Currently tracking 14 active AI roles, up 18% versus the prior 4 weeks. Primary focus: Agent · Product. Salary range $111k–$321k (avg $220k).
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| Principal Product Operations Manager, Benefits This role focuses on operationalizing and improving AI tools and AI-assisted workflows within a product operations context, specifically for a new Gusto product. The individual will leverage customer feedback and operational metrics, using AI tools to accelerate service design, insight synthesis, and build AI agents for operational tasks. The goal is to enhance customer experience and drive business insights through AI. | Agent | 5 |
| Associate Principal, Financial Data This role focuses on owning the financial data layer for Gusto's payment platform, ensuring accuracy, completeness, and auditability. It involves designing and implementing AI-powered workflows for reporting, analysis, and controls, with a strong emphasis on data integrity and regulatory compliance within a FinTech environment. The role requires a blend of accounting expertise, data skills (SQL), and a proactive approach to adopting and evaluating AI tools. | Agent | 5 |
| Principal Software Engineer, Money Group Principal Software Engineer for Gusto's Money Group, focusing on technical leadership, architectural vision, and driving AI-native solutions for financial products. This role involves migrating services from a monolith to a service-oriented architecture, managing partner ecosystems, and mentoring engineers, with a strong emphasis on integrating AI for features like transaction categorization and conversational finance. | Agent | 5 |