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:
At Gusto, the People team is the foundation of everything we do. As the Head of Technical Recruiting, you will lead a critical engine for Gusto's growth that supports our world‑class Engineering organization, as well as Infrastructure, Data, Security, and AIT. You will be a strategic business partner to our VP+ Engineering leaders, heavily impacting Gusto's hiring strategy and ability to bring in world‑class talent at scale. This is a high‑impact leadership role where you will manage a team of 20 (FTEs and contractors), including two direct‑report managers.
About the Team:
The Technical Recruiting team is a dynamic, forward‑thinking group focused on identifying top‑tier talent through a blend of innovative sourcing and recruiting tools. We prioritize diversity‑focused hiring to foster an inclusive and equitable workforce, ensuring that all candidates have equal opportunities to thrive. As part of the Invite pod, we are committed to agility and continuous improvement, driving efficient, high‑impact hiring processes that support growth and innovation across the Engineering and AIT organizations.
Here's what you'll do day‑to‑day:
Empower a Team of Leaders: Empower and develop a team of 20, including directly managing two recruiting managers who support Gusto's technical hiring needs.
Strategic Engineering Partnership: Partner with VP+ Engineering leaders on all aspects of the recruiting process, from defining high‑bar hiring profiles to aligning on long‑term growth goals.
AI & Data Innovation: Review, select, and implement innovative AI‑driven tools and data‑informed strategies, including AI, to elevate how we attract top talent and increase recruiter productivity.
Scale Hiring Strategies: Develop and implement strategies to ensure we continue to attract and retain technical talent that reflects the 400,000+ small businesses we serve.
Top‑of‑Funnel Excellence: Innovate on top‑of‑funnel strategies to attract incredible technical talent, inclusive of employer brand, engineering community relations, and referrals.
Data‑Driven Decision Making: Build and leverage data infrastructure to forecast capacity, shape sourcing strategies, and influence executive decision‑making with compelling insights.
Here's what we're looking for:
12+ years of recruiting experience, with at least 6+ years in people management.
Experience managing managers and leading large teams (15‑20+) in a high‑growth environment.
Engineering Recruiting Expertise: A proven track record of building large‑scale engineering organizations; this is the most critical requirement for this role.
AI & Data Fluency: Curiosity and proven ability to learn and apply AI‑driven tools to improve operational efficiency and recruiting effectiveness.
Strategic Stakeholder Management: Experience working as a peer to VP+ technical leaders to influence hiring philosophy and strategy.
Hands‑on Leadership: Thrives in the trenches with their team while setting clear strategic direction and modeling best practices.
Our cash compensation amount for this role is $195,745/yr to $241,419/yr in Denver & most major metro locations, and $229,785/yr to $283,402/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.
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$195.7k-283.4k yearly 3d ago
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Lead Content Designer for AI-Driven Pay
Gusto 4.5
Gusto job in San Francisco, CA
A leading technology company seeks a Senior Staff Content Designer to lead AI-enabled content design for its Pay Group. The role entails shaping user interactions and guiding how AI collaborates with humans. Responsibilities include prioritizing impactful initiatives, shipping user content, and collaborating with design teams. Successful candidates should demonstrate a high standard for content quality and possess experience in creating user-centric designs. The compensation range for Seattle is between $202,000 and $253,000 annually.
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$202k-253k yearly 2d ago
Revenue Analytics Lead San Francisco, CA
Gusto 4.5
Gusto job in San Francisco, CA
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.
Overview
The Revenue Operations team at Gusto is a full‑stack organization responsible for data, analytics, and operational excellence in pursuit of scaling our revenue growth. The Revenue Analytics team is one functional area, responsible for defining and owning the metrics for scaling our Sales teams and forecasting our performance against company plan.
Responsibilities
Establish relationships with stakeholders to determine business needs, scoping and delivering solutions through data products
Build and maintain sales forecasts, along with establishing KPIs to measure business health and efficiency
Utilize data to drive actionable insights that enhance the productivity of Gusto's sales teams, including visibility into quota setting and attainment, incrementality of sales touchpoints, and channel penetration
Deliver against a long‑term roadmap for strategic success in Gusto's Direct acquisition efforts
Serve as key owner of insights and thought partner to sales leaders across the organization
Qualifications
Education or work experience in an analytical discipline, or a related technical field
5+ years of experience in an analytics role with exposure to business/finance stakeholders
High aptitude and enthusiasm for complex business problems, utilizing modeling and analysis, through tools such as Excel/GSuite
Experience with data visualization technologies, e.g., Tableau, Looker, Redash
Proactive and autonomous problem‑solver, able to work independently maintaining attention to detail. Able to manage ambiguity, resource dependencies and timelines to optimal outcomes
Strong communication and collaboration skills, with an ability to distill technical or complex matters into clear and concise explanations to senior leaders and business stakeholders
Compensation and Location
Our cash compensation amount for this role is targeted at $157,960 - $193,500 in San Francisco and New York, and $129,975 - $159,000 in Denver and most remote locations. 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.
Equal Opportunity & Accommodations
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. 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.
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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:
Are you ready to elevate the design vision for how small businesses interact with their money?
As the Payments + Risk Design Lead, you'll own end‑to‑end product design for some of the most complex and mission‑critical systems at Gusto. This is a senior individual‑contributor role that blends deep hands‑on design craft with cross‑functional leadership.
You'll serve as a design leader alongside two other designers on the Payments + Risk team, helping elevate craft, drive alignment, and mentor teammates through mindful feedback and proficient collaboration.
You combine systems thinking with remarkable UX and visual design skills, enabling you to craft scalable patterns, explore new interaction models, and raise the overall quality of our product experiences. You'll shape seamless and credible money‑movement experiences across Gusto's products-ensuring reliability, security, and simplicity at scale.
About the Team:
The Payments and Risk Platform is the foundation of Gusto's success. We ensure money moves seamlessly and securely between businesses, partners, employees, government entities, and Gusto itself.
We enable rapid and proficient money movement while protecting our platform from financial risk. Our work spans re‑architecting Gusto's core payment systems, reducing false positives in fraud detection, and building credit and debt‑collection systems.
Our mandate: enable fast, reliable payment flows and protect the platform, all while delivering great experiences at scale.
