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. Sales Compensation Analyst This role is for a Sr. Sales Compensation Analyst at Gusto, a company that uses AI tools. The analyst will be responsible for end-to-end compensation administration, shaping compensation programs, and driving operational frameworks. They will leverage AI tools to automate tasks, accelerate reporting, and surface insights, contributing to the company's growth. | — | 5 |
| Senior Compensation Partner This role is for a Senior Compensation Partner at Gusto, a company focused on serving small businesses. The role is part of the People team and is responsible for building and scaling compensation programs. It emphasizes a systems-first, AI-aware mindset, using automation and AI tools to improve decision quality, ensure compliance, and reduce manual analysis. The role involves developing, implementing, and communicating compensation programs, leading annual cycles, performing market analyses, using AI tools for analysis and reporting, designing scalable workflows, building dashboards, crafting offers, ensuring regulatory compliance, and optimizing HRIS and compensation tools. The ideal candidate has 8+ years of experience in compensation or a related field, AI fluency, experience running compensation cycles, survey benchmarking expertise, a systems-first orientation, strong analytical skills, knowledge of compensation law, and excellent communication skills. | — | 5 |
| Principal Product Manager, Tax Credits This Principal Product Manager role focuses on building products related to tax credits for small businesses. While the company emphasizes the use of AI tools in product development and expects employees to engage with them, the core function of the role is product management and strategy for a specific business domain, not the direct development or research of AI models or systems. The role involves leading product discovery, running experiments, and creating long-term vision, with AI being a tool to achieve these goals. | — | 5 |
| Senior Engineering Manager, Builder Enablement - Front End Senior Engineering Manager to lead a team focused on AI-assisted development and builder enablement. The team owns Gusto's design system and AI tooling, including MCP servers, agent skills, prototyping sandboxes, and eval systems, aiming to make AI-assisted shipping the default for all builders. The role involves leading senior engineers, partnering with Design and Product, and shaping the strategy for AI tooling and the design system. | Agent | 5 |
| Senior Product Manager, Contractor Products Senior Product Manager for Gusto's Contractor Products team, focusing on end-to-end contractor management for SMBs. The role involves leading long-term strategy, defining product vision, and driving execution, with an expectation to actively use AI tools in the product development process. | — | 5 |
| Staff Software Engineer, Security & AI Platform Staff Software Engineer, Security & AI Platform at Gusto. This role focuses on owning and evolving the security foundations for Gusto's products and AI/LLM experiences, including authentication, authorization, and data protection. The engineer will design, build, and operate security systems, platforms, and tooling, with a specific emphasis on tackling ambiguous AI/LLM security problems and providing leadership in security and software engineering excellence. The role requires strong backend engineering skills and experience with distributed systems, with a genuine interest in growing within the security domain. | Agent | 5 |
| Senior Product Manager, Symmetry New Tax Products Product leader to own the development of new business lines for payroll tax products, focusing on AI-powered solutions. This 0 to 1 role requires leading discovery, strategy, and execution for new products, with a focus on delivering durable business outcomes. | Ship | 5 |
| Principal Product Manager, Tax Platform Product Manager for Gusto's Tax Platform, focusing on strategy, roadmap, and execution of core systems for tax calculation, tracking, payment, reconciliation, and filing. The role involves modernizing legacy systems, ensuring accuracy, scalability, and resilience in a regulated fintech domain, and partnering with various teams. Experience with AI-driven features is a plus. | — | 5 |
| Staff Data Scientist - Core Products This role focuses on leveraging experimentation, statistical inference, and causal analysis to drive strategic decisions for Gusto's core products (benefits and HR experiences). The Data Scientist will partner with cross-functional teams, apply advanced statistical methods and AI-assisted analytics, design and analyze experiments, and communicate complex findings to stakeholders. The role also involves mentoring and improving team best practices, including the adoption of AI-native tools. | — | 5 |
| Staff Product Designer, Contractors Gusto is seeking a Staff Product Designer to lead design strategy and execution for their contractor products. The role involves driving end-to-end design processes, partnering with cross-functional teams, and translating insights into user experiences. A key aspect of this role is the expectation for designers to be AI-fluent, actively using AI tools for prototyping, feedback loops, and improving user experiences, reflecting Gusto's AI-native design organization. | — | 5 |
