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 |
|---|---|---|
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| Revenue Operations Analyst This role focuses on leveraging AI tools for data analysis, reporting, and automation within a revenue operations context. The primary goal is to provide insights and support for sales and marketing functions, using AI to enhance data quality, standardize processes, and prototype solutions. While AI tools are integral to the daily workflow, the role itself is not about building or researching AI models, but rather about applying existing AI capabilities to improve business operations and decision-making. | — | 5 |
| Partner Manager Gusto is seeking a Partner Manager to drive the strategy and growth of their Gusto Pro accounting firm partners. The role involves managing existing revenue, identifying growth opportunities, building relationships, and collaborating with internal teams to influence product roadmap. The ideal candidate will have 5+ years of experience in a sales-related function, a track record of exceeding sales quotas, deep understanding of the accounting firm landscape, and proven experience integrating AI into their daily workflow for sales, research, and summarization. | — | 5 |
| Summer Opportunities - Retirement Sales AE This role is for a Mid-Level Retirement Account Executive at Gusto, focusing on selling and expanding 401(k) and retirement plans to small and mid-sized businesses. The role involves consultative sales, managing inbound and outbound opportunities, and guiding customers through the sales process using AI-enabled tools. It requires quota ownership and collaboration with internal teams for plan migration and compliance. | — | 5 |
| Controller, Symmetry This role is for a Controller at Symmetry, a payroll infrastructure company that is part of Gusto. The role involves managing financial close, reporting, accounting for internally developed software and cloud computing arrangements, SaaS revenue recognition, and compliance. A key aspect of the role is to champion and pilot AI and automation tools to modernize finance workflows and improve efficiency. While the company uses AI extensively and expects employees to engage with AI tools, the core function of the Controller is not to build or research AI models, but to leverage AI for operational improvements within finance. | — | 5 |
| Senior Paid Social Lead This role is for a Senior Paid Social Marketing Lead who will own the paid social program end-to-end, from brand awareness through conversion, across various social channels. The role involves managing multi-million dollar budgets, defining measurement frameworks, leading creative strategy and testing, and acting as an internal subject matter expert on paid social and AI-powered marketing workflows. The ideal candidate will be AI-fluent in practice, using AI tools consistently in their daily workflow to accelerate tasks and implement AI-driven efficiencies. | — | 5 |
| Head of Partner Growth, Embedded Payroll This role is for a Head of Partner Growth at Gusto, focusing on their Embedded Payroll platform. The primary responsibility is to lead a team that drives go-to-market execution, revenue growth, and operational frameworks for embedded partners. While the role involves leading a team and managing strategic relationships, a significant emphasis is placed on leveraging and driving AI fluency within the team, embedding AI tools into daily operations, and identifying AI-powered workflows to improve efficiency and decision quality. The role is product-focused within the enterprise AI domain, aiming to scale the embedded payroll business. | — | 5 |
| Senior Product Manager, Gusto Pro Workflows Senior Product Manager for Gusto Pro Workflows, focusing on the accountant user base. The role involves leading product discovery, strategy, and iterative development, with a strong emphasis on leveraging AI tools to enhance workflows and deliver customer value. The product manager will partner with engineering, design, and data science, define key metrics, and drive product outcomes in an AI-first environment. | — | 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 |
| Senior Franchise Account Executive This role is for a Senior Franchise Account Executive at Gusto, a company that provides payroll, benefits, and HR services for small businesses. The primary focus is on generating new franchise revenue by prospecting, building relationships with multi-unit operators, and closing deals. The role involves executing and refining the franchise sales playbook, managing the full sales cycle, and partnering cross-functionally. A key aspect is the expectation for all team members to actively use and provide feedback on AI tools integrated into their workflows, particularly in sales activities like writing, research, prep, and summarization. | — | 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 |
| Business Insurance Account Executive This role is for a licensed Property & Casualty Insurance Broker to pilot a new broker model at Gusto. The individual will quote and issue business insurance policies, provide customer support, and act as a human-in-the-loop to train and optimize an AI insurance advisor. The role requires active engagement with AI tools, sales experience, and insurance licensing. | — | 5 |
| Future Opportunities: Retirement Advocate This role is for a customer experience professional focused on retirement benefits at Gusto. While the role utilizes AI-assisted tools, the core function is customer support and relationship management within the fintech domain, not direct AI/ML development. | — | 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 |
| 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 |
| Staff Data Scientist, Risk Senior Data Scientist role focused on risk within a fintech company. The role involves using experimentation, statistical inference, and causal analysis to drive strategic decisions. It also requires integrating AI-assisted practices to enhance analysis and insights. The primary focus is on product data science and risk management. | — | 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 Field Marketing Manager This role is for a Senior Field Event Marketing Manager at Gusto, responsible for designing, producing, and optimizing event marketing programs. The role involves collaborating with cross-functional teams, managing budgets and timelines, building relationships with external partners, and leveraging AI tools to enhance event marketing workflows. The ideal candidate has 7-10 years of experience in event marketing and production, strong project management skills, and AI fluency. | — | 5 |
| Sales Enablement Learning Partner, PEO & Business Insurance This role is for a Sales Enablement Learning Partner focused on PEO & Business Insurance at Gusto. The primary function is to design and implement learning solutions for sales teams, focusing on product knowledge, skill development, and driving revenue growth. While the role is not directly building AI models, it requires active engagement with AI tools and a focus on leveraging them to improve sales enablement processes. The role emphasizes collaboration, needs analysis, solution design, delivery, and performance measurement, with a strong focus on learner-centered design and continuous improvement. | — | 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 |