Here's what you'll do day‑to‑day:
Design end‑to‑end product experiences across complex financial workflows as a hands‑on senior IC.
Define and drive the long‑term UX vision for Payments + Risk, aligned with Gusto's strategy for money movement, trust, and risk.
Lead design strategy within your focus area, partnering closely with Product, Engineering, and Risk to create alignment and clarity.
Elevate the visual and interaction design quality of Payments + Risk experiences, ensuring clarity, polish, and usability.
Explore and define new UX/UI patterns for sophisticated workflows-especially where no patterns currently exist.
Evolve and maintain the design system, shaping scalable components and interaction models that support critical customer journeys.
Influence product and technical roadmaps by advocating for customer needs, design quality, and long‑term system health.
Collaborate with Research to uncover and interpret user insights that inform product direction and UX strategy.
Mentor other designers through feedback, pairing, and shared problem‑solving, helping raise the overall craft bar.
Contribute to Gusto's design leadership community, shaping standards, processes, and design excellence across the organization.
Here's what we're looking for:
8-10+ years of product design experience, including time spent in complex, technical, or large‑scale product domains.
A portfolio demonstrating extraordinary UX and visual design craft, with high‑quality, polished product work.
Proven ability to lead design direction, drive alignment, and influence cross‑functional partners.
Experience designing for deeply technical systems, financial workflows, or other complex problem spaces.
Expertise in systems thinking, with the ability to translate complexity into clear, elegant, and scalable experiences.
Experience contributing to or evolving a design system-components, patterns, interaction models, and visual standards.
Ability to define net‑new patterns and interaction models in ambiguous or emerging product areas.
Comfort operating in ambiguity while balancing long‑term vision with rapid iteration and execution.
AI fluency-knowledge of tools and workflows that enhance exploration, prototyping, or operational efficiency.
A deep affinity for Gusto's mission to empower small businesses through modern, credible financial tools.
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 $172,000/yr to $215,000/yr in Denver & most remote locations, and $202,000/yr to $253,000/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.
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$172k-253k yearly 2d ago
Staff Applied AI and Machine Learning Engineer, Payments & Risk
Gusto 4.5
Gusto job in San Francisco, CA
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's Data Science team leverages Gusto's rich dataset to guide product direction and decision-making. We operate full-stack, conducting analyses, prototyping and deploying predictive models and statistical tools both for internal use and for our customers.
For this role, we are looking for a technical leader (an individual contributor) to drive machine learning and AI in the payment and risk domains. You will build a model-driven risk platform to provide a trusted environment for Gusto Ecosystem.
You'll be working with an established team and seasoned payments and risk leaders in Engineering, Product, Design, Operation, Identity and Compliance. In this role, you'll work cross functionally to build Platforms that span the entire breadth of the Payments and Risk Stacks, and use ML and AI to build a world- class, high secure platform that safeguards our users' activities and money, and ensures unparalleled reliability.
Here's what you'll do day-to-day:
Build and deploy machine learning models to identify, assess and mitigate risks
Responsible for driving research in the problem space, working with stakeholders to understand model requirements, developing the model from scratch, deploying the model alongside your engineering counterparts, and monitoring and maintaining the model's performance over time
Partner with Engineering, Design, and Product counterparts in Payment and Risk to solve complex cross functional problems
Develop scalable frameworks and libraries that enhance and contribute to the team's core analysis and modeling capabilities, including through the integration of LLMs to improve data processing, analysis, and insights.
Identify new opportunities to leverage data to improve Gusto's products and help risk management team to understand business requirements and develop tailored solutions
Present and communicate results to stakeholders across the company
Here's what we're looking for:
8+ years of experience conducting statistical analyses on large datasets and deep domain knowledge in machine learning and artificial intelligence, including familiarity with Large Language Models (LLMs) and their applications. This could mean either a MS or PhD in a quantitative field with at least 5 years experience in a business environment, or BS or Data Science Bootcamp graduate with at least 8 years of experience working as a data scientist or a machine learning engineer in a business setting.
Proven experience in credit risk modeling or fraud risk modeling using logistic regression, random forest, Xgboost or neural networks, along with a strong understanding of AI-based approaches and the potential of LLMs to enhance traditional models.
Experience applying a variety of statistical and modeling techniques using Python, R or another statistical modeling language, as indicated by familiarity with many of the following techniques - predictive modeling, anomaly detection, ensemble methods, natural language processing (NLP, optional). Basic understanding of LLMs and their applications.
Strong programming skills - comfortable with all phases of the data science development process, from initial analysis and model development to deployment
Excellent communication skills - able to effectively deliver findings and recommendations to non-technical stakeholders in a clear and compelling fashion
PhD or Masters plus equivalent experience in a quantitative field is a plus
Experience in the Fintech industry is a plus
Our cash compensation amount for this role is targeted at $225,000 - $285,000 for San Francisco, New York, and Seattle, $205,000- $255,000 in Los Angeles, $187,000 - $235,000 in Denver, and $200,000 - $250,000 CAD for Toronto, Canada. 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.
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.
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$225k-285k yearly 2d ago
Senior Tax Credits Solutions Lead for SMB Growth
Gusto 4.5
Gusto job in San Francisco, CA
A leading financial services company in Seattle is seeking a Tax Credits Operations expert. This role focuses on resolving customer inquiries regarding tax credits, educating small businesses, and improving processes. Ideal candidates have at least 2 years of customer-facing experience in technology or financial services. A detail-oriented, proactive problem solver is essential. The company offers competitive compensation and a collaborative workplace environment.
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$134k-194k yearly est. 3d ago
Senior Tax Credits Specialist
Gusto 4.5
Gusto job in San Francisco, CA
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
Are you a tax credit expert with a passion for helping small businesses? Join our Tax Credits team and shape the future of tax credit software.
Your talents will be instrumental in delivering an exceptional customer experience for small businesses uncovering lucrative tax credits. You'll work directly with taxpayers, develop processes that enable our customers and teams, and use your knowledge of credits & customer interactions to inform technology developments. This is an exciting opportunity to join a dynamic team and make a real impact on small businesses all across America.