| Senior Product Design Manager, Payroll Senior Product Design Manager for Payroll at Gusto, leading a team of designers to shape the user experience of a core financial product. The role emphasizes an AI-native approach, using AI for prototyping, shortening feedback loops, and automating complex workflows. The manager will set UX direction, mentor designers, and establish quality standards for AI-assisted design, focusing on simplifying payroll processes for small businesses. | — | 5 |
| Staff Software Engineer, Database Infrastructure Staff Software Engineer, Database Infrastructure role at Gusto, focusing on architecting, deploying, and managing distributed database systems (TiDB) on Kubernetes. The role involves complex migrations, defining efficiency improvements, ensuring data consistency and security, and mentoring other engineers. It emphasizes experience with distributed data systems, Kubernetes, AWS, and operating in an AI-native environment. | — | 5 |
| Staff Software Engineer, Core Products Staff Software Engineer role at Gusto focusing on core customer-facing products. The role involves the full product lifecycle, from design to launch and iteration, with a strong emphasis on building scalable solutions, mentoring engineers, and collaborating with cross-functional teams. While not directly building AI models, the role requires leveraging AI tools for development, improving testing, and delivering new product capabilities, along with experimenting with emerging AI frameworks. | — | 5 |
| Future Opportunities: Retirement Advocate This role is for a customer experience professional focused on retirement benefits at Gusto. While the company emphasizes AI integration, this specific role is customer-facing and uses AI tools to assist, rather than build, AI systems. The primary focus is on customer support and optimization of retirement plans. | — | 5 |
| Benefits Onboarding Advocate This role is for a Benefits Advocate on the CX team at Gusto. The role involves supporting small businesses with their health insurance benefits, acting as a single point of contact for inquiries and renewals. The role requires leveraging AI-assisted tools to enhance research and communication, identifying churn risk, and building customer relationships. While AI tools are used, the core function is customer experience and benefits advocacy, not building AI models. | — | 5 |
| Future Opportunities: Payroll Advocate This role is for a customer experience professional focused on payroll support. While the company emphasizes the use of AI tools, the core responsibilities do not involve building or directly managing AI models. The role is customer-facing and focuses on providing support and leveraging AI-assisted tools to enhance their work. | — | 5 |
| Senior Data Engineer Senior Data Engineer at Gusto responsible for building tools and systems that make Gusto's data consistent, user-friendly, and helpful. This role involves partnering with analytics, product, and engineering teams to deliver data solutions that drive business and customer impact, with a functional understanding of leveraging AI and automation in data engineering. | — | 5 |
| Head of Product, Payroll Gusto is seeking a Head of Product to lead their core Payroll product and business area. This role involves defining strategy, roadmap, and business performance, leading a product team, and collaborating with cross-functional departments to deliver an exceptional Payroll experience. The ideal candidate has extensive product management experience, particularly in SMB-focused software and regulated categories, with a strong track record of building and scaling mission-critical products. | — | 5 |
| Head of Social and Influencer Marketing The Head of Social and Influencer Marketing will define and lead Gusto's social and influencer strategy to grow brand awareness, engagement, and consideration among small businesses. This role involves building and managing a team, overseeing social channels, content strategy, and influencer programs. A key aspect is leading Gusto's AI-native evolution by defining standards for ethical and high-quality AI usage across social and brand channels, including developing AI-assisted workflows and ensuring compliance with AI policies. The role requires a proven track record of scaling social and influencer initiatives and operating at an advanced level of AI fluency for the function. | — | 5 |
| Senior Staff Product Designer, Finance Gusto is seeking a Senior Staff Product Designer for their Finance team. This role will set the UX vision and strategy for interconnected product areas including Business Money, Consumer Money, Payments, and Risk. The designer will focus on defining what AI-first financial UX looks like at scale, ensuring products are trustworthy and empowering for small businesses. The role involves influencing product strategy, driving high-impact design opportunities, and hands-on design work, while also developing other designers. | — | 5 |
| Principal Software Engineer - Pay Group Engineering Principal Software Engineer role at Gusto, focusing on core platform capabilities for Payroll and Tax systems. The role involves technical leadership, system design, scaling existing applications (Ruby/Rails, TypeScript/React), and mentoring engineers. While AI is fundamental to how work is done at Gusto and engineers are expected to engage with AI tools, this role is not primarily focused on building AI models or agents, but rather on engineering robust systems that may leverage AI tools. | — | 5 |
