Gusto, Inc.

Architect and evolve customer-facing web platforms with AI-driven interfaces, design shared services, mentor engineers, and align technical roadmaps with business goals. | 8+ years full-stack development experience with React, TypeScript, backend API design, AI interface building, CI/CD, and observability best practices. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role As a Staff Software Engineer on the Benefits Advisory team, you will be directly accountable for key architectural improvements to Gusto's benefits platform. This is a full-stack role where you will design and build platform capabilities that enable customers to explore, apply for, and maintain their benefits within your product area. Your work will focus on transforming our benefits opportunity, shopping and renewal flows, creating clear system boundaries that enable efficient reuse and increased scalability, allowing the ability to offer a wider variety of products more quickly. You will design services that continue to scale the organization, with an emphasis on enabling novel AI-driven interfaces to deliver a delightful benefits shopping experience. You’ll operate at the intersection of marketing, sales, operations and engineering. If you are passionate about building highly scalable systems that can reason, predict, and personalize to unlock Gusto Benefits’ next phase of sustainable growth, we’d love to have you join our team. About the Team The Benefits Advisory team is building the next generation of infrastructure that powers benefits applications, making it easier than ever to give customers access to the absolute best benefits for their needs. Our mission is to build a robust system that informs our customers of the most relevant benefits options, making it easier than ever to confidently fulfill benefits that fit our customers current and future needs. We’re building a world-class technology platform designed to understand customer context in real-time, and continuously improve through data and feedback. This means rapid experimentation, fast learning, and strong cross-functional partnership. We prioritize quality, observability, and uptime because these intelligent systems are fundamental to Gusto's growth and brand. We partner closely with Marketing, Sales, and Operations to build and connect the AI-powered tools they use every day. Here’s what you’ll do day-to-day: Architect and evolve our customer-facing web platforms with a focus on scale and performance Build innovative AI interfaces to best assist our customers Design, build, and maintain shared services to enable rapid iteration on product offerings Implement and optimize key workflows for a best-in-class customer experience. Write high-quality, well-tested code across the stack, leveraging AI-powered tools to accelerate development and improve reliability Support, mentor, and up-level fellow engineers on the team, helping to establish best practices for AI-native design patterns. Partner cross-functionally with Marketing, Sales, Operations and leadership to translate business needs into technical solutions that fit our needs now and in the future. Influence the technical roadmap for your area of the Benefits Advisory platform, ensuring your work aligns with Gusto's AI-native strategy and team goals Here’s what we're looking for: 8+ years of experience building scalable full-stack web applications with expertise in both frontend (React, TypeScript) and backend (API development, data modeling, database schema design) Extensive Experience building AI interfaces, iterating on prompts and maintaining high quality evals Extensive Experience applying AI tools to accelerate full-stack development, improve code quality, and build intelligent user experiences. Familiar with AI-driven personalization patterns and willing to experiment with AI techniques to improve the benefits shopping experience Deep experience in CI/CD and observability best practices. Ability to act as a thought partner for both technical (Engineering, AI/Data) and business (Sales, Operations) teams. A balance of pragmatic execution and long-term architectural thinking to build a scalable, intelligent platform. Experience enabling productivity across large engineering organizations. Nice to have: Direct familiarity with React, Ruby on Rails Experience with robust recommendation systems AI architecture and scalability for reliable platform services Compensation Our cash compensation amount for this role is targeted at $191,000/yr to $225,000/yr in Denver & most remote locations, and $225,000/yr to $265,000/yr for San Francisco, Seattle & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Own and improve the end-to-end signup-to-activation experience using AI-driven solutions to enhance customer onboarding. | 10+ years software engineering experience with full-stack expertise and AI/LLM application in customer-facing products. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Getting started on Gusto should feel effortless — the path from "I just signed up" to “my business is set up and running on Gusto” is where small business owners need us most, and where the biggest opportunity to grow the business lives. We're in the middle of the most exciting shift in Gusto's history: reimagining our product as a proactive AI teammate that doesn't just help small businesses, but does the work for them. Most of that opportunity is still ahead of us — which means this role is full of net-new, 0-to-1 problems to invent and build from the ground up. As a Staff Product Engineer on Growth Onboarding, you'll own the experience that turns curious signups into activated, thriving customers — taking friction out of getting started and meeting customers wherever they are, from the web to SMS, WhatsApp, and third-party AI assistants like ChatGPT and Claude — working full-stack and cross-functionally as both a