About the Team
The Tax Credits team is on a mission to democratize tax credits and grants. We aim to make access to tax credits and grants ubiquitous for SMBs & business advisors, ensuring every business receives the financial support they deserve to fuel growth, innovation and long-term success.
The Tax Credits Operations team is a collaborative team who are passionate about tax credits. As a member of the Operations team at this stage in our journey, you will be a customer advocate and educator, simplifying a small business's experiences with tax credits. As a tax credits operator and expert, you'll have the opportunity to work directly on components of each customer's credit and use your experience to shape the direction of our product, process, and tools.
Day-to-Day Responsibilities
Serve:
Proactively & reactively resolve complex customer inquiries related to tax credits (e.g. R&D)
Take ownership of customer outcomes, ensuring small businesses get great value out of the tax credits products that Gusto offers
Educate:
Educate yourself and others on tax credits, including R&D tax credits, 401K, WOTC, and other relevant incentives
Operate:
Roll up your sleeves and complete or quality control behind-the-scenes tasks (e.g. data review, calculations, uploads) that result in high quality credit forms and documents
Develop:
Create and inform solutions alongside the Tax Credits technical (EPDD) and service (ES, CX) teams
Continuously improve and iterate on processes and approach
Work with team members to find creative customer solutions that are compliant and sustainable
Partner across teams to inform and build tax credits product, process, and tools
Qualifications
Service: A minimum of 2 years in a customer-facing role, ideally at a technology, tax, or financial services company
Tax or Tax Credits skills: A minimum of 2 years experience with tax, tax preparation, or tax credits. Audit experience is a bonus!
Communication: You have strong experience communicating with customers, and are passionate about advocating on their behalf. You can break down complex concepts into concise and simple messages.
Detail Orientation: You pay attention to details, take pride in your work, and understand how the quality of your work product quality impacts small business finances.
Critical Thinking: You seek to understand the root cause of customer and process issues and are able to identify trends. You attempt to resolve trending issues with the appropriate level of urgency.
Proactive Problem Solver: You are always looking for ways to improve processes, solve customer issues more efficiently, or prevent issues from popping up
Systems Knowledge: You have supported a technical or complex product or service. You may have used ticketing tools (e.g. HubSpot, Salesforce) previously and you are able to leverage them to solve complex customer issues.
Change Agent: Suggest, drive, and embrace changes and iterations. Seek opportunities to challenge and improve the status quo.
AI: AI-forward mindset, with experience exploring and incorporating AI into how you work.
Compensation
Our cash compensation amount for this role is $78,300 to $92,000/year in Denver, and $97,870 to $115,000 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.
Office Expectations
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.
Why Gusto
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.
Equal Employment Opportunity
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.
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$97.9k-115k yearly 3d ago
Head of Technical Recruiting - AI-Driven Engineering Talent
Gusto 4.5
Gusto job in San Francisco, CA
A leading HR technology firm located in San Francisco is looking for a Head of Technical Recruiting. In this high-impact role, you will lead a team of 20 and partner with top engineering leaders to shape hiring strategies that support growth. With an emphasis on fostering an inclusive workplace, you'll leverage innovative tools and data-driven insights to attract diverse technical talent. The position offers a competitive salary ranging from $229,785 to $283,402 annually in the Bay Area.
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$229.8k-283.4k yearly 3d ago
Product Counsel - PEO/Employment Law
Gusto 4.5
Gusto job in San Francisco, CA
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 are seeking a creative, experienced attorney who wants to apply their deep expertise in employment law (and co-employment issues) to help shape tech-forward products and services for small businesses. This is a unique opportunity to help build Gusto's Professional Employer Organization (PEO) offerings and drive Legal & Compliance cross-functional workstreams for one of Gusto's most strategic new business lines.
In this role, you will move fluidly between providing front-line advice on Professional Employer Organization (PEO), Human Resource, and co-employment issues, and partnering with colleagues to ensure delivery of advice and counsel across all Legal & Compliance-related workstreams. You will be a key collaborator and primary point of contact for the PEO business teams.
Success in this role will require an ownership mindset, experience driving major product launches, and a focus on curiosity, collaboration, flexibility, and a good sense of humor. Attorneys are expected to use AI tools to accelerate research and processes, synthesize insights, and refine positioning and content with speed and precision, while maintaining accuracy and consistency with legal best practices.
About the Team:
Gusto's Legal & Compliance team partners with product and engineering teams to enable innovation, facilitate responsible company growth, accelerate the Gusto roadmap, and provide compliant products to our customers through solution-focused counsel on legal and business risks. We are passionate about using groundbreaking technology and excellent service to elevate the experience of small business owners and their employees. Each team member takes real ownership of their work and makes a meaningful impact every day.
Here's what you'll do day-to-day:
Provide front-line legal support to PEO product and operations teams.
Drive legal and compliance workstreams and cross-functional collaboration for pre-launch milestones, compliance frameworks, vendor onboarding, and Go-to-Market readiness.
Advise on risk, product design, features, and operational workflows; address compliance with employment, payroll, HR, licensing, and other requirements relevant to the PEO offering.
Develop actionable guidance, templates, and internal training for PEO-related products.
Partner cross-functionally and build consensus with Legal and Compliance, Product, Finance, and Operations teams.
Create and maintain PEO-related compliance work-product to support internal compliance tracking and content creation processes.
Here's what we're looking for:
7+ years of legal experience, including in-house experience at a technology company. Experience must include employment law, litigation, and product counseling. We have a strong preference for PEO experience. We encourage exceptional candidates without PEO experience to apply if they have a demonstrated ability to quickly acquire deep expertise in complex new legal domains.
Deep experience providing pragmatic legal guidance on tech products and employment obligations.
Demonstrated ability to build consensus and strong working relationships.
A collaborative, solution-oriented mindset with a focus on progress and teamwork (no job is too big or too small).
An eagerness to dive in, take ownership of projects, and manage work with accountability, while ensuring appropriate visibility and smooth escalation to senior counsel or other decision-makers.
Experience using AI tools to deliver efficiency in your individual work and as essential components in the processes you develop and improve.
JD degree and membership in a State bar with a current license to practice law.
Our cash compensation amount for this role is between $177,000 - $208,000/year in Denver and $208,000 - $245,000/year for New York/San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above. Compensation for this position also includes an equity package and performance bonuses.
