Gusto currently has 25 active job listings related to artificial intelligence. The majority of these roles, 68%, are focused on agents, with application roles making up another 28%. Product and Engineering are the top hiring functions. The company is frequently seeking candidates with experience in agent orchestration, LLM observability, and guardrails.
Currently tracking 17 active AI roles, down 19% versus the prior 4 weeks. Primary focus: Agent · Engineering. Salary range $111k–$321k (avg $220k).
Gusto currently has 23 active AI-related roles in our index. The most common open titles are: Benefits Engineering Manager, Enterprise Application AI Architect, Head of Client Experience, Symmetry , Head of Customer Referral & Emerging Channels, Head of ML/AI Engineering. Most positions are in Product and Engineering.
Gusto's active AI hiring is concentrated in: agents (70%), application (30%). 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 (23 roles), Canada (3 roles).
Job postings at Gusto most frequently reference: agent orchestration, llm observability, guardrails, model serving, rag.
In the past 30 days, Gusto has posted 6 new AI-related roles. That is a -25% change versus the prior 30 days (8 → 6).
| 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 |
| 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 |
| Strategic Operations Lead This role is responsible for building and operating 'Benefits Labs', a system that governs how Gusto's Benefits organization tests, validates, and scales operational change. The role is AI-native, focusing on designing and running AI agents, automations, and workflows for tasks like triaging work, executing pilots, and synthesizing evidence, with the goal of creating a highly leveraged system that minimizes manual intervention. | Agent | 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 |
| AI Solutions Architect The AI Solutions Architect will design, prototype, deploy, and continuously improve AI-driven agentic workflows for service operations at Gusto. This role involves architecting end-to-end agentic service workflow frameworks, designing multi-agent orchestration patterns, and influencing AI platform capabilities. The architect will also ensure AI governance, translate CX quality stakes, and strengthen evaluation frameworks, working closely with Engineering, CX, Legal, and Compliance. | AgentServe | 8 |
| Head of Client Experience, Symmetry This role leads the transformation of client experience at Symmetry (part of Gusto) by defining and executing a vision for agentic-powered client support. The Head of Client Experience will partner with Product and Engineering to integrate AI products, build 24/7 AI-powered support, and enhance team efficiency with AI and automation, while maintaining a human touch and client empathy. The role requires a technical builder with proven AI fluency and experience in leading teams and driving operational transformation. | Agent | 8 |
| Principal Product Manager, AI Enabled Workforce This role is for a Principal Product Manager focused on building an AI-native, agentic platform to enhance internal workforce productivity and customer experience. The individual will architect a "System of Intelligence" and "Digital Exoskeleton" to automate tasks, provide real-time assistance, and create a symbiotic AI-Human-AI loop, transforming how GTM and Service teams operate. | Agent | 8 |
| Head of AI-Native Talent Systems Gusto is seeking a Head of AI-Native Talent Systems to redesign how people grow within an AI-native company. This role focuses on building systems for onboarding, feedback, performance reviews, and promotions, using AI as a practical tool for reflection, coaching, and skill-building. The goal is to make growth obvious, continuous, and integrated into the flow of work, ultimately creating an AI-powered environment where development is a natural byproduct of doing the job. | Agent | 8 |
| Senior Staff IT Controls, Enterprise Applications Senior Staff IT Controls role focused on evolving and scaling IT General Controls (ITGCs) across enterprise applications. The role will pioneer the use of AI and automation, including LLM-based evidence review and agentic control testing, to transform assurance into a scalable, intelligent capability. This involves building AI-native continuous controls monitoring and governing internal AI builds to ensure they meet control standards. The role requires deep IT controls expertise combined with a vision for AI-augmented assurance and SOX 404 compliance. | AgentEval Gate | 7 |
| Staff Software Engineer, Platform Orchestration Staff Software Engineer, Platform Orchestration role focused on building an internal platform that enables engineers to ship production-grade systems. A key aspect is developing the AI-agent surface for this platform, allowing agents to safely drive infrastructure and deployment workflows. | Agent | 7 |
| Legal AI Engineer (Contractor) This role is for a Legal AI Engineer on a fixed-term contract to build foundational AI infrastructure for a legal team. The engineer will design, implement, and document AI systems and workflows, including a structured knowledge layer and AI-assisted processes for contract review and matter intake. The goal is to turn experiments into robust, shared systems that can be maintained internally after the engagement. | Agent | 7 |
| Senior Product Manager, Document Studio Senior Product Manager for Gusto's Document Studio, an AI-powered platform that helps small business owners generate personalized and compliant HR documentation for various situations like new hires, compensation changes, and terminations. The role involves owning the product strategy, roadmap, and execution for the entire end-to-end experience, including the Handbook product, document templates, employer-facing manager, employee experience, and the underlying platform. The PM will partner closely with engineering, design, Legal, and Compliance, leveraging AI tools to automate processes and deliver customer value. | Agent | 7 |
