Principal Software Engineer - Pay Group Engineering

Principal Software Engineer - Pay Group Engineering

We're hiring seasoned engineers to join our teams that work on core platform capabilities, improving our existing systems for extensibility and scalability, and building the future of Gusto's Payroll and Tax systems. As a Gusto Software Engineer at this level, you'll be guiding projects end-to-end by influencing initial feature specs, understanding how to take existing systems closer to desired end states, executing on projects, and maintaining code that powers core experiences. If you're interested in building elegant software with far-reaching effects in our modern economy, join us!

Payroll is the beating heart of Gusto's business. Pay Group (payroll and tax) teams are responsible for the product, ops, and service components Gusto uses to onboard customers, process payrolls, calculate taxes and deductions, pay and file with tax agencies, and maintain compliance on behalf of the customers. The domain is highly complex and offers the opportunity to engage in system design that simplifies this for customers, both internal and external.

Here's what you'll do day-to-day:

• Function as a Technical Lead across multiple teams in Payroll Services, helping us keep engineers unblocked and deliver high-quality work supporting our long-term goals
• Design, build, and test the foundation that supports compliant payroll for millions of people
• Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world
• Collaborate on complex and ambiguous problems with partnerships from Engineering, Product Management, Design, Data Science, Compliance, Operations, and other cross-functional teams
• Mentor and grow fellow engineers working to create holistic and scalable solutions
• Drive the product development process from concept to launch, delivering delightful products that make payroll, taxes, and compliance simple and easy
• Improve the productivity and happiness of our teams with the services, tools, and APIs you build.
• Engage in a highly supportive environment working with others to drive productivity and innovation
• Continuously stay up-to-date with advancements in AI and Machine Learning, applying this knowledge to our projects.

Here's what we're looking for:

• Successful applicants typically have at least 15+ years of experience
• Able to build maintainable, structured, well-documented code
• Strong knowledge of data structures, data modeling, and system design
• Experience working across 3+ teams, influencing both product and team direction
• Experience working on platform products which are depended upon throughout the company
• Experience engineering, designing, building and supporting large scale systems in production
• An aptitude in bringing clarity and simplicity to complex problems, communicating technical complexity and facilitating informed tradeoffs to major stakeholders
• Experience operationalizing and scaling large interconnected production systems
• Enthusiasm for a collaborative, test-driven environment
• Experience in complex highly regulated domains Examples: HR, Payroll, Taxes, or Compliance
• Experience using AI tools to build, test, and iterate on products quickly.
• Understanding of how to evaluate AI-driven outputs using clear success criteria.
• A commitment to staying current on emerging backend technologies and AI frameworks and patterns, regularly experimenting with new approaches.
• Willingness to contribute to shared tools or templates that enhance the speed and safety of AI experimentation.