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.
$208k-245k yearly Auto-Apply 14d ago
People Technology Workday Developer
Gusto 4.5
Gusto job in San Francisco, CA
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 are seeking a skilled People Technology Workday Developer to design, configure, test, and maintain Workday solutions that support our HR and payroll processes. The ideal candidate has hands-on experience with Workday HCM and strong technical expertise across Workday tools and reporting. This role partners closely with the People Team, IT, and cross-functional teams to ensure Workday delivers efficient, scalable, and business-ready functionality.
About the Team:
The People Solutions team is transforming how Gusto supports its people by pairing cutting-edge AI with smart automation. We optimize workflows, enhance service delivery, and free up teams to focus on meaningful, high-impact work to support a more responsive, efficient, and future-ready people experience.
Here's what you'll do day-to-day:
Workday Configuration & Enhancements
Configure Workday modules (e.g., HCM, Talent, Absence, Compensation, Payroll, Time Tracking) based on business requirements.
Develop and update Workday Business Processes, calculated fields, condition rules, and security roles.
Implement new features and optimize existing Workday functionality with each Workday release.
Reporting & Analytics
Develop advanced, matrix, composite, and dashboard reports in Workday.
Provide data insights and ensure data accuracy across systems.
Support audits through reporting and documentation.
Testing & Quality Assurance
Collaborate with stakeholders to develop test plans, test scripts, and manage user acceptance testing (UAT).
Perform regression and functional testing for biannual Workday releases.
Collaboration & Support
Partner with People and business teams to translate functional requirements into technical solutions.
Provide day-to-day Workday system support and troubleshoot issues.
Offer guidance and training on Workday functionality to key users.
Here's what we're looking for:
Required Qualifications
Bachelor's degree in Computer Science, Information Systems, HR Technology, or related field (or equivalent experience).
5+ years of hands-on Workday development experience.
Strong understanding of Workday security, business processes, reporting and calculated fields.
Excellent problem-solving, analytical, and communication skills.
Preferred Qualifications
Workday certifications (HCM, Benefits, Time Tracking, Reporting).
Experience in HR, payroll, benefits, or related domains.
Experience working in an agile environment.
Our cash compensation amount for this role is between $155,790 - $194,738/year in Denver, between $183,580 - $229,475/year for New York/San Francisco. 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.
$183.6k-229.5k yearly Auto-Apply 18d ago
Data Science Senior Manager
Gusto 4.5
Gusto job in San Francisco, CA
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.
$181k-255k yearly Auto-Apply 4d ago
Senior Specialist, Strategic Partnerships
Checkout.com 4.7
San Francisco, CA job
We're Checkout.com - you might not know our name, but companies like eBay, ASOS, Klarna, Uber Eats, and Sony do. That moment when you check out online? We make it happen.
Checkout.com is where the world checks out. Our global network powers billions of transactions every year, making money move without making a fuss. We spent years perfecting a service most people will never notice. Because when digital payments just work, businesses grow, customers stay, and no one stops to think about why.
With 19 offices spanning six continents, we feel at home everywhere - but London is our HQ. Wherever our people work their magic, they're fast-moving, performance-obsessed, and driven by being better every day. Ideal. Because a role here isn't just another job; it's a career-defining opportunity to build the future of fintech.
Job Description
We are looking for a Senior Specialist, Strategic Partnerships to join the Strategic Partnerships team to drive growth and manage a book of partners in the North America market. You will be responsible for growing and deepening our partnerships as well as helping drive net new opportunities for the direct sales teams.
Partners include but are not limited to agencies, system integrators, complimentary technology partners, and payment consultancies. Based in San Francisco and reporting to the Director of Strategic Partnerships, you'll have ownership over how Checkout.com partners in this critical market and abundant opportunity to grow your scope and career through demonstrated impact.
This role is hands-on and highly cross-functional, where you'll work with some of the brightest minds in payments & fintech across product, engineering, sales, and marketing. With a combination of strategy, scrappiness, and grit, you'll build and expand relationships with the key stakeholders in e-commerce and payment ecosystems to ensure Checkout.com is always top of mind and a 'partner-of-choice'. In line with global commercial priorities, you'll execute innovative partnership initiatives and GTM to bring Checkout.com's best-in-class solutions to potential customers.
What you'll do:
Laser focused on driving net new revenue to Checkout.com via brand new and existing strategic partnerships
Leading all aspects of partner management across the region by being accountable for relationship development and growth, implementation of GTM strategies, performance discussions, distribution and enablement of Checkout.com products and integrations through partners
Driving partnership growth through ongoing partner sales enablement initiatives, account mapping, marketing campaigns, and partnership collaboration with quantifiable results in mind
Balancing resourceful outreach with data-driven focus, tracking success through KPls and working closely with the regional sales leader to prioritize workload and deliver results in tandem, ensuring alignment at all times
Organizing and attending partner meetups, industry events, and other in-person meetings to deepen relationships, becoming a critical voice and evangelizing Checkout.com, our products and integrations to net new and existing partners
Executing on and tracking quarterly revenue targets and other key success metrics for the partner portfolio
Bring all of you to work
We create the conditions for high performers to thrive - through real ownership, fewer blockers, and work that makes a difference from day one.
Here, you'll move fast, take on meaningful challenges, and be recognized for the impact you deliver. It's a place where ambition gets met with opportunity - and where your growth is in your hands.
We work as one team, and we back each other to succeed. So whatever your background or identity, if you're ready to grow and make a difference, you'll be right at home here.
It's important we set you up for success and make our process as accessible as possible. So let us know in your application, or tell your recruiter directly, if you need anything to make your experience or working environment more comfortable.
Life at Checkout.com
We understand that work is just one part of your life. Our hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection.
Curious about what it's like to be part of our team? Visit our Careers Page to learn more about our culture, open roles, and what drives us.
For a closer look at daily life at Checkout.com, follow us on LinkedIn and Instagram
$79k-126k yearly est. Auto-Apply 60d+ ago
Staff Data Scientist - Product
Gusto 4.5
Gusto job in San Francisco, CA
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 highly skilled and motivated Data Scientists with extensive experience (7+ years) applying their expertise in a business environment. As a Staff Data Scientist, you will play a crucial role in leveraging experimentation, statistical inference, and causal analysis to drive strategic decision making that contributes to the overall success of our organization. The ideal candidate is a trusted data storyteller with strong statistical and coding skills, and a passion for applying these skills to help small businesses thrive.