| Principal Data Scientist, Payments Principal Data Scientist on the Payments team at Gusto, focusing on integrating AI into financial infrastructure. The role involves owning payments intelligence, driving experimentation, building predictive models for failure and risk, and developing AI-native data products. Requires strong SQL, Python, experimentation expertise, and experience with payments domain knowledge. The role emphasizes building AI as a core component and responsible AI use in a regulated financial context. | AgentData | 7 |
| AI Manager, Compliance Systems Manager role focused on building AI-powered compliance systems from scratch, involving designing architecture, deploying and managing AI agents for various compliance use cases, and ensuring human oversight. The role requires hands-on experience with AI tools, agent orchestration, prompt engineering, and operating within a regulated fintech environment. | Agent | 7 |
| Staff Product Designer, Benefits Staff Product Designer for the Benefits team at Gusto, focusing on designing and launching a new AI-native product offering. The role involves leading discovery, designing end-to-end service experiences, creating AI-assisted decision moments, defining systems for AI safety and scalability, making data operational for AI collaboration, and building feedback loops to improve AI quality. The designer will also use AI-assisted dev tools for prototyping and delivery. | Agent | 7 |
| Principal Product Manager, Agentic Benefits Operations Product Manager to lead the transformation of Gusto's benefits administration platform, focusing on agentic workflows, customer-facing experiences, internal tooling, and carrier integrations. This role requires strategic thinking, collaboration across functions, and accelerating execution in an AI-first world. | Agent | 7 |
| Staff Product Designer - Time Tools Product Designer role focused on the Time Tools team at Gusto, with a strong emphasis on designing AI-native experiences for small business owners and employees. The role involves defining how users interact with AI-generated outputs, ensuring human control and safety, and shipping end-to-end product experiences. | Ship | 7 |
| Senior Engineering Manager, Symmetry Product Development Seeking a seasoned engineering leader to manage a product development team focused on leveraging AI for payroll infrastructure. The role involves supporting existing core products, advancing AI integration across the product portfolio and SDLC, and transforming shared services like DevOps and QA to be AI-native. The goal is to drive innovation, increase engineering velocity, and ensure AI is a key differentiator. | Ship | 7 |
| Principal Product Designer, CoreX AI Principal Product Designer to lead AI design across Gusto, defining AI's interaction model, UX principles, and product direction. This role is strategic and hands-on, shaping AI-powered workflows, ensuring user trust, and shipping customer-facing AI capabilities. The designer will work with senior leaders to define the AI portfolio and establish scalable AI interaction patterns. | ShipAgent | 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 |
| Executive Operations - R&D Executive Operations partner for R&D leaders, focusing on operational efficiency, coordination, and project management, with an emphasis on leveraging AI tools to enhance these functions. | — | 5 |
| Manager, Expansion Account Manager This role is for a Manager of Expansion Account Management at Gusto, a company that provides payroll, benefits, and HR services to small businesses. The role focuses on leading 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, this specific role is not directly building or researching AI models, but rather leveraging AI tools for sales and operational efficiency. The role requires experience in SaaS sales leadership, data analysis, CRM proficiency, and integrating AI into daily workflows for tasks like writing, research, and summarization. | — | 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 |
| Broker Integration Advocate This role is for a Broker Integration Advocate at Gusto, a company that uses AI extensively. The role focuses on managing the customer journey for integrating benefits, ensuring accuracy and timeliness. While the company is AI-native and expects employees to use AI tools, this specific role is customer-facing and process-oriented, not directly building AI models or systems. The primary focus is on customer onboarding and project management within the benefits integration process. | — | 5 |
| Senior Staff Service Designer Senior Staff Service Designer role focused on designing and building AI-assisted service workflows within an enterprise AI context. The role involves creating coherent, resilient, and understandable interactions between AI systems, product experiences, and human teams, with a focus on improving customer experience and operational efficiency. This is a product-focused role that uses AI tools to prototype and improve service delivery. | Agent | 5 |
| Workplace Experience Program Manager This role is for a Workplace Experience Program Manager at Gusto, a company that uses AI tools. The role involves designing and delivering employee engagement programs, managing on-site events, and driving workplace communications. A key aspect is leveraging AI tools to automate tasks such as survey distribution, feedback analysis, event logistics, and communication monitoring to improve efficiency and employee experience. The role is not directly building AI models but uses AI tools extensively. | — | 5 |
| Consumer Money Support Specialist, Tier 2 This role is a Tier 2 Consumer Money Support Specialist at Gusto, focusing on complex Wallet and Cash Account issues including fraud, disputes, and account locks. The role requires strong judgment, decision-making, and a focus on member experience within a regulated financial environment. While the role is not directly building AI models, it heavily utilizes AI tools for case research, documentation, and process improvement, indicating a mature adoption of AI within the company's operations. | — | 5 |