| Corporate Development & Partnerships Deal Lead This role is for a Deal Lead in Corporate Development and Partnerships at Gusto, a fintech company. The primary focus is on M&A and strategic partnerships to drive growth. The role requires leveraging AI tools to enhance market analysis, deal sourcing, execution, due diligence, financial modeling, and stakeholder alignment. While AI tools are used extensively, the core craft is not AI/ML model building but rather deal strategy and execution within the fintech domain. | — | 5 |
| Expansion Account Manager This role is for an Expansion Account Manager at Gusto, focusing on customer relationships, retention, and driving account expansion. While the role itself is not directly building AI models, it heavily emphasizes the use of AI tools in daily workflows for sales, customer success, and account management. The candidate is expected to actively engage with and provide feedback on AI tools to improve them, indicating an AI-adjacent role within an AI-mature company. | — | 5 |
| Compliance Lead, Broker-Dealer & Investment Adviser This role is a Compliance Lead for Broker-Dealer & Investment Adviser at Gusto, focusing on owning and maturing the compliance program, including AI governance frameworks. The role requires deep knowledge of FINRA and SEC regulations, managing regulatory filings, examinations, and supervisory controls. It involves hands-on execution, strategic oversight, and ensuring AI tools used within the compliance program are deployed lawfully and outputs are validated. The position is critical for maintaining a defensible and modern compliance program in a regulated financial services environment. | — | 2 |
| Benefit Customer Care Advocate This role is for a Benefit Customer Care Advocate at Gusto, a company focused on providing payroll, health insurance, and HR services to small businesses. The role involves handling customer inquiries via phone, email, and chat, ensuring exceptional service and accurate resolutions. While AI is fundamental to how work gets done at Gusto and employees are expected to engage with AI tools, this specific role is customer-facing support and does not involve building or directly managing AI models. | — | 0 |
| Software Engineer Software Engineer role focused on building and scaling secure, frictionless authentication solutions for Gusto's native Android app and mobile web-views. The role involves integrating biometric authentication and passkey functionalities, implementing secure coding practices, and collaborating with various teams to deliver high-impact solutions. While AI is mentioned as fundamental to Gusto's operations and team members are expected to engage with AI tools, this specific role's core responsibilities are in mobile engineering and security, not direct AI/ML model development. | — | 0 |
| Senior Software Engineer, Data Platform Senior Software Engineer to architect, build, and maintain the data infrastructure at Gusto. Collaborate closely with Data Science, Business Intelligence, and analysts across Gusto teams to help them achieve their goals. This role is a software development position with knowledge of data architectures and data delivery. | — | 0 |
| Future Opportunities: Channel Sales Experience This is a sales role at Gusto, a company that uses AI internally. The role focuses on partner sales, nurturing relationships with accounting firms and financial advisors, and driving new business. While AI is fundamental to Gusto's operations, this specific role is not directly building or researching AI models. | — | 0 |
| Head of Brokerage Operations Gusto is seeking a Founding Operations Leader for its broker-dealer entity to establish and architect its in-house carrying broker-dealer operations. This role involves setting operational objectives, policies, and work plans from the ground up, ensuring compliance with FINRA/SEC regulations and protecting customer assets. The leader will oversee back-office functions, including money movement, transaction reconciliation, and reporting, while collaborating with various teams to balance innovation, execution, financial integrity, and compliance. The role also involves managing an AI-native team and demonstrating ROI on headcount and AI agents. | — | 0 |
| GTM Analytics Engineer Gusto is seeking a Revenue Analytics Engineer to build and maintain foundational data infrastructure for scaling sales efforts. This role involves partnering with GTM analysts to scope and deliver data products, owning sales data end-to-end, and establishing best practices for AI utilization at scale. The position reports to the Head of Go-To-Market analytics and collaborates with Data Science, Data Platform, and Business Technology teams. | — | 0 |
| Corporate Tax Manager The Corporate Tax Manager role at Gusto is responsible for managing all aspects of the company's tax compliance and planning, including tax provisions, tax return preparation, and ensuring adherence to tax laws. The role involves tax research, analysis, and developing tax strategies. The company expects all team members to actively engage with AI tools relevant to their role. | — | 0 |