Gusto
Fintech · Payroll
- HQ
- San Francisco, US
- Founded
- 2011
- Website
- gusto.com
Currently tracking 13 active AI roles, up 30% versus the prior 4 weeks. Primary focus: Agent · Engineering. Salary range $99k–$321k (avg $212k).
Gusto currently has 20 active AI-related job listings. The majority of these roles, 85%, are focused on agents, with the remaining 15% in application. The top hiring functions are Engineering, with 11 roles, and Product, with 9 roles. Hiring is primarily concentrated in the United States, with one role in Canada. Frequently mentioned tech tags include agent orchestration, LLM observability, and guardrails, suggesting a focus on managing and integrating AI agents.
Gusto currently has 19 active AI-related roles in our index. The most common open titles are: Enterprise Application AI Architect, Head of Design, Unified Service Platform, Head of ML/AI Engineering, Legal & Compliance Tech IT Product Manager, Platform Operations Analyst. Most positions are in Engineering and Product.
Gusto's active AI hiring is concentrated in: agents (79%), application (21%). These categories follow a seven-stage AI lifecycle: data, pre-training, post-training, serving infrastructure, agents, evaluation, and application.
Gusto is hiring AI talent in: United States (18 roles), Canada (2 roles).
Job postings at Gusto most frequently mention: Machine Learning, Production ML Systems, Content Generation, Product Management, Product Impact.
In the past 30 days, Gusto has posted 10 new AI-related roles. That is a +67% change versus the prior 30 days (6 → 10).
| Title | Stage | AI score |
|---|---|---|
| Sr. Staff AI/ML Engineer Sr. Staff AI/ML Engineer responsible for designing, building, and scaling the AI platform that empowers Gusto's internal teams to build intelligent agents and deliver customer value. This includes developing core platform capabilities such as agent orchestration, RAG infrastructure, eval tooling, model serving, prompt management, observability, and safety guardrails. The role involves owning the full lifecycle from problem framing to production deployment, ensuring the platform is reliable, performant, and easy to adopt. The Staff MLE will also shape technical standards, drive architectural decisions, and mentor engineers. | AgentServe | 9 |
| Product Manager, Unified Service Platform Product Manager for an AI-First Service Platform focused on building an intelligence layer for customer service. This involves owning capabilities like intent understanding, escalation decisions, context ingestion, and knowledge retrieval for voice, chat, and email channels. The role requires building and refining models, defining evaluation frameworks, dismantling legacy systems, and collaborating with various teams to improve customer experience and operational efficiency through AI-native agentic solutions. | AgentEval Gate | 8 |
| Legal & Compliance Tech IT Product Manager Product Manager for Legal & Compliance Technology at Gusto, focusing on an AI-first strategy to embed generative AI, AI agents, and intelligent automation into enterprise applications. The role involves owning the product roadmap, designing AI-augmented workflows, and integrating LLMs with legal systems using RAG and MCPs. | Agent | 8 |
| Staff Software Engineer, AI Developer Tools Staff Software Engineer on the AI Developer Tools team at Gusto, responsible for architecting the AI platform to accelerate engineering across the organization. Focuses on multi-agent systems, RAG, and intelligent automation to eliminate developer friction and improve productivity. | AgentServe | 8 |
| Head of ML/AI Engineering Gusto is seeking a strategic Head of AI/MLE to lead their AI/ML organization, define the company's AI/ML strategy, and shape the development and deployment of AI-native products and systems. This role involves unifying classical ML and GenAI, maturing the ML platform, and ensuring production systems meet high standards for reliability, safety, and maintainability. The leader will manage teams including ML Engineering, ML Platform, Risk Data Science, and AI Scientists, and partner with senior stakeholders to drive customer and business impact through AI. | ShipServe | 8 |
| WFM Capacity & Analytics Planner Gusto is seeking a senior, technically minded workforce management planner to design and scale AI-powered forecasting and capacity planning systems. The role involves building frameworks, pipelines, and governance structures to enhance WFM operations. Responsibilities include using AI to identify demand shifts, connecting AI insights to operational decisions, developing capacity plans, building AI-powered data pipelines, and designing governance frameworks for AI-enabled WFM workflows. The ideal candidate has demonstrated ability to operationalize AI tools in a WFM context, strong analytical skills, and experience building data pipelines. | Agent | 7 |
| Head of Design, Unified Service Platform Head of Design for Gusto's Unified Service Platform, focusing on AI-native service design. This role involves leading a team of designers, setting design direction, and staying hands-on with high-leverage design work. The primary focus is on defining and building AI-native customer support experiences, including AI-driven support, multi-channel service, and human-AI collaboration. | Agent | 7 |
