Product Design Lead, AI Platform

Urban Ridge Supplies•New York, NY

About The Position

As a Lead Product Designer on Rippling’s AI Platform team, you will help define how AI appears across Rippling’s product suite and shape the patterns, systems, and interaction models that make enterprise AI useful, reliable, and integrated into work. This is a leadership-level individual contributor role focused on ambiguous, high-impact problem spaces across multiple product verticals. You will partner with product, engineering, and executive leadership to align teams around important outcomes and translate emerging AI capabilities into scalable, coherent product experiences. The role combines strategic leadership with hands-on design work. You will shape the direction of enterprise AI experiences while working through interaction and graphic design details, technical constraints, model behavior, workflows, permissions, and edge cases. You will influence individual features as well as the future of enterprise human-agent interaction. The AI Platform team builds foundations for AI-native experiences across Rippling’s products, partnering with teams in HR, IT, Finance, Spend, Travel, Payroll, Benefits, and other areas. As a key design partner to senior product and engineering leaders, you will work with product managers and engineering managers, contribute directly with teams shipping AI experiences, and connect work across the company into a clear, scalable product language for AI.

Requirements

At least 10 years of product design experience, including significant experience designing and shipping complex SaaS, platform, or enterprise products.
Recent hands-on experience designing and shipping AI products or AI-powered features, with fluency in the language, trade-offs, and constraints of modern AI product development.
Exceptional systems thinking and the ability to design across complex product architectures, data flows, permissions, dependencies, and edge cases.
A track record of leading high-impact, cross-product initiatives as a senior individual contributor, principal designer, design director, or equivalent design leader.
Deep interaction design craft, including the ability to create novel patterns and demonstrate them through prototypes or production work.
Strong product judgment and strategic thinking, including framing ambiguous problems, identifying high-leverage opportunities, and influencing roadmaps across teams.
Excellent executive communication, storytelling, writing, and documentation skills; ability to make complex ideas clear, persuasive, and actionable.
Technical curiosity and fluency, including comfort working with engineers on AI systems, platform primitives, model behavior, evaluations, agentic workflows, MCPs, or related technical concepts.
A bias toward shipping, learning, and iterating quickly without sacrificing quality, coherence, or user trust.
A collaborative leadership style that builds trust across design, product, engineering, go-to-market, and customer-facing teams, while constructively challenging assumptions.
A strong point of view on how AI should improve enterprise software, alongside willingness to learn from customers, data, technical constraints, and implementation teams.

Responsibilities

Define and drive the design vision for AI Platform experiences across Rippling, including product concepts, interaction patterns, and principles for AI-native workflows.
Create reusable frameworks for AI interactions, agentic workflows, automation, human-in-the-loop review, transparency, trust, permissions, and control.
Lead large, ambiguous, cross-product design initiatives involving product, engineering, data, infrastructure, design, and go-to-market teams.
Partner with AI Platform product managers, engineering managers, product engineers, and design leaders to turn complex technical capabilities into intuitive, trustworthy user experiences.
Work hands-on with individual pods while connecting patterns across the AI Platform roadmap and adjacent product areas.
Translate emerging AI behaviors, model capabilities, evaluations, agentic workflows, and platform constraints into practical product patterns for adoption across teams.
Create high-fidelity prototypes, frameworks, written narratives, and decision-making artifacts to align executives, de-risk strategic bets, and help teams move quickly.
Coach designers, review work, and codify scalable guidance to raise the craft bar for AI product experiences across Rippling.
Engage with customers, customer-facing teams, competitors, and developments in AI to identify unmet needs and inform long-term AI product strategy.
Shape enterprise AI experiences around real business workflows, sensitive data, approvals, accountability, and measurable customer value.