[Hiring] Principal Software Engineer @Gusto

Oct 21, 2025 - Gusto is hiring a remote Principal Software Engineer. 💸 Salary: $214,000-$264,000 /yr in Denver & most remote locations. 📍Location: USA, Canada. About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. About the Role As the Principal Engineer for the Contractors team, you will play a pivotal role in shaping the future of Gusto’s flagship Payroll product—one of the core pillars of our platform. You will design, build, and scale the capabilities that power essential experiences for our customers. Working collaboratively with product managers, designers, and other engineers, you will deliver impactful features that meet customer needs and elevate user experiences. As a Gusto Engineer at this level, you’ll guide projects end-to-end—shaping initial feature specifications, driving architectural decisions to bring systems closer to their desired end states, executing on complex initiatives, and maintaining code that powers mission‑critical functionality. Beyond technical contributions, you’ll help define and contribute to the broader strategy of how Gusto continues to build and scale its Payroll product. If you’re excited about solving complex, high‑impact problems and want to contribute to a product that touches the lives of millions, we’d love to have you on board About the Team Payroll serves as Gusto's core product, used by each of our 300,000+ customers and contributing significantly to our annual recurring revenue of over $500,000,000. The Contractors team empowers businesses to onboard and pay contractors in 120+ countries with ease and speed, including payroll setup, preparation, submission, historical reporting, time tracking, and shift scheduling. As a key member of this team, you’ll have the opportunity to make a profound impact on both the product and the customers who depend on it daily. Here’s what you’ll do day‑to‑day: Architect, build, and maintain scalable, secure, and resilient backend systems to support Gusto’s Payroll products. Function as a Technical Lead across multiple teams in Pay Group, helping us keep engineers unblocked and deliver high‑quality work supporting our long‑term goals. Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world. Collaborate on complex and ambiguous problems with partners 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. Engage in a highly supportive environment, working with others to drive productivity and innovation. Continuously stay up‑to‑date with backend technologies and methodologies, advancements in AI and Machine Learning, and apply this knowledge to our projects. Here’s what we're looking for: 15+ years of professional software development experience. Experience in scaling Engineering organizations with a focus on individual and team development. Experience building and maintaining resilient backend systems to support customer‑facing products. Experience in highly cross‑functional environments for highly complex products. Experience as a tech lead, overseeing projects across multiple teams. Experience optimizing existing systems for performance, reliability, and scalability. Experience developing and maintaining RESTful APIs, GraphQL endpoints, and backend services, ensuring seamless integration with frontend systems and third‑party services. Ability to communicate technical complexity and help facilitate informed tradeoffs. Enthusiasm for a collaborative, test‑driven environment. Our cash compensation amount for this role is targeted at $214,000-$264,000 /yr in Denver & most remote locations, and $251,000-$309,000 /yr for San Francisco & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above. We have offices in Denver, San Francisco, and New York City. Employees based in those locations are expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles and Gusto's subsidiary, whose physical office is in Scottsdale. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required for non‑office days for hybrid employees. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you. Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer. Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice. #J-18808-Ljbffr