product builder and a founder. About the Team: Growth Onboarding owns one of the most consequential moments in a customer's journey: their first experience of Gusto. We're a full-stack, outcome-driven team measured by activation — not features shipped. We move fast, ship prototypes over docs, and partner tightly with Product, Design, Data, and other engineering teams to make onboarding simpler, smarter, and a launchpad for everything a business does next. You won't just be handed a roadmap — you'll help invent it, turning a bold AI product vision into new front doors and experiences that have never existed before. If you want your work to move a top-line number and shape the front door to a company serving 500,000+ businesses, this is the team. Here’s what you’ll do day-to-day: Own meaningful slices of the signup-to-activation experience end to end — from data model to UI — and ship measurable improvements to how quickly and reliably new customers get up and running. Invent and prototype net-new, 0-to-1 experiences — bringing your own ideas for how AI can reimagine onboarding, not just implementing a spec handed to you. Partner directly with Product, Design, and Data to frame problems, form hypotheses, and validate them with real customers in weeks, not quarters. Identify where AI meaningfully removes customer effort (and where a simple form is better), and build those experiences thoughtfully into the flow. Design onboarding as modular, reusable building blocks so new entry points into Gusto can be added quickly without rebuilding the foundation. Raise the engineering bar through pragmatic technical direction, high-quality code, strong reviews, and mentoring engineers around you. Make sharp scoping calls under a time box — shipping the simplest version that proves or disproves an idea, then iterating. Here’s what we're looking for: 10+ years of software engineering experience, including building and shipping customer-facing products at scale. A product-minded engineer who starts from the customer problem and the metric that matters, not just the ticket — and who can operate independently across product, design, and data partners. Demonstrated ability to move fast and execute with high quality: someone who ships, measures, and iterates rather than waiting for perfect certainty. Experience applying AI/LLM capabilities to real product problems — with the judgment to know where it adds value and where it adds noise — and a habit of using AI tools to work more effectively. A founder mindset: high ownership, comfort with ambiguity and greenfield problems, and a bias toward action and outcomes over output. A track record of raising the bar for teams around you — through technical leadership, mentorship, and setting standards others follow. Strong full-stack fundamentals and the versatility to work wherever the problem is (front end, back end, data). Our cash compensation amount for this role is targeted at $223,000/yr to $278,000/yr for San Francisco. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Design, build, and maintain full-stack services and APIs for 401(k) management, collaborating with product and operations teams to ensure reliability and observability. | 8+ years software engineering experience with strong backend framework skills, message-based systems, GraphQL, React, and end-to-end system ownership. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role: You’ll be a key engineer focused on building and owning the systems that allow tens of thousands of businesses to offer and manage 401(k)s. This is a very hands-on role: owning full stack services and APIs end-to-end, shipping production code, and evolving the architecture to support future needs. You’ll partner closely with product, compliance, and operations to turn complex financial requirements into reliable software. If you like solving hard problems and having a real impact on people’s lives, then we want to work with you. About the Team: The Core 401(k) team makes offering a 401(k) to employees a no brainer for every company. We’re responsible for ensuring companies don’t have to think about complex laws, rules, and regulations. We build features and capabilities for small businesses that are often unavailable through legacy providers. What we do matters. Hundreds of thousands of people are trusting us with their retirement, and that’s something we never lose sight of. Here’s what you’ll do day-to-day: Design, build, maintain, and ship services and features that allow companies to offer and manage 401(k)s to their employees. Identifying opportunities to extend and modify the architecture of existing systems to support new capabilities Identify, codify, and evangelize engineering best practices Partner with product, design, and operations to scope work and deliver production-ready solutions. Debug production issues and improve reliability, observability, and operational tooling. Collaborate with other engineering teams to integrate with shared systems and platforms. Write clear, reliable, well-tested code that ships quickly and scales well. Here’s what we're looking for: 8+ years of software engineering experience building and shipping production products or platforms. Comfortable working across teams and gaining influence to drive projects forward. Strong experience with services and APIs. Strong experience with message based systems (Sidekiq, SQS, NServiceBus, etc.) Experience with GraphQL. Good experience with large modern frontend applications (like React). Comfortable owning systems end-to-end, including production support and operational work. Experience working closely with PMs and cross-functional partners to deliver scoped work. Pragmatic, execution-focused approach to engineering. Comfortable working with and influencing other teams to maximize impact Clear communicator and collaborative teammate. Experience with Ruby on Rails (or a comparable backend framework). Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Lead complex projects focusing on platform scalability, fraud prevention, and credit underwriting infrastructure while mentoring engineers and collaborating cross-functionally. | 8+ years experience building fault-tolerant systems with proficiency in Ruby/Rails and TypeScript/React, and ability to leverage AI tools. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role: We're hiring engineers to join our Risk Engineering team, which works on core platform capabilities, improves our existing systems for extensibility and scalability, and builds the future of Gusto's Risk system. As a Senior Software Engineer, you'll lead well-scoped — and sometimes technically or organizationally complex projects end-to-end: driving technical design, partnering with product, design, and data teams to plan and deliver, and writing the code that powers core experiences. You'll be a domain expert other engineers turn to, and you'll set the technical example for your team. If you're interested in building elegant software with far-reaching effects in our modern economy, join us! About the Team: In order to enable growth for Gusto and our customers, the Risk org is responsible for defining best-in-class user experiences in order to mitigate financial and reputation risk. This team within our Risk Org is responsible for building the infrastructure for a.) bad actor platform capabilities to prevent fraudsters from abusing Gusto's platform while improving false positive rate and, b.) the credit underwriting and collections platform to enable faster and greater access to credit while minimizing financial loss. Here’s what you’ll do day-to-day: Design, build, and test infrastructure capabilities that enable the Risk team to efficiently build unique, custom-tailored experiences for existing and emerging Risk products Lead well-scoped, sometimes complex projects end-to-end from technical design through rollout partnering with Engineering, Product Management, Design, Data Science, and Operations Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world Serve as a domain expert other engineers consult on for Risk platform capabilities Set expectations with stakeholders on project timelines, communicating updates and changes as the project progresses Mentor engineers earlier in their careers and contribute to a healthy, high-performing team Identify and execute on technical debt and quality improvements within your project's domain Participate in an on-call rotation, respond to reliability, security, and performance incidents, and prioritize postmortem action items Improve the productivity and happiness of your team with the tools, patterns, and documentation you build Here’s what we're looking for: 8+ years of Software Develop Experience Experience applying AI tools to accelerate development, testing, and documentation and directing, reviewing, and correcting AI-generated work based on your own understanding of the system Experience designing, building, and testing production-quality code and architecture for projects that may be technically or organizationally complex Experience owning a project end-to-end from technical design through rollout while coordinating with product, design, and data partners Comfortable setting technical direction for a project and making tradeoffs between competing priorities (e.g. customer needs vs. technical needs, short-term vs. long-term) An aptitude and interest in bringing clarity and simplicity to complex and ambiguous problems Ability to communicate technical complexity and help facilitate informed tradeoffs Enthusiasm for a collaborative, test-driven environment Able to build maintainable, structured, well-documented code Experience building fault-tolerant, reliable software Our cash compensation amount for this role is targeted at $150,000-$170,000 /yr in Denver & most remote locations, and $185,000-$205,000 /yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Design and build AI agent platform and supporting backend systems, including evaluation and observability for production reliability. | 8+ years software engineering experience with LLM-powered or agentic systems and proficiency in Ruby on Rails, GraphQL, and React preferred. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. Gustie Assist builds Otto, the AI agent that Gusto's support advocates rely on to solve customers' hardest payroll, benefits, and compliance problems. When a small business hits a wall and reaches out, the advocate turns to Otto: it reasons over the customer's full context, answers in the moment, and increasingly takes real actions across Gusto's systems on the advocate's behalf to make the customer whole. We're a small platform team building an agent that reasons, acts, and has to get it right when the stakes are someone's payroll. This is unusually broad, hands-on applied-AI work: you'll own an LLM agent runtime and the full stack around it, including the tool layer that lets it act over Gusto's systems, the Rails/GraphQL backend, the advocate-facing frontend, and the eval system that keeps it trustworthy while it touches live customer accounts. We keep the path from idea to production short, and measure ourselves on customer outcomes, not model novelty. Here's what you'll do day-to-day: Design and build across the Otto platform, including the runtime and agent graph, the tool/action layer, the Rails/GraphQL backend, and the advocate-facing experience, owning a meaningful slice end-to-end Expand what the agent can safely do: autonomous, tool-using actions with human-in-the-loop approval, built on a secure, auditable identity and permissions model Build the eval and observability systems (LLM-as-judge + deterministic scorers, offline gates and online production monitoring) that let us change the agent in production weekly without