Gusto, Inc.

Lead and manage a team building internal tooling systems for tax payments and filings, ensuring compliance and operational excellence. | 8+ years of software engineering experience, 2-4 years of management experience, expertise in high-volume, mission-critical systems, and familiarity with regulatory or compliance systems. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. About the Role: We're looking for an Engineering Manager to lead our Tax Payments and Filings team. You'll manage a team of engineers responsible for building adaptable internal tooling systems to organize legal compliance rules, and apply those rules to our internal engine responsible for generating and processing tax payments and filings. Payroll is the beating heart of Gusto's business, and Tax is responsible for keeping that beating heart compliant. Lead a team that's critical to our long-term success, and engage with one of the most surprisingly fun domains of your career! About the Team: Gusto's Tax Payments and Filings team exists for the sake of our customers' peace of mind. Every year, we move billions of dollars in tax payments and file millions of tax filings with the thousands of state, local, and federal tax agencies where our customers are located. As compliance rules shift and change over time, so must our systems. Correctness is essential: if we don't do our jobs correctly, our customers pay - literally. Here's what you'll do day-to-day: • Build and foster an inclusive, collaborative, and impact-oriented culture • Coach, mentor, and sustain a high-performing team of engineers, including regular 1:1s and performance coaching • Maintain cross-functional relationships with key partners in Product, Data, Tax Operations, Tax Filings Compliance, and with engineering and product leaders on other Tax teams • Help set technical direction on the team, ensuring that we are meeting our compliance commitments, as well as advocating for work to reduce the operational overhead of adapting to changing tax legislation • Advocate for and build systems that enable us to hold our correctness bar incredibly high, while also enabling iteration, experimentation, and speed • Work to understand the context-rich Tax domain, to be able to weigh in on the team's technical decisions Here's what we're looking for: • 8+ years of software engineering experience, including experience with backend systems. • 2-4 years of engineering management experience including coaching, mentoring, and sustaining high-performing teams • Deep technical expertise in designing, building, scaling, and maintaining high-volume, mission-critical systems, ideally in a product area with a regulatory (or similar) surface area. • Expertise in ensuring operational excellence for critical production systems, including setting and meeting SLOs, robust incident management, and navigating complex compliance landscapes. • Excellent communication and collaboration skills - you're comfortable navigating complexity and bringing together teams across orgs. • A strong service mindset - you lead with curiosity, care deeply about people, and empower those around you. • Bonus, but a big one: experience with financial and/or other regulatory systems (like Tax!) Our cash compensation amount for this role is targeted at $163,000/yr to $204,000/yr in Denver (plus most remote locations), and $198,000/yr to $247,000/yr 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 and manage a team building and maintaining mission-critical, compliance-focused backend systems for tax payments and filings. | Requires 8+ years of software engineering experience, management experience, and expertise in high-volume, regulated systems, especially in financial or regulatory domains. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. About the Role: We’re looking for an Engineering Manager to lead our Tax Payments and Filings team. You’ll manage a team of engineers responsible for building adaptable internal tooling systems to organize legal compliance rules, and apply those rules to our internal engine responsible for generating and processing tax payments and filings. Payroll is the beating heart of Gusto’s business, and Tax is responsible for keeping that beating heart compliant. Lead a team that’s critical to our long-term success, and engage with one of the most surprisingly fun domains of your career! About the Team: Gusto’s Tax Payments and Filings team exists for the sake of our customers’ peace of mind. Every year, we move billions of dollars in tax payments and file millions of tax filings with the thousands of state, local, and federal tax agencies where our customers are located. As compliance rules shift and change over time, so must our systems. Correctness is essential: if we don’t do our jobs correctly, our customers pay - literally. Here’s what you’ll do day-to-day: Build and foster an inclusive, collaborative, and impact-oriented culture Coach, mentor, and sustain a high-performing team of engineers, including regular 1:1s and performance coaching Maintain cross-functional relationships with key partners in Product, Data, Tax Operations, Tax Filings Compliance, and with engineering and product leaders on other Tax teams Help set technical direction on the team, ensuring that we are meeting our compliance commitments, as well as advocating for work to reduce the operational overhead of adapting to changing tax legislation Advocate for and build systems that enable us to hold our correctness bar incredibly high, while also enabling iteration, experimentation, and speed Work to understand the context-rich Tax domain, to be able to weigh in on the team’s technical decisions Here’s what we're looking for: 8+ years of software engineering experience, including experience with backend systems. 