We’re looking for a Staff Software Engineer to define the technical direction of our Professional Employer Organization (PEO) systems.
You’ll lead the evolution of benefits and PEO infrastructure, designing systems that support increasingly complex business rules, new entity models, and AI-powered capabilities. This is a highly hands-on role for an experienced distributed systems engineer who can set architectural direction while continuing to deliver production code.
You’ll partner with engineering and business leaders to balance near-term product needs with scalability, extensibility, and long-term maintainability.
What You’ll Do
- Define and drive the technical roadmap for our PEO systems.
- Design scalable architecture for businesses operating both PEO and non-PEO entities.
- Modernize existing systems and reduce technical debt without slowing product delivery.
- Shape AI-enabled and agentic capabilities across the benefits and PEO platform.
- Lead design reviews and raise standards for code quality, testing, and system reliability.
- Investigate complex systems by tracing code, architecture, business rules, and operational flows.
- Translate technical decisions and tradeoffs for engineering, product, and business leaders.
- Mentor engineers, strengthen their technical judgment, and help them take independent ownership.
- Lead through production incidents while coordinating engineers and senior stakeholders.
- Deliver helpful increments early, expanding ownership as you build deeper system context.
What We’re Looking For
- Significant hands-on experience designing and building distributed systems at scale.
- Deep expertise in at least one programming language, with a strong record of shipping production software.
- Experience modernizing architecture while continuing to deliver customer-facing capabilities.
- The ability to independently learn unfamiliar systems and identify high-impact opportunities.
- A track record of influencing technical direction using data, evidence, and concrete examples.
- Experience leading complex production incidents with clear, decisive communication.
- Strong mentorship skills paired with a desire to remain deeply involved in implementation.
- Excellent written and verbal communication across technical and non-technical audiences.