Staff Software Engineer, Business Insurance

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.

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.

About the Role

You'll be part of the team building the next generation of the business insurance purchase experience at Gusto. 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.

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 cross-functional 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

Qualifications

• 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
• Strong Platform and Application Engineering experience (e.g., services, APIs, data flows, observability)
• 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

Additional Requirements

• Two-day travel to a Gusto office for onboarding is required.
• Office-based employees are expected to work in-office 2-3 days per week.