2-4 years of engineering management experience including coaching, mentoring, and sustaining high-performing teams Deep technical expertise in designing, building, scaling, and maintaining high-volume, mission-critical systems, ideally in a product area with a regulatory (or similar) surface area. Expertise in ensuring operational excellence for critical production systems, including setting and meeting SLOs, robust incident management, and navigating complex compliance landscapes. Excellent communication and collaboration skills - you’re comfortable navigating complexity and bringing together teams across orgs. A strong service mindset - you lead with curiosity, care deeply about people, and empower those around you. Bonus, but a big one: experience with financial and/or other regulatory systems (like Tax!) Our cash compensation amount for this role is targeted at $163,000/yr to $204,000/yr in Denver (plus most remote locations), and $198,000/yr to $247,000/yr 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 the development of new and legacy features, define technical roadmaps, mentor engineers, and collaborate with cross-functional teams. | Over 12 years of software development experience, proven leadership in developing both greenfield and legacy features, strong collaboration skills, and experience with relevant technologies like TypeScript, React, and Ruby on Rails. | About the Role: As a Senior Staff Software Engineer for Gusto Gusto Pro, you will guide other engineering leads in overcoming our largest technical challenges by making daily progress on our long-term goals. You will also collaborate with talented cross-functional Product, Design, and Data partners, focusing on building experiences that simplify Accountants managing clients on Gusto, and supporting them in expanding their own and their clients’ businesses. You will be responsible for working with other technical leaders to define the technical roadmap, collaborating with cross-functional stakeholders, and mentoring and guiding engineers. If you are passionate about guiding our group towards solving our longest-running challenges, we would love to have you join our team. About the Team: Accountants play a critical role in Gusto’s business, as partners and advisors to the hundreds of thousands of business owners on our platform. The Gusto Pro Product team is responsible for building a product experience that supports Accountant Partners in efficiently serving our mutual customers and helping them grow and succeed. Here’s what you’ll do day-to-day: • Define and execute the technical roadmap for Gusto Pro, ensuring alignment with overall business goals. • Lead the development of both new and legacy features using Ruby on Rails, Typescript, and React to support accountants and accounting firms. • Collaborate with cross-functional teams, including Product Management, Design, Customer Support, and Marketing, to deliver high-quality solutions. • Mentor and guide engineers on the team, fostering a culture of continuous learning and improvement. • Develop the team’s software development process and technical approaches to ensure efficient and effective project execution. • Drive the implementation of new functionality in legacy systems to enhance support for the new customer base. • Act as the technical leader for the team, pioneering solutions and overcoming challenges to innovate and drive the project forward. • Participate in code reviews and provide constructive feedback to maintain code quality standards. Here’s what we're looking for: • 12+ years of professional software development experience. • Proven experience in leading the development of both greenfield and legacy features. Ruby on Rails, Typescript, and React experience is preferred. • Experience collaborating with cross-functional teams, including Product Management, Design, and Marketing. • Strong mentorship skills with a track record of fostering a culture of continuous learning and improvement within a team. • Experience acting as a technical leader, solving complex problems, and driving innovation. • Ability to develop and enhance the team’s software development processes and technical approaches. • Excellent communication skills, capable of explaining complex technical concepts to non-technical stakeholders. • Bachelor’s or Master’s degree in Computer Science, Engineering, or a related field (preferred but not mandatory). Please note that travel to Gusto’s Denver 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 $191,000/yr to $240,000/yr in Denver & most remote locations, and $225,000/yr to $275,000/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.

