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 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 |
| 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 |
| 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 |
| 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 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 |
| 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 |