Senior Manager of Product Design, AI Platform

About RipplingRippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.We prioritize candidate safety. Please be aware that all official communication will only be sent from @Rippling.com addresses.About the roleDesign is central to how Rippling turns complex business software into products our customers can understand, trust, and use. As the senior product design manager for our AI Platform, you will lead the design work that defines how AI shows up across Rippling’s product suite: agents, workflows, approvals, growth and adoption, trust patterns, and model design.This is a senior design leadership role for someone who can manage and coach strong designers while staying close to the craft, systems thinking, and product strategy required to make enterprise AI useful. You will partner closely with Product, Engineering, Research, and cross-functional teams to create AI experiences that are coherent, reliable, and deeply integrated into the way businesses run.What you will doLead Product Design for AI Platform, shaping the interaction models, UX patterns, and design principles that guide 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 the 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.What you will need10+ 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.About the TeamThe AI Platform team is focused on making AI a practical, trusted, and deeply integrated part of Rippling’s platform. Rippling has a unique foundation for enterprise AI: 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.This role will work closely with design leaders, product managers, engineers, researchers, and teams across Rippling to define AI interaction patterns that can scale across the company.Even if you don’t meet all of the requirements listed here, we still encourage you to apply. Skills can be used in lots of different ways and your life and professional experience may be relevant beyond what a list of requirements will capture.Additional InformationRippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email View email address on click.appcast.io highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.This role will receive a competitive salary + benefits + equity. The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here.