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Staff Software Engineer, Business Insurance

Gusto · New York, New York, United States

hybridstaff$163,000–$204,000Posted Aug 18, 2026PythonRuby on RailsAPIsObservabilityAI

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About this role

**About Gusto** At Gusto, we’re on a mission to grow the small business economy. We handle the hard stuff—payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs). Offer amounts are determined by role, level, and location. Learn more about our [Total Rewards philosophy](https://gusto.com/about/careers/total-rewards). AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. --- **About the Role** You’ll be part of the team building the next generation of the business insurance purchase experience at Gusto. This role is for someone who wants to join a fast-growing team and build products customers like to use. You’ll take projects from design through implementation to launch, working closely with a good-sized team to ship AI-powered features that simplify and modernize how businesses discover, evaluate, and purchase insurance. If you’re excited about joining a team early in its growth, executing reliably on shipping products rapidly, and learning by building alongside experienced engineers, you’ll thrive here. --- **About the Team** Business Insurance is one of Gusto’s fastest-growing areas. We own the end-to-end business insurance experience—both on and off the Gusto platform—spanning the sale and servicing of P&C insurance products such as Workers’ Compensation and General Liability, as well as PEO. The domain is inherently complex, creating real opportunity to rethink how small business owners experience insurance through innovative AI and thoughtful system design—moving beyond traditional constraints and delivering something meaningfully better for customers. --- **Here’s what you’ll do day-to-day** - Design, build, and test core Business Insurance products that are reliable and scalable - Design and implement innovative AI-powered Business Insurance experiences - Iterate quickly based on feedback and metrics once features are live - Partner with product, design, and XF partners to refine ideas, shape scope, and iterate quickly on end-to-end experiences - Mentor and develop engineers on your team; elevate team capabilities through pairing, code review, and knowledge sharing --- **Here’s what we’re looking for** - 8+ years of software development experience, 2+ years of doing customer-facing products at scale - AI-native mindset with AI tools naturally embedded in your daily workflow - Impact-driven with proven end-to-end multi-quarter project delivery experience (scoping/planning through execution, stakeholder management, and launch) - Genuine excitement about joining a fast-growing, high-velocity team - Ability to bring clarity and simplicity to complex, ambiguous problems - Strong documentation and communication skills; can clearly articulate technical tradeoffs and align solutions with business needs across technical and non-technical audiences - Strong Platform and Application Engineering experience (e.g., services, APIs, data flows, observability) - Hands-on experience building, deploying, and evaluating AI

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