| Principal Product Operations Manager This role focuses on integrating AI into customer service operations, specifically by building and deploying AI-powered workflows and agentic systems to improve efficiency and customer resolution. The Principal Product Operations Manager will lead service design, identify AI leverage points, and ensure new products and features are launched with robust service support, acting as a strategic lead at the intersection of Product and Customer Experience. | Agent | 7 |
| Retirement AI Staff Engineer Staff Engineer role focused on building and shipping production AI features for Gusto Retirement, specifically using LLMs for customer-facing experiences. Requires strong software engineering skills, hands-on LLM implementation experience (RAG, agents, tool loops), and end-to-end ownership of features. | Agent | 7 |
| Staff Software Engineer, Growth (Revenue Enablement) Staff Software Engineer, Growth (Revenue Enablement) at Gusto. This role focuses on building and operating AI-powered customer acquisition, onboarding, and lifecycle engagement experiences. Key responsibilities include developing an AI Voice Agent for onboarding and scaling AI-driven email systems using an LLM content generation engine. The role requires full-stack development, ownership of production workflows, and measurable customer impact. | AgentServe | 7 |
| Principal Product Manager, Customer Onboarding Product Manager role focused on developing an AI agent to improve customer onboarding for Gusto's payroll and expansion services, aiming to increase conversion rates by simplifying and clarifying the process. | Agent | 7 |
| Enterprise Application AI Architect This role focuses on integrating AI and automation into Gusto's enterprise applications, specifically designing and managing AI agents and Model Context Protocols (MCPs) to make internal systems smarter and more autonomous. The goal is to transform reactive workflows into predictive, self-improving platforms, ensuring security, compliance, and measurable impact within the IT and Enterprise Applications organization. | Agent | 7 |
| Sales Operations Analyst This role focuses on building AI-powered solutions and automations to enhance the productivity of a sales organization. The analyst will identify, prototype, and embed AI tools into daily workflows, working with various teams to drive efficiency and effectiveness in sales processes. While AI is a core part of the company's operations and this role involves driving AI strategy, the primary function is not to build core AI models but to leverage and integrate AI tools for sales operations. | — | 5 |
| Expansion Account Executive This role is for an Expansion Account Executive at Gusto, a company that provides payroll, benefits, and HR services for small businesses. The role involves driving expansion revenue by engaging customers through inbound and outbound outreach, using a structured cadence and AI-powered workflows. Key responsibilities include conducting consultative calls, demonstrating product value, updating Salesforce, and meeting a monthly ARR quota. The role requires 3+ years of consultative sales experience, proficiency in Salesforce and sales engagement tools, and proven day-to-day experience integrating AI into sales workflows (writing, research, prep, summarization) with a track record of providing feedback to improve AI tools. | — | 5 |
| Resource Management & Analytics, WFM This role is for a Workforce Management Analyst at Gusto, focusing on optimizing contact center operations through strategic planning, performance interpretation, and building next-generation WFM tooling. The role requires AI fluency and hands-on experience with AI tools for automation, such as alert systems and workflow integrations, to scale capacity and reduce manual effort. It involves interpreting performance signals, making strategic staffing decisions, managing schedules, and serving as a system administrator for WFM tools. The position emphasizes proactive thinking, data-driven insights, and collaboration within a team-oriented environment. | — | 5 |
| Treasury Manager This role is for a Senior Treasury professional at Gusto, responsible for managing financial resources, cash/liquidity management, and banking initiatives. The role involves liaising with internal teams and external partners, building enhanced liquidity forecasting tools, modeling liquidity usage, developing cost of funds programs, exploring new product offerings, and managing money movement/payment types including stable coins. A key aspect is the "AI native approach," requiring in-depth experience using AI to solve corporate treasury needs, improve workflows, and create efficiencies. | — | 5 |
| Enablement Manager, Partners This role is responsible for developing and executing the enablement strategy for Gusto's channel partners, focusing on onboarding, continuous education, and resource provision. The role requires defining enablement methodologies, advising leadership on strategy, and driving cross-functional alignment. A key aspect involves researching and applying emerging AI tools to enhance program design and delivery, and contributing to Gusto's point of view on AI in partner enablement. | — | 5 |
| Payroll and Taxes Customer Care Advocate This role is for a Payroll and Taxes Customer Care Advocate at Gusto. The primary responsibilities include providing exceptional customer service to small business owners regarding payroll and tax products, troubleshooting issues, and communicating product updates. The role requires experience in the payroll industry, a customer-focused approach, and strong problem-solving skills. While AI is fundamental to Gusto's operations and employees are expected to engage with AI tools, this specific role is customer-facing and does not involve building or directly managing AI models. | — | 5 |
