Gusto, Inc.

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.

Architect and scale AI-native development platform focusing on autonomous agents and intelligent automation. | 8+ years in complex systems and production AI deployments with strong strategic execution and developer-first 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: As a Staff Engineer on the Developer Productivity - AI Developer Tools team, you will be the architectural anchor shaping the AI platform that accelerates engineering across Gusto. You will redefine how our entire engineering organization builds, tests, and ships software by architecting a highly secure, context-aware, "AI-native" development lifecycle. Your mission is to eliminate developer friction through AI tools, multi-agent systems, and intelligent automation. Whether you are building bespoke internal coding assistants, automating sprawling codebase refactors, or deploying AI to self-heal CI/CD pipelines, your work will directly multiply the velocity of hundreds of builders. Help us drive developer productivity by building the next generation of AI tools. About the Team: The AI Developer Tools team is a specialized team within Developer Productivity. We believe AI is the next great leap in software craftsmanship. Our goal is to provide every builder at Gusto with a suite of "superpowers" tools that deeply understand our codebase and absorb operational toil so engineers can focus on creative problem-solving. We treat our fellow engineers as our primary customers, prioritizing developer experiences that are not just powerful, but absolutely delightful to use. Here’s what you’ll do day-to-day: Architect AI Core Infrastructure: Design, scale, and maintain the internal platform and APIs that integrate LLMs into the developer workflow, with a heavy focus on autonomous agents, custom retrieval-augmented generation (RAG), and smart context-delivery systems. Drive Technical Leadership & Vision: Establish engineering best practices for building with AI at Gusto, including robust evaluation frameworks (evals), guardrails for code safety, and strategies for optimizing model latency and token spend. Collaborate & Evangelize: Partner closely with product engineering teams to uncover systemic friction points, and collaborate with core Infrastructure and Security teams to ensure all AI tooling is scalable, compliant, and secure. Optimize Feedback Loops: Identify and eliminate critical bottlenecks in the local-to-production lifecycle at scale across Gusto. Maintain Enterprise Reliability: Treat AI infrastructure with production-grade rigor. Monitor system health, diagnose complex integration or networking issues, and mitigate model drift or downtime. Here’s what we're looking for: 8+ Years of Systems Expertise: You are a seasoned engineer who is highly comfortable navigating massive, complex codebases and delivering production-grade, distributed software. Production AI Experience: You have a proven track record of moving AI beyond prototypes. You possess a deep understanding of prompt engineering, fine-tuning, RAG architectures, and orchestrating multi-agent workflows. Developer-First Mindset: You are passionate about Developer Experience and Productivity. You intuitively understand what makes an internal tool frictionless, fast, and empowering for other engineers. Strategic Execution: You don't just build wrappers; you think deeply about data privacy, security, cost management, and systemic reliability when deploying AI solutions. Exceptional Communication: You can seamlessly translate bleeding-edge AI capabilities into clear, actionable infrastructure strategies, mentoring junior engineers and aligning cross-functional stakeholders along the way. Working as a Team: You work across team boundaries and bring other teams and groups along with you towards our strategic vision. Our cash compensation amount for this role is targeted at $180,000/yr to $200,000/yr in Denver & most remote locations, $220,000/yr to $245,000/yr for San Francisco, New York & Seattle. 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 carrier operations execution, resolve escalations, maintain data accuracy, coordinate with partners, and drive operational improvements. | 7+ years in health insurance or benefits industry with expertise in underwriting and carrier operations, 5+ years leading teams or complex projects, strong operational rigor, and data fluency. | About Gusto Gusto is a modern, online small business platform on a mission to grow the small business economy. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide, that’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy. About the Role: We’re looking for a Senior Manager to lead our Carrier Operations team, a critical pillar within Gusto’s Benefit Operations organization. In this role, you’ll be the operational engine behind our insurance carrier partnerships. You’ll drive escalations to resolution, safeguard data integrity, and ensure a seamless experience for small business customers and their employees. This position is perfect for someone who thrives in complexity, brings clarity to ambiguity, and loves fixing broken systems while scaling operational excellence. About the Team: The Carrier Operations team is a cornerstone of Gusto’s benefits ecosystem, bridging the gap between insurance carriers and the small businesses we serve. We specialize in bringing order and clarity to complex processes by ensuring accuracy, compliance, and seamless execution at scale. By partnering closely with Sales, R&D, and Benefits Operations, our team enables both customers and internal teams to work with confidence, knowing the right data and systems are in place to deliver a consistently great experience. Here’s what you’ll do day-to-day: Lead Carrier Operations execution by resolving escalations across quoting, underwriting, and fulfillment workflows Maintain the accuracy of internal plan libraries, rate tables, and carrier underwriting rule systems Ensure end-to-end process documentation, system configurations, and data flows are always audit-ready Act as the operational point of contact for carrier partners, coordinating escalations, updates, and tactical needs Conduct recurring business reviews with partners, focusing on operational performance, SLA adherence, and improvement opportunities Partner with R&D, Sales, and other Benefits teams to improve quoting logic, onboarding workflows, and carrier fulfillment processes Drive business impact by identifying operational “hot spots” and leading carrier or process-based interventions to resolve them Here’s what we're looking for: 7+ years of experience in the health insurance or benefits industry, with deep expertise in underwriting rules, carrier operations, or partnership management 5+ years leading operational teams or managing complex cross-functional projects Strong operational rigor with a bias for execution and systems thinking High data fluency; experience with tools such as Excel, Tableau, or Redash, and comfortable using metrics to inform decisions Excellent communication and relationship management skills; able to influence across internal and external stakeholders without authority A problem-solver at heart: excited to fix broken systems, reduce friction, and prevent issues from recurring Bonus: Experience in high-growth SaaS or brokerage environments, with familiarity in quoting engines, API integrations, or plan configuration systems Our cash compensation amount for this role is $126,810 to $156,399/yr in Denver & most major metro locations, and $146,940 to $191,022/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, 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 the full sales cycle for payroll compliance solutions, collaborate cross-functionally, generate pipeline, deliver presentations, and lead cross-sell opportunities. | 8+ years total sales experience with 5+ years in B2B SaaS enterprise sales in HR/payroll tech, proven quota achievement, complex sales cycle navigation, and strong communication skills. | About Gusto Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide. Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy. Symmetry Software is part of Gusto. Symmetry is the payroll infrastructure for software & payroll platforms powering the paychecks of over 64 million workers each year. Our fully integrated suite of payroll tax APIs and software tools allows companies to solve tax compliance issues and build applications across the entirety of the payroll process. About the Role: As an Enterprise Account Executive at Symmetry Software, you’ll play a pivotal role in expanding our impact by bringing our suite of payroll compliance solutions to service providers, including payroll service providers, HCM platforms, onboarding platforms, and enterprise-level employers. Your work will directly support our mission to touch every American paycheck with accurate withholding. You’ll collaborate cross-functionally with Marketing, Product, Client Success, RevOps, and SDRs to drive multi-product, high-value deals in a fast-paced, high-growth environment. You’ll be a key part of a team that is raising the bar on what’s possible—challenging the status quo, pioneering innovation, and helping customers reimagine compliance in the modern payroll stack. If you’re a proactive builder, technical seller, and passionate connector who brings a growth mindset, energy, and ambition, you’ll thrive at Symmetry. About the Team: The Sales team at Symmetry is responsible for converting leads and executing outbound strategies to build a qualified pipeline that drives new client acquisition and supports our ARR and revenue goals. In addition to new business, AEs have opportunities to cross-sell into existing accounts and help expand our footprint. We work closely with our SDR team, which supports account-based selling alongside AEs, while also outbound into their accounts and managing inbound interest. Our team also partners tightly with Marketing on demand generation programs and Client Success to identify and execute cross-sell opportunities within our existing client base. With four Account Executives covering both the service provider and direct-to-employer markets—and experience levels ranging from less than a year to over 15 years—we are a collaborative, curious, and results-driven group that values continuous learning, experimentation, and bold execution as we grow into new markets and launch new products. Here’s what you’ll do day-to-day: Own the full sales cycle from target account planning to close, ensuring