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 |
|---|---|---|
| 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 |
| 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 |
| 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 |
| 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 |
| Benefits Advisor This role is for a Licensed Benefits Advisor at Gusto, a company that provides payroll, health insurance, and HR services to small businesses. The advisor will guide clients through health benefits decisions, manage a portfolio of clients, and ensure timely and accurate support. While Gusto emphasizes the use of AI tools in its operations, this specific role focuses on client-facing benefits advising and does not involve building or directly managing AI/ML models. | — | 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 |
| Staff Mobile Software Engineer, iOS Gusto is seeking a Staff Mobile Software Engineer for their iOS team. The role involves architecting, building, testing, and refining the native iOS app and supporting mobile web views. Responsibilities include developing product features, collaborating with cross-functional teams, and scaling essential services like push notifications and localization. The ideal candidate will have at least 6 years of Swift/iOS experience, strong communication skills, and a self-driven mindset. While AI is fundamental to Gusto's operations and employees are expected to engage with AI tools, this specific role focuses on core mobile engineering rather than direct AI/ML model development. | — | 0 |
| People Technology Analyst - Workday This role is for an experienced L4 People Technology Workday Developer responsible for the design, configuration, and optimization of Workday solutions for HR and payroll processes. The role involves leading Workday configuration, architecting business processes, developing advanced reports, driving data quality, leading testing strategies, and providing expert support. While the company mentions AI as fundamental and expects engagement with AI tools, the core responsibilities of this role are focused on Workday system development and optimization, not direct AI/ML model building or research. | — | 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 |
| Staff Mobile Software Engineer, Android Staff Mobile Software Engineer, Android with 8+ years of experience to architect, build, test, and refine Gusto's native Android app, develop product features, collaborate with cross-functional teams, and scale essential services. The role emphasizes ownership of scaling shared services and keeping up with Android advancements, working closely with Product, Identity, Security, System Design, and Infrastructure teams. | — | 0 |