regressing correctness or escalation behavior Work directly with LLMs, including prompting, tool/function design, retrieval, and the feedback loops that turn real advocate interactions into a better Otto Partner closely with Product, Data, Design, and our CX teams to turn advocate and customer pain into shipped capabilities Mentor engineers and set the bar for how we build agentic systems responsibly and at scale Here's what we're looking for: Typically 8+ years of software engineering experience, owning systems end-to-end You've built and shipped LLM-powered or agentic systems in production, including tool-calling/agents, retrieval, or evals, and you know where they break and how to make them reliable Strong full-stack range. Must be comfortable moving between backend services, an LLM runtime, and customer-facing product, and picking up whatever the problem needs Experience owning multi-quarter projects that make measurable user impact at scale Sound judgment about safety and blast radius when software takes real actions on real accounts Ability to mentor engineers and raise the bar around you Also great to have: Experience with agent frameworks, evals/LLM-as-judge, retrieval, or MCP-style tool architectures Experience with Ruby on Rails and/or JavaScript/React (our stack), or the ability to ramp quickly Familiarity with GraphQL and federated backends Appreciation for a collaborative, test-driven, high-autonomy environment, and clear communication with engineering and business stakeholders Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Design and maintain complex tax compliance systems while mentoring engineers and collaborating cross-functionally. | 8+ years experience building scalable, rules-heavy systems with expertise in data modeling and API design. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role We're looking for a seasoned full-stack software engineer to join Tax Accounts — the team whose job is to make the complexity of dealing with hundreds of tax agencies disappear. We're the steward of every Gusto customer's employer and employee tax account data: the registrations, authorizations, rates, and setup that let us withhold, pay, and file correctly on their behalf. Get it right and businesses stay compliant without thinking about it; get it wrong and it costs them real money and trust. As a Staff Software Engineer on Tax Accounts, you'll operate across the full product lifecycle: clean frontend code, reliable backend APIs and data models against a genuinely complex compliance domain, and the automation that keeps hundreds of thousands of accounts in sync with the agencies behind them. If you want technical craft with far-reaching impact in our modern economy helping power the livelihoods of millions of small business employees — join us. Here’s what you’ll do day-to-day: Design, build, and test the systems behind employer and employee tax accounts: agency registrations, power-of-attorney / third-party authorizations, tax notices, agency filings, and state/federal/employee tax setup across jurisdictions Build automation that requests and maintains access with tax agencies on the customer's behalf — the bots, data exchanges, and agency-event pipelines that keep accounts, rates, and deposit schedules accurate and prevent failed filings Model complex, jurisdiction-specific compliance rules into maintainable systems, and own reliability, performance, and correctness in a domain where accuracy is non-negotiable Partner closely with Product, Design, Tax Operations, and PEO teams to turn customer and compliance pain into solutions — then prototype, iterate, and launch Mentor other engineers and help the team solve some of the hardest problems in a very complex domain, at large scale Build products that our customers genuinely love Here’s what we’re looking for: Successful applicants typically have 8+ years of software development experience Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale Experience building scalable solutions that eliminate customer pain, and a strong sense of ownership over reliability, performance, and correctness Comfort designing data models and APIs for a complex, rules-heavy domain (compliance, tax, payments, or similar) where edge cases and correctness matter Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new capabilities — plus curiosity and experimentation with emerging AI frameworks, and a habit of sharing best practices to scale AI use safely across the team Ability to mentor engineers to maximize their performance and impact Ability to communicate effectively across engineering teams and with business stakeholders Others: Experience in, or interest working in, Ruby on Rails Appreciation for a collaborative, test-driven environment Ability to build well-structured, maintainable, well-documented code Ability to effectively communicate across engineering teams and with business stakeholders Please note that travel to Gusto's office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter. Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Design and build HR compliance tools and AI agents, lead product lifecycle, and mentor engineers. | 8+ years development experience, expertise in compliance domains, agentic coding tools, and cross-functional leadership. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. We're looking for seasoned full-stack software engineers to join Gusto's HR Experience team. Half the American workforce works at a small business, and most of those businesses can't afford a real HR team. When they hit an HR decision they don't have the expertise for — a termination, a comp change, setting a time-off policy for the first time — they either pay for expensive outside help or guess, even though the right answer depends on rules that vary across 50 states and hundreds of localities. HR Experience is building that expertise directly into Gusto: compliant HR guidance and documentation, built natively for both the employer creating it and the employee receiving it, in a domain where the compliance bar is real — "mostly right" isn't good enough. You'll also help drive the other half of HR Experience's mission: using AI to make Gusto's human HR Partners faster and more effective, so more small businesses can get real HR support without needing to hire their own HR team. As a Staff Software Engineer, you'll operate across the full product lifecycle: shaping features from early spec and design through to launch and long-term iteration. That means writing clean frontend code, designing and building reliable backend APIs, influencing product direction, and taking ownership of what happens after a feature ships. If you're drawn to work that combines technical craft with real-world impact — helping small businesses get HR infrastructure they can actually rely on — join us! Here's what you'll do day-to-day: Design, build, and test across Gusto's HR experience — the employer-facing document and guidance tools, and the employee-facing side of that same experience Build AI tools and agents that help scale Gusto's HR Partners team, automating the compliance and document workflows human HR partners handle today Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale Help scale one of the largest Ruby/Rails and Javascript/React applications in the world Collaborate with our Product Management, Data, Design, and Platform Engineering teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch Build products that our customers genuinely love Here's what we're looking for: Successful applicants typically have 8+ years of software development experience Compliance/HR Domain Expertise (Preferred): experience building products in regulated, compliance-heavy domains (HR, payroll, benefits, tax, or similar), especially where requirements vary by state or locality Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale Experience driving large, cross-functional projects end-to-end through ambiguity — scoping, sequencing, and unblocking without needing the problem pre-broken-down; aligning multiple stakeholders and working with multiple teams Actively uses agentic coding tools (for example, Claude Code or Codex) as part of your daily engineering workflow, and has used them to meaningfully accelerate yourself and others Experience with, or strong interest in, building agents and MCP tools — and judgment about applying them safely in domains where "mostly right" isn't good enough Ability to mentor engineers to maximize their performance and impact Others: Experience in, or interest working in, Ruby on Rails Appreciation for a collaborative, test-driven environment Ability to build well-structured, maintainable, well-documented code Ability to effectively communicate across engineering teams and with business stakeholders Please note that travel to Gusto's office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter. Our cash compensation range for this role is $199,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Design and build backend services and business logic for Canadian payroll systems and deliver scalable GraphQL APIs. | 8+ years backend software engineering experience, preferably with Ruby, AI-assisted development skills, and ability to manage complex codebases. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role: We're hiring a Staff Software Engineer to join Gusto's Payroll Canada team, where you'll help build and scale the payroll experience for Canadian businesses. This is a 0-to-1 opportunity, meaning you'll be building core payroll capabilities for a new market largely from scratch, not just extending an established product. This is primarily a backend role which involves designing and evolving the services and business logic that power Canadian payroll with full-stack components where that logic surfaces to customers via GraphQL. You'll own complex technical problems end-to-end, partner closely with Product and Platform teams, and help bring Gusto's payroll product to a new country. About the Team: The Payroll Canada team is building Gusto's payroll product for the Canadian market, from internal (Gusto-on-Gusto) payroll to external customers running payroll for their own employees. We own the backend services and business logic that handle Canadian payroll calculations, compliance, and remittances, and we connect that logic to the frontend through GraphQL. Our work sits at the intersection of backend product engineering and a new, fast-moving market launch, in a highly regulated domain. Here's what you'll do day-to-day: Design, build, and maintain backend services and business logic that power Canadian payroll — calculations, compliance, remittances, and related workflows - on Gusto’s Ruby on Rails platform Connect backend logic to the frontend through well-designed GraphQL APIs, partnering with frontend engineers on the full user experience Own a primary domain within Payroll Canada, taking responsibility for correctness, scalability, and long-term evolution as the product and customer base grow Act as a technical partner across Product, Design, Data, Compliance, and Operations to deliver accurate, compliant, and customer-impacting solutions Author and drive architecture and design documents, balancing near-term delivery with long-term platform goals as we expand in Canada Leverage AI-assisted development tools to accelerate development, improve code quality and testing, and help normalize and spread effective AI usage across the team Here's what we're looking for: 8+ years of professional software engineering experience, with a strong focus on backend development Comfortable venturing into full-stack work when needed, even if your primary strength is backend Experience applying AI tools (LLMs, Claude Code, Cursor) to accelerate