disciplined and strategic deal management throughout Partner with SDRs on named/target accounts to book meetings, multi-thread, and build a pipeline Generate a pipeline through a combination of outbound prospecting, strategic follow-up, and industry networking Deliver tailored presentations and product demos to both technical and non-technical stakeholders Collaborate with an Implementation Advisor and the Product team to align solutions with customer needs Lead cross-sell opportunities within existing client accounts by identifying additional use cases and product fit Leverage AI tools and other sales technology as part of your daily workflow to improve research, outreach, personalization, and deal execution Here’s what we're looking for: 8+ years of total sales experience, with 5+ years in B2B SaaS enterprise sales, preferably within HR tech, payroll tech, or related industries Proven track record of consistently exceeding quota and building long-term, trusted relationships with enterprise clients Experience navigating complex sales cycles (120+ days) with multiple stakeholders across product, legal, compliance, and executive teams Strong understanding of the payroll and HR service provider ecosystem, including key business models, challenges, and technology needs, is preferred. Excellent presentation, communication, and empathic listening skills—you’re as effective in the boardroom as you are in discovery A strategic thinker and problem-solver with the ability to learn our products quickly and speak credibly with both technical and non-technical audiences A builder mindset who thrives in a fast-paced, collaborative environment—someone who takes initiative, asks for what they need, and drives results without micromanagement Bachelor’s degree required; additional education or certifications in business, technology, or sales a plus Our cash compensation amount for this role is targeted between $158,000- $205,000 OTE in Scottsdale and most remote locations, and $207,000- $265,000 in San Francisco and New York. OTE = on target earnings which includes both base salary and variable commission with a 50/50 split between base salary (50%) and variable commission (50%). Final offer amounts are determined by multiple factors including candidate location, 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. 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.

As a Staff Machine Learning Engineer, you will design and build MLOps solutions with automated pipelines and standardized processes for ML model management. You will collaborate with stakeholders to develop reliable and scalable ML infrastructure. | The ideal candidate should have at least 10 years of software engineering experience and demonstrated expertise in machine learning infrastructure. Experience with major cloud platforms and MLOps tooling is also required. | About Gusto Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide. Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy. About the Role: As a Staff Machine Learning Engineer, you will work closely with applied science practitioners and engineers to rapidly build, deploy, and iterate high-quality ML infrastructure solutions at scale, ensuring both reliability and effectiveness. Your deep expertise in the machine learning Model development cycle, along with a strong understanding of data pipelines and data infrastructure will be crucial in developing a dependable and scalable ML infrastructure for all of Gusto to rely on. The ideal candidate is passionate about developing software, developing and documenting optimal processes, working with data, and understanding the needs of end users. A strong grasp of ML and data infrastructure is essential, as you will work with stakeholders to build efficient solutions to help our partners scale x times better. Here’s what you’ll do day-to-day: Drive core components of our ML Platform technical roadmap to design and build MLOps solutions with automated pipelines and standardized processes to build, deploy, run, monitor, debug, and retrain ML Models. Develop, maintain, and enhance frameworks for machine learning model development and deployment. Collaborate with the ML model builders and application owners to determine business requirements and SLAs for API-enabled services. Develop, maintain, and enhance infrastructure supporting machine learning services. Support the development of new patterns for the deployment of machine learning models with CI/CD pipelines and automated testing. Here’s what we're looking for: At least 10 years of software engineering experience (Python, Ruby or Java). Demonstrated experience architecting and developing infrastructure and platform services for machine learning lifecycle, such as feature stores, model development, deployment, and observability tools and solutions. Experience with at least one of the major cloud platforms (AWS preferred but not required). Experience with MLOps tooling such as KubeFlow, AWS Sagemaker, MlFlow, or similar. Our cash compensation amount for this role is targeted at $157,000-$194,000/year in Denver, $188,000-$222,000/year in Los Angeles, and $190,000- $235,000/year for San Francisco, Seattle and 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. 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.