About the Team:
In this role you will work closely with our Product, Engineering, Design, Finance, and other Data teams to become an expert in the data for your domain, define and track metrics that help us understand our business performance, and dive deep into our Payroll, Benefits, and HR data to deliver insights and answer questions. You'll also integrate AI-assisted practices to accelerate analysis, enhance rigor, and expand the reach of insights across Gusto. We have multiple senior roles open, each focused on a different area of our business.
Here's what you'll do day-to-day:
Lead: Own ambiguous problems, design analysis frameworks, and introduce structure that scales across multiple product domains.
Strategic Partnership: Collaborate with product managers, engineering leads, designers, and operations teams to proactively identify opportunities, align on strategy, and guide data-informed decision-making.
Analytical Rigor: Apply advanced statistical methods, causal inference, experimentation, and AI-assisted analytics to surface drivers of product performance, separating signal from noise.
Experimentation & Measurement: Design, analyze, and interpret experiments; ensure insights highlight trade-offs and limitations based on sample size and data quality.
Execution: Deliver multiple high-impact projects, balancing trade-offs to maximize business value, and maintain clear expectations of deliverables and timelines.
Communication: Present complex findings in a structured, compelling way to technical and non-technical stakeholders, fostering a data-informed mindset across the company.
Independence: Work with minimal guidance to prioritize, create, and deliver data science roadmaps, proactively resolving conflicts or misalignment across stakeholders.
Scaling the Craft: Mentor other data practitioners, up-level team best practices in experimentation, statistical modeling, and metric interpretation. Drive improvements in data quality, rigor, and adoption of better data capabilities leveraging AI-native tools and workflows across the org.
Here's what we're looking for:
7-10 years of experience in Data Science at a product-focused software company.
Strong SQL skills and comfort with Python
Proven ability to apply statistical methods, causal inference, AI tools, and experimental design to real business problems.
Excellent communication skills, with a track record of influencing cross-functional stakeholders and leadership.
Demonstrated experience leading large, technically complex projects with clear business impact.
A proactive, resilient problem-solver who independently structures ambiguous problems into actionable insights.
Passion for mentoring others and raising the bar for data science craft across the team.
BS/MS/PhD in a quantitative field (Statistics, Economics, Computer Science, Applied Math, etc.) or equivalent industry experience.
Our cash compensation amount for this role is targeted at $154,000/yr - $181,000/yr in Denver, $168,000/yr - $198,000/yr in Los Angeles, $186,000/yr - $225,000 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.
$154k-225k yearly Auto-Apply 18d ago
Staff AI/ML Engineer, Payments & Risk Platform
Gusto 4.5
Gusto job in San Francisco, CA
A modern financial technology company is seeking a Staff Applied AI and Machine Learning Engineer in Seattle. You will lead the development of machine learning models to enhance risk management within a primarily payments-focused environment. Ideal candidates have over 8 years of experience in data science, expertise in statistical analysis, and strong programming skills in Python or R. This role requires effective communication and collaboration across diverse teams, offering an opportunity to make a significant impact on product development.
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$111k-186k yearly est. 2d ago
Senior Staff Content Designer, Pay Group
Gusto 4.5
Gusto job in San Francisco, CA
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 team:
We're a team of 80+ designers, writers, researchers, and systems thinkers devoted to building experiences that feel both intelligent and human. We perceive language as the connective tissue between people, products, and intelligence.
If designing experiences where AI works with people-anticipating needs, explaining decisions, and amplifying consideration-lights you up, you'll thrive here.
About the role:
Lead the next chapter of Content Design at Gusto for an AI-enabled world within our flagship Pay Group. You'll shape how our words, interactions, and intelligent systems come together to make payroll-and all the work around it-feel effortless, transparent, and human.
As AI transforms how small businesses manage time, pay, and compliance, we're reimagining how content powers clarity and trust. You'll define how Gusto's Pay experiences communicate, guide, and collaborate-with both people and AI agents-in ways that feel deeply human and unmistakably “Gusto.”
You'll partner with designers, PMs, and AI researchers to build the frameworks, language systems, and tone strategies that help us design, measure, and scale AI-powered experiences.
Daily responsibilities
Proactively gather context on product roadmaps across your scope, and prioritize the initiatives where you'll have the most impact.
Ship customer-facing UI content, content hierarchies, user flows, and information architectures. You'll do this independently in some cases, but mostly by pairing with cross-functional partners across product design, product management, and engineering.
Collaborate with design leaders to set UX direction at the feature and product level.
Partner with our platform teams to leverage and evolve our use of AI, both at the company level and on specific projects.
Support cross-functional teams in refining their own UI content and learning basic content design skills.
Qualifications
Breadth of impact: You should have demonstrated experience prioritizing your focus across a number of opportunities, and be able to articulate how you made prioritization and trade‑off decisions.
Builder mindset: The person in this role will ship customer‑facing products, not just documentation and frameworks. You should have examples of features you played a key role in designing and shipping. Ideally you can demonstrate how you iterated on the content quality of these features over time.
High quality bar: This role will be a tireless advocate for our customers' experience with Gusto. You should be able to demonstrate how you've championed content quality across an organization, and improved teams' content skills and ways of working.
Comprehensive content toolkit: The person in this role will do more than UI writing. You should have a well‑rounded content design practice, ideally including aspects of information architecture, UX design (especially information hierarchies and user flows), and evaluative research. You should be able to demonstrate how you've had structural and strategic impact on your past projects.
Experience with or appetite for AI: This role will heavily lean on AI, whether that's using patterns from our platform teams on their projects or contributing to the platform at large. While deep experience is not a must, you should be able to demonstrate ongoing efforts to educate yourself and learn about this emerging area.
Compensation & Location
Our cash compensation range for this role is $172,000/yr to $215,000/yr in Denver & most remote locations, and $202,000/yr to $253,000/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.
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.
Equal Opportunity Statement
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.
