-20
Company data provided by crunchbase