| Benefit Services - Member Fulfillment This role is for a Member Fulfillment Specialist at Gusto, a company focused on providing payroll, health insurance, and HR services to small businesses. The specialist will manage the end-to-end enrollment process for health insurance, acting as a liaison between customers and insurance carriers. The role emphasizes accuracy, timeliness, and collaboration, with a strong expectation for all team members to actively use and master AI tools to improve efficiency and accuracy in their daily tasks. While the company is AI-native and expects AI tool usage, the core responsibilities do not involve building or researching AI models themselves, but rather leveraging existing AI tools within an operational context. | — | 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 |
| CX Learning & Development Facilitation & Programs Manager This role is for a Learning & Development Manager at Gusto, focusing on people management, facilitation strategy, cohort experiences, and program delivery. The role requires AI fluency, with an emphasis on using AI tools for tasks like copy generation, program design, and analysis, and evaluating AI-enabled learning solutions. The candidate should have experience with LLMs, prompt engineering, and AI tools for content creation and data analysis. | — | 5 |
| Staff Content Strategist This role focuses on content strategy for Gusto's website, acting as a growth lever. It involves owning messaging, content strategy, and copy across the website, partnering with various teams, and using AI tools to enhance workflow and shape AI-driven content experiences. The role requires governing AI-generated content, setting standards, and ensuring quality and trust. | — | 5 |
| Staff Software Engineer, Developer Productivity Async Staff Software Engineer focused on Developer Productivity, enhancing tools and systems for product engineers, with a focus on asynchronous processing using Sidekiq and Kafka. The role involves utilizing AI tools for large-scale code migrations and LLMs to reduce incident resolution time. | — | 5 |
| Jr. Onboarding Associate This role is for a Jr. Onboarding Associate at Gusto, a company focused on providing payroll, benefits, and HR services to small businesses. The role involves interacting with customers via email, chat, and phone to help them choose Gusto, match offerings to their needs, and guide them through the onboarding process. A key aspect of the role is the daily use of AI-powered workflows for sales, research, prep, and summarization, with an expectation to provide feedback for tool improvement. While AI is integrated into the workflow, the core function is customer interaction and sales, not building AI models. | — | 5 |
| Head of Partner Experience, Embedded Payroll This role is for a Head of Partner Experience, Embedded Payroll at Gusto. The primary focus is on scaling the customer experience service model for Gusto Embedded partners, leveraging in-house CX capabilities. Responsibilities include shaping CX strategy, training partner CX teams, collaborating across functions to enhance customer experience and reduce cost-to-serve, using data to drive performance, and growing/empowering a CX team. The role requires leadership experience in CX/operations, partner scaling, and enterprise SaaS support, with a strong emphasis on a builder mindset, strategic systems thinking, and customer empathy. While AI is fundamental to Gusto's operations and team members are expected to engage with AI tools, this role's core function is not building or directly deploying AI models, but rather managing and scaling customer experience operations within a fintech product. | — | 5 |
| Group Operations Fulfillment, Benefit Services This role is for a Group Operations Fulfillment Specialist at Gusto, an AI-native company. The primary responsibility is to manage the end-to-end enrollment process for group health insurance, acting as a liaison between customers and health insurance carriers. The role involves ensuring accuracy and timeliness of all documentation, processing orders, and collaborating with internal and external teams. While the company is AI-native and expects employees to leverage AI tools, this specific role focuses on operational fulfillment and administrative tasks rather than building or researching AI models. | — | 5 |
| Future Opportunities: HR Constultant This role is for an HR Consultant at Gusto, a company that provides payroll, benefits, and HR services to small businesses. The consultant will drive people operations for clients, leveraging technology and systems to improve efficiency. While AI is fundamental to Gusto's operations and employees are expected to engage with AI tools, this specific role is not focused on building or developing AI models. | — | 5 |
| Future Opportunities: Dedicated Service Advisor This role is for a Dedicated Service Advisor at Gusto, a company that provides payroll, benefits, and HR services to small businesses. The advisor will be the main point of contact for customer support, acting as a product expert, educating customers, and advocating for them to influence product decisions. The role involves resolving customer issues, identifying churn risks, and collaborating cross-functionally. A key aspect is the expectation for all team members to actively engage with AI tools relevant to their role and demonstrate AI fluency for efficiency and quality gains. | — | 5 |
| Future Opportunities: Dedicated Service Advisor This role is for a Dedicated Service Advisor at Gusto, a company that provides payroll, benefits, and HR services for small businesses. The advisor will be the main point of contact for customer support, acting as a product expert and customer advocate. The role involves building trust, resolving issues, identifying churn risks, and collaborating cross-functionally. While the company emphasizes AI as fundamental to its operations and expects employees to use AI tools, this specific role focuses on customer service and product support, not direct AI/ML development. | — | 5 |
