Staff Software Engineer, PEO Benefits

Role overview

A Staff Software Engineer is needed to help build out a new Professional Employer Organization (PEO) Benefits platform from the ground up. The offering is anchored by a national master health plan designed to unlock materially lower healthcare costs for small businesses through pooled purchasing power, a capability most new PEOs struggle to deliver. The role spans the full product lifecycle, from early specification and architectural decisions through launch and long-term iteration, blending backend API work with clean frontend craft.

Responsibilities

• Design, build, and test the PEO Benefits experience, including benefits shopping flows, plan recommendation features, carrier integrations, and tooling that automates operational and customer support processes
• Develop reliable backend APIs and well-structured frontend code within a large-scale Ruby on Rails and React application
• Mentor engineers working on technically demanding problems in complex domains
• Partner with product management, data, design, and platform engineering to identify customer pain points, shape solutions, and ship iteratively
• Take ownership of post-launch quality, iterating on features based on real-world feedback

Requirements

• 8+ years of professional software development experience
• Demonstrated ability to own multi-quarter projects that solve complex engineering problems and produce measurable customer impact at scale
• Experience driving large, cross-functional initiatives end-to-end through ambiguity, including scoping, sequencing, stakeholder alignment, and unblocking without hand-holding
• Hands-on experience leveraging AI tools or systems to accelerate development, improve testing, or ship new capabilities
• Curiosity and experimentation with emerging AI frameworks, with a willingness to share best practices for safe evaluation and scaling across teams
• Strong communication skills across engineering teams and with non-technical business stakeholders

Nice to have

• 3+ years of experience with PEO products, ideally building PEO flows directly in a high-growth environment
• Working knowledge of Ruby on Rails
• Comfort in a collaborative, test-driven engineering culture
• Track record of writing well-structured, maintainable, and well-documented code

Benefits and work setup

• Cash compensation targeted at $163,000-$204,000 for most remote locations and Denver-based candidates, and $197,000-$247,000 for San Francisco and New York-based candidates, with additional stock equity
• Full-time employees receive competitive base pay, benefits, and equity
• Hybrid model with in-office expectations of approximately 2-3 days per week for employees based near designated office hubs
• Secure, reliable internet connection required for remote and home-based work days
• Travel to a designated office required for onboarding