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Staff Software Engineer, Business Insurance

Gusto - New York, NY, United States - Hybrid - posted 2026-08-18

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Salary: USD 197,000 - 247,000 / annual

Gusto is hiring a Staff Software Engineer to join its fast-growing Business Insurance team in New York. You'll design, build, and deploy core insurance products and AI-powered experiences that help small business owners discover, evaluate, and purchase P&C insurance (Workers' Compensation, General Liability) and PEO services. Day-to-day responsibilities include designing and implementing reliable, scalable insurance products; building innovative AI-powered customer experiences; iterating rapidly based on live metrics and feedback; partnering with product, design, and cross-functional teams to refine scope and ship end-to-end experiences; and mentoring engineers on the team through pairing, code review, and knowledge sharing. You'll need 8+ years of software development experience with 2+ years building customer-facing products at scale. The ideal candidate has an AI-native mindset, proven ability to deliver multi-quarter projects from scoping through launch, strong platform and application engineering skills (services, APIs, data flows, observability), and excellent communication abilities to articulate technical tradeoffs to both technical and non-technical audiences. Experience with Ruby on Rails, Python, and production AI solutions is a plus. Gusto supports 500,000+ small businesses with payroll, health insurance, 401(k)s, and HR tools. The company offers competitive base pay, equity (RSUs), and benefits. All employees are expected to actively engage with AI tools relevant to their role. The New York office operates on a hybrid schedule (2-3 days per week in-office). A two-day onboarding visit to a Gusto office is required.

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