Design, build, and test foundational systems supporting payroll, taxes, and compliance at scale. | Requires 8+ years of experience, expertise in large-scale distributed systems, and proficiency in Ruby on Rails, TypeScript, and React. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. About the Role: We’re hiring seasoned engineers to join our teams that work on core platform capabilities, improving our existing systems for extensibility and scalability, and building the future of Gusto's Payroll system. As a Gusto Software Engineer at this level, you’ll be guiding projects end-to-end by influencing initial feature specs, understanding how to take existing systems closer to desired end states, executing on projects, and maintaining code that powers core experiences. If you’re interested in building elegant software with far-reaching effects in our modern economy, join us! About the Team: Payroll is the beating heart of Gusto’s business. The Pay Group teams are responsible for the product, ops, and service components Gusto uses to onboard customers, process payrolls, calculate taxes & deductions, pay and file with tax agencies, and maintain compliance on behalf of the customers. The domain is highly complex and offers the opportunity to engage in system design that simplifies this for customers, both internal and external. Sub–Teams Contractors + EOR: The Contractors + EOR team is building the best platform for businesses to hire, pay, and manage their entire workforce—whether they’re contractors, employees, or international teammates. We make contractor payments fast, reliable, and compliant, while simplifying workflows for employers with powerful tools like automated payments, reimbursements, and bulk onboarding. Beyond payments, we’re creating seamless experiences for international employees through payroll, onboarding, and compliance solutions that scale across borders. Together, our mission is to position Gusto as the go-to platform for small and mid-sized businesses to confidently support every member of their team, no matter where they work. Payroll: Payroll is the core of Gusto’s business, ensuring employees are paid accurately, on time, and in compliance with complex regulations. Our teams design and maintain the infrastructure and customer experiences that make payroll simple and reliable. From setup through submission, we build intuitive systems that help business owners run payroll with confidence. Tax: The Tax team ensures Gusto customers remain compliant and confident by managing every aspect of payroll taxes—including setup,calculation, payments, filings, and year-end communications. We design seamless, end-to-end experiences that simplify complex processes and build the infrastructure that keeps taxes accurate and on time. By combining reliable systems with thoughtful design, our team makes one of the most complicated parts of running a business simple for employers. Time: The Time team builds trusted, intuitive tools that make it easy for businesses to schedule, track, and manage their teams. From scheduling shifts and managing availability to tracking hours and time off, we deliver smart, compliant solutions that reduce complexity for employers while empowering employees. By embedding automation and mobile-first workflows, we transform how time is managed—so teams can focus on what matters most. Here’s what you’ll do day-to-day: Design, build, and test the foundation that supports compliant payroll for millions of people Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world Collaborate on complex and ambiguous problems with partnerships from Engineering, Product Management, Design, Data Science, Compliance, Operations, and other cross-functional teams Build the software platform that powers multiple 1st and 3rd party products and serves millions of businesses. Mentor and grow fellow engineers working to create holistic and scalable solutions Drive the product development process from concept to launch, delivering delightful products that make payroll, taxes, and compliance simple and easy Improve the productivity and happiness of our teams with the services, tools, and APIs you build. Engage in a highly supportive environment working with others to drive productivity and innovation Own and drive the technical strategy and roadmap for your team's domain area in alignment with team and group-level OKRs Identify and prioritize long-term investments to improve foundational systems and architecture Lead improvements to incident response processes, tooling, and culture to enhance system reliability and team effectiveness Here’s what we're looking for: Successful applicants have at least 8+ years of experience Experience in designing and developing robust, distributed systems using multiple general-purpose programming languages Experience influencing and guiding the work of multiple teams on scaling, refactoring, and optimizing legacy products Experience architecting, building, and testing large-scale production level code 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, mission-critical software Experience building products in highly regulated domains is desired, but not required Experience in one of these domains is preferred: Payroll, Taxes, or Compliance Experience creating prompt libraries for common patterns Mentors engineers on effective AI usage. Familiar with current AI tools (LLMs, Cursor, Copilot, Agents) and their shortcomings / benefits Embeds AI in daily development workflow (scaffolding tests, summarizing docs) to measurably reduce cycle time. Mentors engineers on effective AI usage and helps develop an AI strategy for other engineers Bonus: Experience with Ruby on Rails, Typescript, and React Please note that travel to Gusto’s Denver 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 $191,000/yr to $240,000/yr in Denver & most remote locations, and $225,000/yr to $275,000/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. #LI-DNI 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 growth initiatives, define product strategy, and collaborate across teams to enhance SMB retirement solutions. | 8+ years in B2B SaaS or fintech, proficiency in SQL, experience in high-growth startups, and ability to operate in ambiguous environments. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. By the Numbers: Named #1 best software for small business of 2024 by G2 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing Over $500M in annual revenue The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs There are 6.2M employers in the US, 98% have fewer than 100 employees (1) 550,000 new businesses are created each year in the US (1) What Product Management is like at Gusto: Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing. We’re boundaryless builders. Lines between roles are intentionally blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship — using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care. We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners — building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence. We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity — blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Gusto. About the Team: Gusto Retirement helps small businesses offer cost-effective, easy-to-use retirement solutions so more people can build toward a secure retirement. We’re looking for a Principal Product Manager to lead growth initiatives across our Retirement product, driving adoption and engagement end-to-end. You’ll set strategy and priorities, run experiments, and ship improvements from ideation through execution to accelerate growth across key funnels (employer setup, employee enrollment, and ongoing contributions). You’ll also explore new product opportunities/JTBD that expand how we serve SMBs and unlock new avenues for growth Here’s what you’ll do day-to-day: Ownership: Lead growth initiatives across Gusto Retirement, owning key funnels and levers that increase adoption, engagement, and retention for SMBs and their employees. North Star: Set a long-term growth vision and strategy. Define the biggest problems to solve, where we can win, and the roadmap of bets to get there. Explore new opportunities: Identify new product opportunities/JTBD (new surfaces, features, or offerings) that unlock step-function growth and expand who we serve. Collaborate and influence: Partner closely with Engineering, Design, Data, Ops/Compliance, Legal, Marketing, Finance, and more to align on strategy, make smart tradeoffs, and deliver results. Measurement: Define KPIs, baselines, and instrumentation; run rigorous experiments and reviews to ensure we’re improving customer outcomes and business health. Make it happen: Be the pace setter. Drive execution with urgency and high standards, unblocking the team however needed. Use AI as a co-builder to move faster from insight → iteration → durable, customer-loved solutions. Here’s what we're looking for: 8+ years of product management experience in B2B SaaS or the Fintech/Regtech space Experience building and scaling products in high growth startups and highly regulated domains Excellent analytical skills with the ability to translate complex business problems into clear, concise product requirements. Proficiency in SQL Curiosity and a passion for fintech and financial products Comfortable with ambiguity; track record of using customer insights and data to establish clear product goals and priorities Strategic platform thinker with the ability to balance the big picture while diving deep into details and making quick decisions. Bachelor's degree in computer science, engineering, or a related field (preferred). If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team. Our cash compensation amount for this role is $179,000/yr to $224,000/yr in Denver & most major metro locations, and $210,000/yr to $263,000/yr for San Francisco, Seattle & 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.

Lead and develop a data science team, shape product and business strategy through data, and develop measurement frameworks. | Over 10 years in data science or related fields, with at least 4 years managing teams, deep expertise in product analytics, advanced coding skills, and strategic influence. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. About the Role: Gusto is looking for an experienced, hands-on people manager to lead a core Data Science product ateam. This role sits at the heart of how we use data to understand, shape, and scale Gusto’s products. You’ll both manage a team of data scientists as well as personally get in-the-weeds to work closely with Product, Engineering, Design, Marketing, Sales, and Finance to deliver insights and frameworks that inform strategy, optimize user experiences, and accelerate business growth. We’re looking for a leader who can balance strategic influence with hands-on craft—someone who can guide senior Gusto leaders through AI-native data strategy, coach data scientists on impactful problem solving, and dive in to drive forward statistically rigorous analyses when needed. Here’s what you’ll do day-to-day: Lead and develop a team of data scientists: hire, empower, and coach team members; set a high bar for analytical quality and career growth. Shape product and business strategy through data and AI: partner with Product and cross-functional leaders to identify opportunities, prioritize investments, and influence long-term product roadmaps. Develop and scale measurement frameworks: define key metrics, design monitoring systems, and ensure product initiatives are rigorously tracked and evaluated through an AI-native lens Support experimentation and decision-making: support inferential analyses and experimentation (e.g., A/B tests, segmentation, funnel analysis), ensuring findings are actionable and aligned to strategic goals. Balance strategic and hands-on impact: dive deep into data, review and refine analyses, and ensure insights are both technically sound and business-relevant. Influence senior leadership: communicate insights and recommendations clearly, framing trade-offs and shaping executive decision-making. Strengthen the data craft at Gusto: champion AI-native ways of working, partner with Data Platform, Data Engineering, and ML Engineering to bring scalable, technical solutions to product problems; set team-level standards for analysis quality and documentation. Here’s what we're looking for: 10+ years of experience in data science or related fields, with at least 4 years managing and scaling high-performing data science teams. Deep expertise in product analytics – experience with user acquisition, activation, retention, engagement, or expansion in SaaS or product-led environments. Technical fluency – advanced coding skills, practical experience with AI tools and workflows, strong statistical reasoning, and familiarity with experimentation frameworks; ability to mentor data scientists on best practices. Strategic and business acumen – demonstrated ability to connect insights to product and business goals, and to influence roadmaps through data. Executive communication skills – proven experience presenting insights to senior stakeholders, turning complex data into clear and actionable recommendations. Cross-functional collaboration – history of working closely with Product, Engineering, and go-to-market teams to drive decisions and deliver impact. Experience with ML applications in product contexts (e.g., personalization, churn prediction, customer segmentation) is a plus. Familiarity with multi-product SaaS ecosystems and customer lifecycle analytics is desirable. If you are passionate about using data to drive strategic decisions and help small businesses thrive, we'd love to hear from you! Our cash compensation amount for this role is targeted at $181,000/yr - $216,000/yr in Denver and $219,000/yr - $255,000 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. 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 and develop a small team of designers while contributing to high-impact product design work in complex financial systems, shaping design strategy and frameworks. | 8+ years of product design experience, leadership or mentorship in small teams, experience in complex, technical product areas, and ability to translate complex problems into scalable experiences. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. About the role As a Product Design Manager for Gusto Embedded Payroll, you will play a foundational role in shaping how payroll comes to life inside partners’ products — defining the design vision, elevating craft, and building the systems that make embedded payroll intuitive, reliable, and scalable. This is a player-coach position. You will manage and grow a small team of designers while also taking on individual contributor design work for high-impact areas. You’ll lead critical explorations, design end-to-end workflows, and set patterns and frameworks that others can build on. In parallel, you’ll coach designers, review work, and create the conditions for the team to deliver high-quality, compliant experiences. You will partner closely with Product, Engineering, Technical Solutions, and external platform partners to shape strategy, drive alignment, and translate technical and regulatory constraints into simple, trustworthy customer experiences. You’ll ensure your team has the context, systems, and guidance to do the best work of their careers — and that our partners can confidently deliver payroll to their customers. This is a high-impact opportunity to lead at the intersection of product design, platform strategy, and embedded payroll tech. You will help define how Gusto’s payroll capabilities scale through partners, while creating design frameworks and experiences that become the foundation for the next generation of embedded payroll. About the team Gusto Embedded Payroll enables other software platforms to offer a full-stack payroll product powered by Gusto. The team builds modular payroll components, APIs, and in-product experiences that partners can integrate and extend. We operate at the intersection of design and platform architecture, balancing flexibility for partners with the reliability and compliance expected of a payroll system. The team works in a highly cross-functional environment and values rigorous thinking, customer empathy, and a systems mindset to deliver a dependable, scalable embedded payroll experience. Here’s what you’ll do day-to-day: Lead, coach, and develop a team of two designers, fostering growth, craft excellence, and proficient cross-functional collaboration. Contribute directly to end-to-end product design work as an active IC—delivering high-impact experiences within complex financial systems. Define and drive the design vision and direction for GEP — including design systems, UX patterns, and integration strategies that scale across partners. Collaborate closely with Product, Engineering, Technical Solutions, and external platform partners to shape product strategy, ensure alignment, and translate constraints (regulatory, technical, partner-specific) into clear, usable experiences. Build and evolve the UX frameworks that guide embedded payroll (e.g., integration guidelines, interaction models, partner-facing design principles). Drive alignment across stakeholders, ensuring that partner needs, user needs, and platform constraints are reflected in design decisions. Advocate for research-informed decision-making; identify insights, validate assumptions, and refine designs based on partner and user feedback. Contribute to Gusto’s product design leadership community—sharing insights, setting standards, and shaping our overall design excellence. Here’s what we're looking for: 8+ years of product design experience, including 1–2+ years of management or formal mentorship experience leading small design teams. Proven ability to deliver high-quality design outcomes in complex, technical product areas. Robust systems thinking and ability to translate complex problems into elegant, scalable experiences. Demonstrated experience partnering proficiently with Product and Engineering to align vision and execution. Comfortable operating in ambiguity and balancing strategic vision with execution swiftness. A collaborative leader who gives clear feedback, fosters alignment, and helps teams deliver customer impact. AI fluency: Knowledge of AI tools or workflows that enhance design exploration, prototyping, or operational efficiency, and curiosity about emerging AI capabilities in product design. Deep affinity for Gusto’s mission to empower small businesses through world-class financial tools. Compensation details At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page. Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver & most remote locations, and $177,000/yr to $222,000/yr in 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.