| Expansion Account Manager, PE This role is for an Expansion Account Manager at Gusto, a company that provides payroll, benefits, and HR services to small businesses. The role focuses on leading and developing a team to drive revenue growth, customer retention, and expansion through upselling and cross-selling. While the company emphasizes the use of AI tools in daily work, the core responsibilities of this role are sales leadership, strategy, and operational excellence, not the direct development or deployment of AI models. | — | 5 |
| Event Marketing Manager Event Marketing Manager responsible for designing, producing, and optimizing event marketing programs, including trade shows, conferences, and Gusto-owned activations. This role will collaborate with cross-functional teams, manage budgets and timelines, build relationships with external partners, and leverage AI tools to enhance event marketing workflows. | — | 5 |
| Staff Software Engineer, Tax Accounts Staff Software Engineer for Gusto's Tax Accounts team, focusing on building and maintaining systems for employer and employee tax accounts, including agency registrations, authorizations, and filings. The role involves full-stack development, automation, and ensuring accuracy in a complex compliance domain. Experience with AI tools for development and testing is a plus. | — | 5 |
| Senior Platform Operations Analyst Senior Platform Operations Analyst role focused on building and scaling financial infrastructure, reconciliation, and control systems. The role involves owning cross-functional projects, partnering with Engineering and Product, and mentoring others. A key aspect is building reusable AI workflows to improve team efficiency and acting as a subject matter expert in applying AI to operations. | Agent | 5 |
| Platform Operations Analyst This role focuses on operational excellence in payments, reconciliation, and loss detection within a fintech company. The analyst will use AI and data tooling to improve processes, automate manual workflows, and gain an end-to-end understanding of financial flows. Key responsibilities include executing reconciliations, investigating discrepancies, partnering with engineering to resolve system gaps, and strengthening documentation. A strong emphasis is placed on demonstrated experience using AI to automate real-world manual workflows and improve operational efficiency. | Agent | 5 |
| Product Designer, HR Experiences Product Designer focused on AI-driven HR experiences, shaping AI-assisted services for both small business owners and HR experts. This role involves designing user experiences for AI-generated outputs, managing uncertainty and errors, and ensuring human oversight in a high-stakes compliance domain. The designer will also leverage AI tools in their own workflow to accelerate design processes. | Ship | 5 |
| Tax Resolution Advocate This role is for a Tax Resolution Advocate at Gusto, a company that provides payroll, health insurance, and HR services to small businesses. The role involves resolving tax notices for customers, acting as a detective and problem-solver, researching tax laws, and collaborating with internal teams and tax agencies. The role emphasizes research, analysis, communication, and problem-solving. The company states that AI is fundamental to how work gets done and expects all team members to actively engage with AI tools relevant to their role. | — | 5 |
| Tax Resolution Advocate This role is for a Tax Resolution Advocate at Gusto, a company that provides payroll, health insurance, and HR services to small businesses. The advocate will resolve tax notices for customers, acting as a detective and problem-solver by researching tax laws and identifying the root cause of notices. They will collaborate with tax agencies and internal teams, provide feedback on tools, and use AI tools relevant to their role. The role emphasizes research, analysis, communication, and problem-solving skills, with a focus on customer experience and attention to detail. The team is part of the Payroll, Tax & Compliance Services organization. | — | 5 |
| Staff Software Engineer, Benefit Renewals This is a Staff Software Engineer role focused on building and iterating on product features within the Benefits Renewals team at Gusto. While the role encourages the use and experimentation with AI tools to accelerate development and improve product capabilities, the core craft is full-stack software engineering, not AI/ML model development. The primary output is customer-facing product features and workflow automation. | — | 5 |
| Benefits Advising (Renewals) Manager Gusto is seeking a leader for their Benefits Advising team to provide small business owners and their employees with the best customer experience and expert benefits advice. The role involves leading a licensed benefits advisor organization, empowering individual contributors, and driving customer retention and revenue growth. The leader will also champion AI integration, identifying opportunities and coaching the team to build AI fluency to improve advisor productivity, customer retention, and operational efficiency. | — | 5 |
| Product Counsel - HR Apps/Employment Law Product Counsel role focused on HR Apps, requiring legal expertise in employment law and product counseling. The role involves providing legal support to product and engineering teams, building compliant HR products, and utilizing AI tools for research and process improvement. Success depends on strong organizational skills, a process-oriented mindset, and the ability to manage high volumes of requests. | — | 5 |