development, improve code quality and build testing. Comfortable helping teams adopt effective, responsible AI-assisted development workflows. Experience working in large, complex codebases and a demonstrated ability to improve them incrementally without breaking things. Designing, building, and testing production level code that functions at scale. Strong systems thinking and design skills, able to build mental models of unfamiliar systems, ask the right questions, and produce clear analysis others can act on, while designing for performance, scalability, and reliability in production. Experience collaborating across teams as a technical partner, communicating technical complexity clearly to product and design partners and helping the team navigate tradeoffs with full context Proficiency in one or more backend programming languages; experience with Ruby is strongly preferred but not required Interest in or experience with payroll, tax, or compliance domains a plus Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.

Build AI-driven onboarding flows and partner cross-functionally to prototype and iterate 0-to-1 customer experiences. | 10-12+ years experience shipping customer-facing products with AI/LLM application and founder mindset. | 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 and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy. 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. AI experience requirements vary by role and will be assessed during the interview process. About the Role: Getting started on Gusto should feel effortless — the path from "I just signed up" to “my business is set up and running on Gusto” is where small business owners need us most, and where the biggest opportunity to grow the business lives. We're in the middle of the most exciting shift in Gusto's history: reimagining our product as a proactive AI teammate that doesn't just help small businesses, but does the work for them. Most of that opportunity is still ahead of us — which means this role is full of net-new, 0-to-1 problems to invent and build from the ground up. As a Senior Staff Product Engineer on Growth Onboarding, you'll own the experience that turns curious signups into activated, thriving customers — taking friction out of getting started and meeting customers wherever they are, from the web to SMS, WhatsApp, and third-party AI assistants like ChatGPT and Claude — working full-stack and cross-functionally as both a product builder and a founder. About the Team: Growth Onboarding owns one of the most consequential moments in a customer's journey: their first experience of Gusto. We're a full-stack, outcome-driven team measured by activation — not features shipped. We move fast, ship prototypes over docs, and partner tightly with Product, Design, Data, and other engineering teams to make onboarding simpler, smarter, and a launchpad for everything a business does next. You won't just be handed a roadmap — you'll help invent it, turning a bold AI product vision into new front doors and experiences that have never existed before. If you want your work to move a top-line number and shape the front door to a company serving 500,000+ businesses, this is the team. Here’s what you’ll do day-to-day: Own meaningful slices of the signup-to-activation experience end to end — from data model to UI — and ship measurable improvements to how quickly and reliably new customers get up and running. Invent and prototype net-new, 0-to-1 experiences — bringing your own ideas for how AI can reimagine onboarding, not just implementing a spec handed to you. Partner directly with Product, Design, and Data to frame problems, form hypotheses, and validate them with real customers in weeks, not quarters. Identify where AI meaningfully removes customer effort (and where a simple form is better), and build those experiences thoughtfully into the flow. Design onboarding as modular, reusable building blocks so new entry points into Gusto can be added quickly without rebuilding the foundation. Raise the engineering bar through pragmatic technical direction, high-quality code, strong reviews, and mentoring engineers around you. Make sharp scoping calls under a time box — shipping the simplest version that proves or disproves an idea, then iterating. Here’s what we're looking for: 10 - 12+ years of software engineering experience, including building and shipping customer-facing products at scale. A product-minded engineer who starts from the customer problem and the metric that matters, not just the ticket — and who can operate independently across product, design, and data partners. Demonstrated ability to move quickly and execute with high quality: someone who ships, measures, and iterates rather than waiting for perfect certainty. Experience applying AI/LLM capabilities to real product problems — with the judgment to know where it adds value and where it adds noise — and a habit of using AI tools to work more effectively. A founder mindset: high ownership, comfort with ambiguity and greenfield problems, and a bias toward action and outcomes over output. A track record of raising the bar for teams around you — through technical leadership, mentorship, and setting standards others follow. Strong full-stack fundamentals and the versatility to work wherever the problem is (front end, back end, data). Our cash compensation for this role is targeted at $223,000/yr to $278,000/yr for San Francisco, CA. Final compensation packages will include equity and benefits as well. Final base salary offerings will be determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be 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, Gusto's subsidiary, whose physical office is in Scottsdale. Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees. Our customers come from all walks of life and so do we. 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.