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 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.
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 |
|---|---|---|
| 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 |
| 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 |
| 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 |
| 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 |
| Head of PEO Sales Gusto is seeking a founder-minded sales leader to establish and build their PEO sales organization from the ground up. This player-coach role involves designing the sales motion, building the team, carrying a personal book of business, and leveraging AI tools to drive sales performance and adoption. The ideal candidate has PEO sales expertise and experience building sales teams in a high-growth environment. | — | 5 |
| Staff Product Designer, Retirement Gusto is seeking a Staff Product Designer for their Retirement team. This role involves shaping strategy, aligning teams, and designing a high-trust retirement experience. The designer will lead the design process, focusing on improving setup, account management, and the connection between payroll and retirement. A key aspect of the role is leveraging AI in daily workflows for faster prototyping and learning, and identifying opportunities where AI can enhance the customer experience. The role also involves translating regulatory requirements into clear UI patterns and mentoring design peers. | — | 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 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 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 |
| 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 |