| Staff Software Engineer, HR Experiences Staff Software Engineer role at Gusto focusing on HR Experiences, with a significant component of building AI tools and agents to assist HR Partners and automate workflows. The role involves full-stack development across the product lifecycle, mentoring engineers, and collaborating with cross-functional teams. Experience with agentic coding tools and building agents is highlighted. | Agent | 5 |
| Senior Health Insurance Sales Operations Analyst This role focuses on supporting the Health Insurance Sales team by building insights and AI-powered solutions to improve sales strategies and efficiency. The Senior Sales Operations Analyst will identify, prototype, and embed AI and automation tools into daily sales workflows, partnering with various teams to drive process improvements and operational support. The role requires strong analytical skills, Salesforce proficiency, and experience with forecasting and pipeline management, with a focus on enhancing sales productivity through data-driven and AI-assisted approaches. | — | 5 |
| Marketing Programs Specialist, Symmetry This role is an execution-focused marketing specialist who will operationalize marketing strategy into shipped work, focusing on new business acquisition and client/product communications. The role is described as "AI-first" and expects the candidate to use AI tools across all workflows to accelerate content, reporting, or campaign efficiency. It supports Demand Gen and Product Marketing functions, executing against plans set by functional leads. | — | 5 |
| Senior Staff Software Engineer, Growth Onboarding Senior Staff Software Engineer role focused on the Growth Onboarding experience, reimagining it with AI to turn signups into activated customers. The role involves inventing and building new AI-powered experiences, working full-stack, and partnering with Product, Design, and Data teams. Emphasis on shipping measurable improvements and raising engineering standards. | Agent | 5 |
| Senior Performance Marketing Manager, GTM Experimentation This role is for a Senior Performance Marketing Manager focused on experimentation and AI-powered workflow design within Gusto's Demand Generation team. The primary responsibility is to own and execute paid social strategy and test new acquisition channels, driving pipeline and revenue targets. While the role emphasizes the use of AI tools to enhance marketing workflows, it does not involve building or shipping AI models or systems. | — | 5 |
| Security Technical Program Manager Security Technical Program Manager at Gusto, a fintech company aiming to be AI-native. This role focuses on defining and delivering vulnerability management and security operations programs to support AI initiatives. Responsibilities include strategy setting, program delivery, stakeholder management, and leveraging AI plugins to enhance security processes and accelerate development in a regulated environment. | — | 5 |
| Staff Software Engineer, PEO Benefits Staff Software Engineer role at Gusto focused on building the PEO Benefits experience. The role involves full-stack development, mentoring, and collaborating with cross-functional teams. While AI is integrated into Gusto's operations and this role is expected to leverage AI tools and experiment with AI frameworks, the core function is not AI/ML model development. | — | 5 |
| Senior Product Manager, Tax Payments and Filing Senior Product Manager for Gusto's Tax Payments and Filing team, focusing on building tooling, automation, and AI-enabled systems to manage tax compliance for small businesses. The role requires strong product management experience, technical fluency, and hands-on experience with AI and automation in a regulated domain. | — | 5 |
| Business Money Engineering Staff Engineer role at Gusto focused on building and scaling financial products for small businesses. The role emphasizes using AI tools to improve product development and financial management, but the core function is software engineering for fintech products, not direct AI/ML model development. | — | 5 |
| Legal Operations Manager This role focuses on managing the operational strategy, systems, and tools for a Legal & Compliance team, with a significant emphasis on implementing and optimizing an AI-driven tech stack. The manager will partner with AI teams, identify and implement new technologies, and manage budgets and outside counsel. The role requires experience in legal operations, implementing AI within legal tech, and understanding agentic workflows. | — | 5 |
| IT Applications Support Analyst - Order to Cash This role supports enterprise finance applications (Billing, Order-to-Cash, Cash Reconciliation) and focuses on applying AI and automation to improve support processes, reduce manual effort, and enhance issue resolution. The analyst will identify and build AI/automation solutions, leverage AI tooling for triage and analysis, and partner with stakeholders to automate reconciliations and exception handling. Experience with Zuora, NetSuite, and SQL is required. | — | 5 |