Own and evolve the strategy and execution of foundational tax platform systems, collaborating across teams to ensure accuracy, scalability, and customer trust. | Over 8 years of product management experience, with success in complex, multi-product environments, and experience in regulated or compliance-sensitive domains. | About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy. By the Numbers: Named #1 best software for small business of 2024 by G2 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing Over $500M in annual revenue The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs There are 6.2M employers in the US, 98% have fewer than 100 employees (1) 550,000 new businesses are created each year in the US (1) What Product Management is like at Gusto: We’re looking for high-autonomy, entrepreneurial Product Managers to come build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners - owning an entire roadmap end to end, and shaping the product from strategy setting through the nitty gritty execution details. Our Product team is lean, which means you’ll have a high degree of impact and ownership. We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners. About the Team: Tax is a critical pillar of Gusto’s platform. The Tax Platform team owns the core systems that determine how tax liabilities are calculated, tracked, paid, reconciled, and filed for more than 400,000 small businesses. These systems sit at the intersection of money movement, regulatory compliance, and customer trust. The Tax Platform provides shared capabilities used across Tax, Compliance, and R&D, shaping how tax data flows through the company and how other teams build safely on top of Gusto’s tax foundation. This is high-leverage, system-level work. The team is actively modernizing tightly coupled legacy systems, improving correctness and traceability, and creating durable platform capabilities that reduce risk and unlock faster product development across the company. We partner closely with Engineering, Compliance, Legal, CX, Data Science, and Operations to ensure Gusto’s tax platform remains accurate, scalable, and resilient as the business grows. Here’s what you’ll do day-to-day: Ownership: Own the strategy, roadmap, and execution for foundational Tax Platform systems, with responsibility for shaping platform direction across multiple quarters and years. North Star: Define and evolve a clear Tax Platform strategy that ladders into Gusto’s broader Tax strategy, bringing clarity to ambiguous problem spaces and guiding day-to-day decisions around prioritization, sequencing, and tradeoffs. Collaborate & Evangelize: Partner closely with Engineering, Compliance, Legal, CX, Data Science, and Product teams to align priorities, unblock dependencies, and drive adoption of shared platform capabilities. Translate between platform work and customer and business outcomes to help engineering teams understand impact and help stakeholders understand the value and tradeoffs of platform investments. Customer Impact: Tie platform initiatives to customer outcomes by using data, domain expertise, and partner input to prioritize work that improves accuracy, timeliness, trust, and operational reliability. Execution Excellence: Advocate for durable, correct, and scalable solutions while maintaining momentum through incremental delivery, thoughtful sequencing, and clear success metrics. Here’s what we're looking for: 8+ years of product management experience, including meaningful ownership of platform teams, strategy and multi-year initiatives that created leverage across multiple teams or product areas. Demonstrated success operating in complex, multi-product environments with cross-team dependencies and internal platform customers. Strong system-level thinking and product judgment, with the ability to navigate ambiguity, make hard tradeoffs, and drive clarity without relying on consensus. Experience evolving or modernizing critical systems over time, balancing short-term delivery with long-term platform health and risk reduction. Comfort working in regulated or compliance-sensitive domains such as payroll tax, fintech, HR, or legal tech, with a deep appreciation for accuracy, auditability, and customer trust. Proven ability to partner closely with engineering teams and translate between platform decisions, customer impact, and business outcomes. A strong POV on building products in the age of AI; experience building AI-driven features is a big bonus If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team. Our cash compensation amount for this role is targeted at $180,000 to $224,000/yr in Denver & most major metro locations, and $210,000 to $263,000/yr for San Francisco, New York, & Seattle. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above Where do PMs at Gusto work? We have offices in Denver, San Francisco, and New York and have remote team members across the US and Canada. We are actively hiring for the following Hubs: Toronto, Canada and Seattle, WA. Our open roles will specify on the careers page and in the job description where the position is eligible for work. (1) Business Applications with Planned Wages (www.census.gov) 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.