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$172k-253k yearly 2d ago
AI / Automation & Governance Owner
Gusto 4.5
Gusto job in San Francisco, CA
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:
This role requires a deep understanding of AI/ML lifecycle management, technical governance, and operational strategy. You will collaborate closely with leaders across all CXPI sub-teams (Data, Quality, WFM, and Tool Administration) and CX leadership to ensure our automation and AI initiatives adhere to enterprise standards, maintain long-term technical stability, and align with strategic CX goals.
About the Team:
As the AI / Automation & Governance Owner, you will be a strategic leader within the CX Planning & Insights (CXPI) team, reporting to the Head of Strategy and Tool Administration. You will be responsible for establishing and driving the foundational governance, standards, and technical stability for all internally built AI and automation tools supporting the CXPI organization. This role is critical to scaling our internal AI capabilities safely, efficiently, and responsibly.
Here's what you'll do day-to-day:
Develop, implement, and maintain guiding principles, policies, and a governance framework for how AI tools are created, maintained, and retired within CXPI.
Build and maintain CXPI's automation and AI systems, ensuring long-term technical stability, performance, and scalability across the organization.
Define technical standards, design patterns, and best practices for AI/automation development, deployment, and monitoring, ensuring consistency and quality across all CXPI sub-teams.
Create and manage a centralized repository and inventory for all internally developed AI models and automation artifacts, ensuring proper version control and accessibility.
Partner with legal, compliance, and security teams to proactively identify, assess, and mitigate risks associated with AI development, ensuring ethical and regulatory compliance.
Act as the subject matter expert, developing educational materials and providing guidance to CXPI developers and stakeholders on AI/automation standards and governance practices.
Develop and maintain comprehensive documentation related to AI/automation architecture, governance policies, system roadmaps, and key decision logs.
Establish and manage a prioritized backlog of AI and automation tools and needs, focusing on efforts with the highest customer impact.
Design, develop, and maintain internal AI and automation tools, contributing to the CX organization's robust tool set.
Write, maintain, and update your own code for both released and new automations.
Here's what we're looking for:
5-7+ years of progressive experience in technical program management, software development, AI/ML engineering, or strategic operations, with a focus on governance and technical stability.
Proven experience establishing and implementing governance frameworks for technical domains, ideally for AI, Machine Learning, or complex automation systems.
Deep understanding of the AI/ML lifecycle (e.g., development, deployment, monitoring, maintenance) and best practices for technical debt management.
Experience building and maintaining production-grade automation or AI systems. Familiarity with modern data and ML engineering principles is a strong plus.
Exceptional ability to synthesize complex technical requirements into clear, actionable, and compliant governance policies for a diverse set of technical and non-technical stakeholders.
Strong communication and influence skills with a track record of driving consensus and adoption of new technical standards across multiple sub-teams.
Proficiency in relevant tools for code repositories, version control, project management, and automation platform management (e.g., Git, Jira, MLOps platforms).
Experience in a high-growth environment or supporting a customer experience (CX) organization is a plus.
Experience writing and maintaining your own code related to automation is a plus.
Our cash compensation amount for this role is $94,285/yr to $122,571/yr in Denver & most major metro locations, and $114,695/yr to $149,104/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.
$94.3k-149.1k yearly Auto-Apply 4d ago
Indirect Channel Sales Analyst
Gusto 4.5
Gusto job in San Francisco, CA
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:
The Revenue Operations team at Gusto is a full-stack team responsible for data, analytics, and operational excellence in pursuit of scaling our revenue growth. The Go-To-Market Analytics team is one functional area, responsible for defining and owning the metrics for scaling our Sales teams.
Gusto is looking for an Indirect Channel Sales Analyst to optimize our analytics, strategy, and insight generation for our partner route to market. Gusto is highly invested in acquiring customers through its broader partner ecosystem and optimizing its sales motions to ensure the optimal partner and customer experience. In this role, your primary stakeholders will range from Revenue Operations to Sales Leadership and frontline sales. The Analyst will utilize data to drive actionable insights that enhance sales productivity, customer experience, and Gusto's overall acquisition targets.
This role will report to the Head of Go-To-Market analytics, and partner closely with the Revenue Operations, Data Science, and Product teams.
Here's what you'll do day-to-day:
Stakeholder Partnership & Requirements Definition: Establish relationships with stakeholders to identify business needs, and scope and deliver data products that address those needs.
Sales Forecasting & Performance Measurement: Build and maintain sales forecasts and define KPIs to measure business health and operational efficiency.
Sales Productivity & Channel Insights: Utilize data to generate actionable insights that enhance sales productivity, including visibility into quota setting and attainment, incrementality of sales touchpoints, and channel penetration.
Indirect Channel Strategy & Roadmap Delivery: Deliver against a long-term roadmap to support strategic success in Gusto's indirect acquisition efforts.
Executive Insights & Thought Partnership: Serve as the primary owner of insights and a thought partner to sales leaders across the organization.
Here's what we're looking for:
Analytics Experience & Business Exposure: 5+ years of experience in an analytics role with exposure to business and finance stakeholders.
SQL Proficiency (Required): Strong, hands-on SQL fluency required. Ability to confidently write clear, correct queries to answer business questions. SQL skills will be evaluated via a live SQL exercise.
Data Visualization & Warehousing: Experience with data visualization and data warehousing technologies, including Tableau, Looker, and Snowflake.
Modeling & Analytical Tooling: High aptitude and enthusiasm for solving complex business problems through modeling and analysis using tools such as Excel or GSuite.
Autonomy & Execution: A proactive, autonomous problem-solver able to work independently with strong attention to detail, manage ambiguity, and navigate resource dependencies and timelines to optimal outcomes.
Communication & Collaboration: Strong communication and collaboration skills, with the ability to distill technical or complex topics into clear, concise explanations for senior leaders and business stakeholders.
Analytical Foundation: Education or equivalent work experience in an analytical discipline or related technical field.
Our annual salary compensation range for this role is $160,000 - $180,000 in San Francisco & New York, and $132,200 - $148,000 in Denver, Atlanta, Las Vegas, and Phoenix. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above. 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.
