Staff Software Engineer, Business Insurance

Gusto, Inc.•New York, NY

4d•$163,000 - $247,000•Hybrid

About The Position

You'll be part of the team building the next generation of the business insurance purchase experience at Gusto. This role is built for someone who wants to be part of a fast-growing team and build products that customers like to use. You'll take projects from design through implementation to launch, working closely with a good size 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. 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, and that complexity creates real opportunity: to rethink how small business owners experience insurance through innovative AI and thoughtful system design, moving the industry beyond its traditional constraints and delivering something meaningfully better for our customers.

Requirements

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 projects delivery experience, from initial scoping and planning through execution, stakeholder management, and successful launch.
Genuine excitement about joining a fast-growing and high velocity team.
Natural aptitude for bringing clarity and simplicity to complex, ambiguous problems.
Strong documentation and communication skills, with the ability to clearly articulate technical tradeoffs and align solutions with business needs across both technical and non-technical audiences.
Strong Platform and Application Engineering experience (e.g., services, APIs, data flows, observability)

Nice To Haves

Strong hands-on experience building, deploying and evaluating AI solutions in production environments is a plus
Experience with Ruby on Rails and Python is a plus.

Responsibilities

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. Track record of elevating team capabilities through pairing, code review, and knowledge sharing.