| Retirement Implementation Specialist This role is for a Retirement Implementation Specialist at Gusto, a fintech company. The specialist will manage the end-to-end onboarding of 401(k) plans, guiding plan sponsors and administrators through setup and conversion processes. The role involves client-facing communication, managing a book of business, ensuring data accuracy, and partnering with internal teams. While the role is not directly building AI, it requires active engagement with AI tools to enhance efficiency and client communication, indicating a mature adoption of AI within the company's operations. | — | 5 |
| Staff Software Engineer, Tax Experiences Staff Software Engineer role at Gusto focused on improving the tax experience for small businesses. The role involves full-stack development, technical strategy, and collaborating with cross-functional teams. A key aspect is applying AI tools to enhance the engineering workflow and product decisions, aiming to simplify tax processes and provide proactive guidance to customers. | — | 5 |
| Financial Services Compliance Lead This role is for a Financial Services Compliance Lead at Gusto, a company that handles payroll, insurance, and HR for small businesses. The role focuses on leading product compliance for consumer financial products, commercial financial services, payments, and embedded finance. A key aspect of the role involves partnering with Product and Engineering teams to design and implement AI-enabled compliance workflows for monitoring, control testing, and regulatory change management, aiming to make these processes more scalable and proactive. The role requires significant experience in financial services compliance and a demonstrated ability to use AI tools to enhance compliance programs. | — | 5 |
| Senior Staff Engineer - Tax Platform Engineering Senior Staff Engineer role focused on Gusto's Tax platform, involving design, development, and scaling of systems that support tax compliance. The role requires influencing technical strategy, mentoring engineers, and building robust, distributed systems. While not directly building AI models, the role involves integrating and leveraging AI tools, building guardrails for agentic AI usage within the tax platform, and mentoring others on AI best practices. | — | 5 |
| Sales Associate Sales Associate role at Gusto, a small business payroll and HR platform. The role involves managing inbound customer interactions (calls, chats, emails) to help them choose and onboard Gusto. A key aspect is the active use and integration of AI tools into daily workflows for sales, research, and summarization, with expectations to provide feedback for tool improvement. This is a customer-facing sales role that leverages AI tools but does not build them. | — | 5 |
| Compliance Manager This role is for a Compliance Manager at Gusto, focusing on Broker-Dealer & Investment Adviser compliance. The role involves operational execution, testing, surveillance, and program management within a regulated financial services environment. While not a core AI building role, it requires active engagement with and governance of AI tools used in compliance, ensuring lawful deployment, output validation, and adherence to regulatory standards (SEC and FINRA). The candidate will contribute to AI-focused enhancements and automation opportunities within the compliance program. | — | 5 |
| Senior Revenue Accountant Senior Revenue Accountant role at Gusto, a fintech company, focusing on end-to-end revenue recognition for the Retirement segment. The role involves applying ASC 606, reconciling subledgers, and partnering cross-functionally. A key aspect is building and leveraging AI tools, Python/SQL, or Excel scripting to automate processes and improve efficiency. The role also involves process improvements, auditor partnerships, and collaborating with various teams. Requires 5+ years of accounting experience with a focus on revenue accounting and strong ASC 606 knowledge. Experience building automation and advanced Excel are required, with Python/SQL as a plus. The company emphasizes using AI tools in all roles. | — | 5 |
| Future Opportunities: Retirement Client Relationship Manager This role is for a Client Relationship Manager on the CX team at Gusto, a fintech company focused on small businesses. The role involves managing client relationships, driving retention, resolving complex issues, and collaborating cross-functionally. A key aspect is leveraging AI-assisted tools to improve efficiency and customer service, but the core function is not building or researching AI. | — | 5 |
| Future Opportunities: Retirement Implementation Specialist This role is for a Retirement Implementation Specialist at Gusto, a fintech company. The primary responsibility is managing the end-to-end onboarding and conversion process for 401(k) plans on the Gusto platform. The role involves guiding plan sponsors and administrators, managing a book of business, ensuring accurate data transfer and reconciliation, and partnering with internal teams. While the role is not directly building AI models, it requires active engagement with AI tools to improve efficiency and client communication, indicating an AI-adjacent function within a mature AI-adopting company. | — | 5 |
| Senior Staff Software Engineer - Pricing and Packaging Senior Staff Software Engineer and Tech Lead for Gusto's internal Commerce Platform, focusing on architecture and delivery of systems for packaging, pricing, and product delivery. The role involves partnering with product, data science, and engineering teams to build scalable platform infrastructure. The role also emphasizes leveraging AI tools to accelerate engineering velocity and improve team practices. | — | 5 |