You will be responsible for designing experiences that help small business owners and their employees manage time with confidence and ease. This includes translating customer insights into intuitive workflows and collaborating with cross-functional teams to deliver customer value. | The role requires 8+ years of experience in product design and a proven ability to collaborate with PM and Engineering partners. A strong portfolio demonstrating accessible and thoughtful end-to-end product design is essential. | 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 Design at Gusto: Product Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We’re a cross-functional bunch focused on Design, Research, Writing, Ops and Front-end Development who are always looking for opportunities to build understanding and empathy for the people who use Gusto. We don’t care a whole lot about swim lanes and we work closely with our partners in Product, Engineering, Data, and Marketing to design, build and ship experiences that make a difference. We are passionate advocates for thoughtful, crafted, and inclusive experiences and we believe great design can make hard things possible, even delightful. Read more about Design at Gusto. About the Role: We’re looking for a product designer to join our Time Tools team, a key area of growth for Gusto. As a core design contributor in this product area, you’ll partner closely with PM, Engineering, and Data peers to shape high-priority initiatives. You’ll be responsible for designing experiences that help small business owners and their employees manage time with confidence and ease. This role offers the opportunity to own major product initiatives end-to-end—from uncovering customer needs to shipping polished, performant, and accessible experiences. You’ll collaborate with other designers on the team, contribute to our design system, and help elevate the craft quality of our product. About the Team: Time and Attendance is our flagship in a suite of add-ons designed to complement Gusto Payroll. The add-on helps small business owners track time, create and share schedules, manage attendance, and seamlessly sync hours to payroll—all within the Gusto platform. The team’s scope includes: Time tracking: Allow employees to log hours via web, app, or kiosk, supporting flexible work arrangements like remote and flextime. Scheduling: Create and manage employee schedules, accommodating shifts, availability, and shift swaps. Time off policies and requests: Automate time off management, support complex PTO policies, and ensure compliance with labor laws. PTO balances: Keep track of employee time off with automatic updates that sync vacation and sick days with payroll and calendars. Project tracking: Manage projects with tools for tracking time spent on tasks, analyzing progress, and adjusting workloads. Here’s what you’ll do day-to-day Translate customer insights into intuitive, scalable workflows that simplify scheduling, attendance, and compliance. Design and refine multi-surface experiences (web, mobile, kiosk) that meet the needs of both managers and employees. Partner with PM, Engineering, and Data to define problem spaces, set priorities, and deliver customer value. Champion our design system and evolve it through contributions that improve platform cohesion. Balance long-term vision with near-term execution, navigating ambiguity and adjusting scope as customer needs evolve. Provide thoughtful critique and mentorship to peers, helping elevate craft quality across the team. Here’s what we're looking for: Experience: 8+ years in product design. Product acumen: Proven ability to collaborate with PM and Engineering partners to shape priorities and translate them into clear roadmaps. Craft excellence: Portfolio demonstrating accessible, performant, and thoughtful end-to-end product design across web and mobile. Customer empathy: Skill at uncovering and synthesizing customer needs—particularly for small businesses and hourly workers—into actionable design insights. Collaboration and influence: Strong communication skills, with the ability to align cross-functional partners and drive clarity in complex problem spaces. Ideally you have: Experience designing complex systems or compliance-heavy workflows, ideally in SaaS, HR, or productivity tools. Familiarity with designing AI-driven experiences, including AI agents, conversational UI, or LLM-powered workflows. Experience scaling products in fast-growing environments, balancing early-stage adoption with long-term system design. A passion for helping small businesses and their employees thrive. Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver & most remote locations, and $177,000/yr to $222,000/yr in 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.

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. 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