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Senior Manager of Product Design, AI Platform

Rippling - New York, NY, United States - Hybrid - posted 2026-09-18

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Rippling is a unified platform for HR, IT, and Finance that brings together workforce systems—payroll, expenses, benefits, computers, and third-party apps—into a single system. The company has raised $1.4B+ from top-tier investors and was named one of America's best startup employers by Forbes. As Senior Manager of Product Design for the AI Platform, you will lead design strategy and execution for how AI appears across Rippling's product suite, including agents, workflows, approvals, growth and adoption, trust patterns, and model design. This is a senior design leadership role requiring both people management and deep craft expertise. You will manage and coach strong designers while staying close to systems thinking and product strategy. You'll partner closely with Product, Engineering, Research, and cross-functional teams to create AI experiences that are coherent, reliable, and deeply integrated into how businesses operate. Key responsibilities include: - Lead Product Design for the AI Platform, shaping interaction models, UX patterns, and design principles guiding AI experiences across Rippling - Manage, coach, and raise the bar for designers working in ambiguous, high-leverage platform problem spaces - Define reusable patterns for agents, generated UI, human-in-the-loop approvals, trust, explainability, citations, error recovery, and user control - Partner with Product and Engineering leaders to translate ambiguous AI platform opportunities into coherent, shippable product experiences - Drive cross-product alignment so AI experiences feel consistent, permission-aware, and useful across HR, IT, Finance, workflow, and admin surfaces - Use customer insight, product data, competitive analysis, and internal team feedback to identify highest-leverage design opportunities - Create operating rituals for design reviews, pattern adoption, quality control, and cross-functional decision-making - Help attract, evaluate, and close senior design talent for Product Design and AI Platform The AI Platform team focuses on making AI a practical, trusted, and deeply integrated part of Rippling's platform. Rippling has a unique foundation: a connected business graph, permission model, workflow surface, and product breadth across HR, IT, Finance, apps, devices, approvals, and employee data. Product Design's role is to make those capabilities understandable, controllable, and useful for customers and internal builders. Rippling values in-office collaboration; office-based employees are expected to work in the office at least three days per week. REQUIREMENTS: - 10+ years of overall product design experience, including substantial work in complex B2B, enterprise SaaS, platform, workflow, developer tools, productivity, fintech, or AI product environments - 3+ years of product design management experience, including managing, coaching, and developing senior designers while maintaining a high bar for craft and product judgment - Strong systems thinking, with the ability to connect product surfaces, workflows, permissions, states, edge cases, and technical dependencies into coherent user experiences - Demonstrated ability to create reusable interaction patterns or design-system primitives that scale across multiple teams or product areas - Fluency in AI product challenges such as model uncertainty, generated output, user trust, explainability, human-in-the-loop decision-making, feedback loops, and error recovery - Strong cross-functional leadership with Product, Engineering, Research, GTM, CX, and executive stakeholders - Exceptional storytelling and communication skills; able to turn complex, multi-team decisions into crisp narratives that drive alignment and execution - A portfolio or body of work showing shipped product impact, strong craft, and leadership through ambiguity

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