| Senior Pricing and Monetization Manager This role is for a Senior Pricing and Monetization Manager at Gusto, a fintech company. The role focuses on developing and executing pricing and monetization strategies for Gusto's platform, including payroll, time management, HR, and financial services. While the company emphasizes an 'AI-native environment' and expects employees to use AI tools, the core responsibilities are product strategy, commercial go-to-market initiatives, and KPI management, rather than direct AI/ML model development. The role involves collaborating with various teams and shipping MVPs and pilots, indicating a focus on product delivery within an AI-enhanced workflow. | — | 5 |
| Workplace Operations Lead - Denver This role is for a Workplace Operations Lead who will ensure seamless day-to-day workplace operations and deliver a high-touch, hospitality-driven employee experience at the Denver office. The role involves facilities coordination, vendor management, asset tracking, maintenance, workplace request workflows, office services, event support, EH&S program management, and process improvement. The candidate will use AI tools to draft communications, summarize feedback, identify patterns in requests, track open requests, flag overdue items, analyze vendor spend, and leverage AI-driven dashboards for occupancy, safety, and resource usage. The role requires building at least one workflow from scratch using AI. | — | 5 |
| Senior Staff Security Engineer - Network Security Senior Staff Security Engineer focused on network security and edge defense, leveraging AI-native tools and workflows to enhance security operations and automation. | — | 5 |
| Principal Product Manager, Reporting Product Manager for Gusto's Reporting team, focusing on delivering AI-native reporting capabilities to small businesses. This role involves driving strategy, defining vision, shipping customer-facing value, and partnering with engineering, design, and data teams to build AI-powered reporting experiences. | Ship | 5 |
| Partner Account Executive This role is for a Partner Account Executive at Gusto, focusing on the GustoPro platform for accounting firms. The primary responsibility is to recruit, enable, and drive new accounting firm partners to add net new clients. The role involves engaging with C-level executives, negotiating agreements, managing a 30-day enablement plan, and ensuring partners reach activation benchmarks. The role is described as a 'builder' who designs systems and processes, and is expected to leverage AI tools to enhance sales workflows and partner engagement. While AI tools are mentioned as a part of the role's function, the core craft is sales and partner management, not building AI models. | — | 5 |
| Expansion Account Executive This role is for an Expansion Sales Account Executive at Gusto, a company that provides payroll, benefits, and HR services for small businesses. The role involves driving expansion revenue by engaging existing customers through inbound and outbound outreach, using a structured cadence to generate ARR growth. A key aspect of the role is the mandatory use of AI-powered workflows for selling, including running assigned tools daily, identifying inefficiencies, and providing feedback to improve these tools. The role requires 3+ years of consultative sales experience, proficiency in Salesforce, and a proven track record of integrating AI into daily work for writing, research, prep, and summarization, with a focus on providing feedback for tool improvement. | — | 5 |
| Staff Business Systems Analyst This role is for a Staff Business Systems Analyst on the Unified Service Platform (USP) product team at Gusto. The USP team is responsible for engineering the intelligent, AI-driven ecosystem that brings GTM and Service operations into alignment. The role involves driving platform excellence, leading cross-functional delivery, owning the integration ecosystem, acting as a technology strategist, building exceptional Gustie experiences, owning lead-to-cash capabilities, and championing change communication. The ideal candidate has extensive experience with Salesforce, GTM tools, and is comfortable using AI tools to accelerate development. While the role is within an AI-native team and requires using AI tools, the core responsibilities are focused on business systems analysis and platform management rather than direct AI/ML model development. | — | 5 |
| Senior Product Manager, Web Experiences Product Manager for Gusto's website, focusing on the new customer experience and scalability. The role involves owning the website roadmap, balancing improvements to the signed-out customer experience, and ensuring long-term scalability and ecosystem health. The role emphasizes using AI and automation in product development and requires experience with cross-functional collaboration and data-informed decision-making. | — | 5 |
| Senior Manager, Growth Data Science Senior Manager, Growth Data Science at Gusto, leading a team to leverage data and AI for product understanding, scaling, and growth. The role involves managing data scientists and analysts, shaping strategy through data, developing measurement frameworks, supporting experimentation (including for AI/ML systems), partnering on AI-powered product development, and influencing senior leadership. Requires 10+ years in data science with 4+ years of management experience, deep product analytics expertise, technical fluency, AI product intuition, strategic acumen, and strong communication skills. Experience with ML applications in product contexts is preferred. | Ship | 5 |
| Head of Customer Referral & Emerging Channels This role leads customer referral and emerging acquisition channels, leveraging AI to identify advocates, personalize outreach, and analyze signals. The primary focus is on building and scaling acquisition programs, with AI used as a tool to enhance these efforts. | Agent | 5 |