$160k-180k yearly Auto-Apply 6d ago
Head of Sales and GTM Operations
Gusto 4.5
Gusto job in San Francisco, CA
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
AI-focused Head of Sales and GTM Operations
to lead the transformation of Gusto's revenue engine into an AI-first operating model. This role will oversee a team of AI Agent Builders and operations leaders who are redefining how Sales, Marketing, and Partnerships work at scale-replacing manual processes with intelligent automation, enhancing decision-making with AI-powered insights, and building the infrastructure for autonomous revenue operations.
This is a rare opportunity to lead both the strategic vision and execution of AI transformation across GTM. You'll build and scale a high-performing team that designs, deploys, and optimizes AI agents and workflows that drive measurable revenue impact. Reporting into the Head of Revenue Operations, you'll partner directly with the CRO and executive leadership to architect the future of how Gusto sells, markets, and grows.
About the Team:
The Revenue Operations team is the connective tissue between strategy, systems, and execution across Gusto's Go-to-Market (GTM) organization. We enable Sales, Marketing, and Partnerships to operate efficiently, make data-informed decisions, and deliver exceptional experiences to customers and partners.
As Gusto embraces an AI-first future, this team is building the infrastructure, workflows, and evaluation frameworks that power intelligent, high-performing GTM operations. You'll collaborate closely with RevOps, Data, BizTech, and GTM leadership to bring automation and AI to life across our revenue systems and processes.
Here's what you'll do day-to-day:
AI Strategy & Vision: Define and execute Gusto's comprehensive AI-native GTM operations strategy. Set the roadmap for AI adoption across sales productivity, marketing personalization, partner operations, and customer intelligence. Drive technology selection, vendor partnerships, and build-vs-buy decisions that balance innovation with scalability.
Team Leadership: Build, lead, and mentor a team of AI Agent Builders, automation engineers, and RevOps specialists. Foster a culture of experimentation, rapid iteration, and measurable impact. Develop talent that can translate complex business problems into elegant AI-powered solutions.
Agent & Automation Architecture: Oversee the design and deployment of agentic systems and intelligent workflows that automate manual GTM processes. Establish governance frameworks, evaluation standards (prompt reliability, latency, cost, business impact), and best practices for safe, scalable AI deployment across revenue teams.
AI Infrastructure & Integration: Lead the technical architecture connecting Salesforce, GTM tools, data warehouses, and AI platforms into a unified, intelligent revenue system. Ensure data quality, system reliability, and seamless integration across the revenue tech stack.
Revenue Operations Excellence: Maintain operational excellence in territory design, quota setting, pipeline management, forecasting, and compensation-while progressively embedding AI capabilities that enhance efficiency, accuracy, and strategic insight.
Cross-Functional Leadership: Partner with Sales, Marketing, Partnerships, Growth, Finance, Data, and Product teams to identify high-impact automation opportunities. Drive alignment on trade-offs, prioritization, and resource allocation. Translate business needs into technical requirements and AI capabilities into business value.
Change Management & Adoption: Champion AI adoption across GTM teams through training, enablement, and change management programs. Ensure every AI initiative ships with clear ownership, measurable outcomes, and user feedback loops.
Performance & Impact Measurement: Build comprehensive frameworks to measure AI/automation ROI-tracking productivity gains, conversion lifts, time saved, cost efficiency, and revenue acceleration. Use data to continuously optimize and prioritize AI investments.
Market Intelligence & Innovation: Stay at the forefront of AI/ML developments in revenue operations. Evaluate emerging technologies (LLMs, AI agents, automation platforms) and determine how Gusto can leverage or build competitive advantages through AI-native operations.
Here's what we're looking for:
10+ years of progressive experience in GTM Operations, Sales Operations, or Revenue Operations, with at least 5+ years in a leadership role building and scaling high-performing teams in high-growth SaaS environments
2-3 years of hands-on experience leading AI/automation initiatives, building agent-based systems, or transforming operations through intelligent automation
Deep expertise in CRM systems (e.g., Salesforce) and revenue technology stacks, with demonstrated ability to architect AI integrations, automation workflows, and system integrations across data warehouses and GTM tools
Strong understanding of AI/ML concepts, LLMs, agentic systems, and modern AI tooling-able to evaluate technical trade-offs, guide build-vs-buy decisions, and translate AI capabilities into business value
Exceptional ability to build, mentor, and scale technical operations teams working at the intersection of AI, automation, and business systems-fostering cultures of experimentation and measurable impact
Proven track record of driving organizational change and AI adoption across multiple stakeholder groups, with excellent communication skills to influence executive audiences
Exceptional analytical skills with ability to define success metrics for AI initiatives, measure ROI (productivity gains, conversion lifts, cost efficiency), and use data to optimize investments
Strong program management skills to balance multiple complex initiatives, drive cross-functional alignment, and deliver measurable progress in fast-paced environments
Deep understanding of the entire revenue lifecycle and how AI can enhance each stage, from demand generation to customer retention
Bachelor's degree in Business, Computer Science, Engineering, or related field (MBA or technical graduate degree is a plus); AI-native mindset that sees automation as the default and is passionate about making humans more effective through intelligent systems.
Compensation
Our annual base salary compensation range for this role is $240,000 - 270,000 in San Francisco & New York, and $204,445 - $230,000 in Denver & Atlanta. This role is also eligible for an annual variable cash bonus (up to 20%). 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.
$240k-270k yearly Auto-Apply 6d ago
Head of Revenue Analytics
Gusto 4.5
Gusto job in San Francisco, CA
At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff-like payroll, health insurance, 401(k)s, and HR-so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we're proud to support more than 400,000 small businesses across the country, and we're building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy.
About the Role:
As the Head of Revenue Analytics at Gusto, you will lead a critical function responsible for using data to measure, analyze, and optimize the drivers of our Go-to-Market revenue. Reporting to the Head of Revenue Operations, you will be a strategic partner to our GTM and Product teams, using a deep understanding of customer behavior and market trends to drive growth, retention, and profitability.
You will lead a team of Gusties responsible for revenue forecasting, marketing analytics, and customer expansion insights, working cross-functionally with Sales, Marketing, Finance, Data, and Product to guide Gusto's growth strategy. The ideal candidate is an exceptional data leader who can balance strategic vision with hands-on analytical work - someone equally comfortable shaping forecasts at the executive level and rolling up their sleeves to build reports or run ad-hoc analyses when needed.
What You'll Do:
Strategic Leadership: Develop and execute a comprehensive revenue analytics strategy that aligns with GTM's overall business goals. Partner with GTM and R&D leaders to provide the data and insights needed to make informed, data-driven decisions.
Forecasting & Planning: Lead the design and execution of revenue forecasts across acquisition, expansion, and retention. Provide Finance and GTM leaders with accurate, transparent, and actionable views of performance.
Marketing Analytics: Drive analysis of acquisition efficiency, ROI, attribution, and customer lifecycle value to optimize spend and guide strategic bets.
Customer & Retention Insights: Deliver churn, retention, and CLV analysis to inform strategies for engagement, upsell, and long-term profitability.
Insights and Recommendations: Conduct deep-dive analyses to identify revenue drivers and anomalies. Translate complex data into clear, actionable insights and recommendations for senior leadership and cross-functional partners.
Quota & Budget Alignment: Partner with Finance and GTM leaders to support quota setting, budget allocation, and performance tracking.
Data Products & Infrastructure: Build and scale datasets, dashboards, and tools that provide self-serve access to revenue insights while ensuring data quality and consistency.
AI-Driven Analytics: Evaluate and apply AI/ML techniques to enhance forecasting, attribution, and customer lifecycle modeling. Stay ahead of emerging AI tools that can drive efficiency and accuracy in revenue analytics.
Cross-Functional Collaboration: Serve as a critical partner to Sales Ops, GTM Analytics, Marketing Ops, and Finance in aligning data and insights across the funnel.
People Empowerment: Recruit, mentor, and develop a high-performing analytics team. Foster a culture of curiosity, analytical rigor, and operational excellence to deliver impact across the business.
What We're Looking For:
12+ years of experience in analytics, forecasting, or revenue strategy, with at least 5+ years in a leadership role.
Leadership with a Builder Mindset: A dynamic leader who inspires and develops teams while maintaining a “roll up your sleeves” attitude - able to step into the details when needed to build reports, run analyses, and troubleshoot.
Analytical Expertise: Strong analytical skills with expertise in data analysis and visualization tools (e.g., SQL, Tableau, Power BI). Experience with financial and marketing forecasting models.
SaaS/Growth Background: Proven track record of successfully building and leading analytics functions in a high-growth SaaS or technology environment.
Technical Skills: Familiarity with various data sources and technologies, including Salesforce, marketing automation platforms, and data warehouses.
AI Fluency: Awareness of how AI/ML is transforming analytics, with the ability to partner with data science and engineering teams to pilot and operationalize AI-driven approaches. Skilled at discerning when AI adds value and when traditional methods are more appropriate.
Business Acumen: Deep understanding of the entire customer lifecycle, from acquisition to retention, and how each stage impacts revenue.
Communication & Influence: Excellent communication and presentation skills with the ability to distill complex data into clear, actionable insights for both technical and non-technical audiences.
Compensation
Our annual base salary compensation range for this role is $201,200 - $251,500 in San Francisco & New York, and $171,200 - $214,000 in Denver. This role is also eligible for an annual variable cash bonus (up to 20%). Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above. 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.
$70k-102k yearly est. Auto-Apply 18d ago
Software Engineering Apprenticeship (Summer 2026)
Gusto 4.5
Gusto job in San Francisco, CA
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.
Software Engineering Apprentice (Summer 2026)
at Gusto
San Francisco, CA; New York, NY
About Gusto
Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of a 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 500,000 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:
We're launching a 6-month, full-time, paid Software Engineering Apprenticeship based in New York City or San Francisco for creative problem solvers early in their software journey. This program is designed for people who learn best by doing - building real products alongside experienced engineers in a highly supportive, hands-on environment.
As an apprentice, you'll spend much of your time pairing with teammates, asking thoughtful questions, and gradually taking ownership of meaningful work. With close mentorship and structured support, you'll develop strong engineering fundamentals while gaining confidence and autonomy over time.
This apprenticeship focuses on how you think, how you learn, and how you grow, rather than credentials, prior titles, or traditional career paths. If you're excited to build, collaborate, and develop as an engineer while making a real impact, this program is for you.
About the Team
Our engineers work on both customer-facing and internal employee products, developing features and iterating across our platform to bring delightful experiences to our customers, aiding them in driving their business to be successful. You'll close your laptop at the end of every day knowing your work is making a difference for hundreds of thousands of small businesses and their employees.. If you're ready to hone your Software Engineering skills while creating software with far-reaching effects on our modern economy, we'd love for you to join Gusto this summer!
Here's what you'll do (and we'll support you so you're great at it)
Learn by doing: pair daily with engineers to design, code, test, and ship features safely and incrementally.
Explain your thinking: talk through tradeoffs, ask clarifying questions, and make your reasoning visible in daily conversations, PRs, and design reviews.
Practice feedback as a skill: give and receive actionable feedback, and iterate quickly with your mentor and teammates.
Build breadth and depth: rotate pairing partners and tasks to expand your toolkit across frontend, backend, and tests.
Grow your independence: progress from observer to driver to navigator with support, celebrating steady, compounding wins.
Share outcomes: demo your work and reflect on what you learned as you move toward L1 readiness.
Here's what we're looking for
Creative thinkers who can frame a problem, test an approach, and explain their reasoning clearly.
Curiosity and humility - you seek feedback, change your mind with new evidence, and keep going when it's hard.
Strong communication in a collaborative, pair‑heavy environment; you make teammates better.
Evidence of learning and making - of any kind: you create things and can show your process (e.g., music, art, writing, community projects, physical builds, software experiments, or other self‑directed work).
Comfort with the basics in at least one programming language and eagerness to learn the rest on the job.
No specific degree or prior professional SWE experience is required.
Learn more about the Gusto Engineering organization:
Our Engineering Culture and Values
How We Built a Service-Driven Team
Our Diversity Goals and Efforts
Pay and Benefits
Our cash compensation for this role is $48.08 for candidates based in San Francisco and New York City. Final offer amounts are determined by multiple factors, including relevant skills, prior experience, and demonstrated impact, and may vary from the amounts listed above.
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. If you require assistance in filling out a Gusto job application, please reach out to candidate-accommodation@gusto.com.
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.