Product Design Lead, AI Platform

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all workforce systems—payroll, expenses, benefits, and computers—into a single platform. For the first time, you can manage and automate every part of the employee lifecycle. For example, with Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and third-party apps like Slack and Microsoft 365—all within 90 seconds.

About The Role

Design is at the center of how Rippling turns complex business software into products people can understand, trust, and use. As a Lead Product Designer on the AI Platform team, you will help define how AI shows up across Rippling’s product suite and shape the patterns, systems, and interaction models that make enterprise AI useful, reliable, and deeply integrated into work. This is a leadership-level individual contributor role for a designer who can operate across ambiguous, high-leverage problem spaces.

You will work across multiple product verticals, partnering closely with product, engineering, and executive leadership to align teams on critical outcomes while translating emerging AI capabilities into coherent product experiences that scale across Rippling. The work is highly visible and strategically important: you will influence not just individual features, but the future of enterprise human-agent interaction.

The right person for this role is both strategic and hands-on. You should be able to shape the narrative for how enterprise AI should work while also diving deep into interaction design, technical constraints, model behavior, workflows, permissions, and edge cases. In short: you should care about the interface but understand that the hard part is often the plumbing behind it. If you are a design leader with a renewed interest in building AI products with AI tools, we want to talk to you.

Responsibilities

• Define and drive the design vision for AI Platform experiences across Rippling, shaping product concepts, interaction patterns, and principles that teams use to build AI-native workflows.
• Help establish “how Rippling does AI” by creating 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 with dependencies across product, engineering, data, infrastructure, design, and go-to-market teams.
• Partner deeply with AI Platform PMs, engineering managers, product engineers, and design leaders to turn complex technical capabilities into intuitive, trustworthy user experiences.
• Work hands-on with individual pods while also connecting patterns across the broader AI Platform roadmap and adjacent product areas.
• Translate emerging AI behaviors, model capabilities, evaluations, agentic workflows, and platform constraints into practical product patterns that can be adopted across teams.
• Create high-fidelity prototypes, frameworks, written narratives, and decision-making artifacts that align executives, de-risk strategic bets, and help teams move quickly.
• Raise the craft bar for AI product experiences across Rippling by coaching designers, reviewing work, and codifying patterns into scalable guidance.
• Stay close to customers, customer-facing teams, competitors, and frontier AI developments to identify unmet needs and inform Rippling’s long-term AI product strategy.
• Help shape how enterprise AI looks beyond demos: grounded in real business workflows, sensitive data, approvals, accountability, and measurable customer value.

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; fluency in the language, trade-offs, and constraints of modern AI product development.
• Exceptional systems thinking, with the ability to understand and 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 IC, principal designer, design director, or equivalent design leader.
• Deep interaction design craft, including the ability to create novel patterns where established conventions do not yet exist and to prove those patterns through prototypes or production work.
• Strong product judgment and strategic thinking, with the ability to frame ambiguous problems, identify high-leverage opportunities, and influence roadmaps across multiple teams.
• Excellent executive communication, storytelling, writing, and documentation skills; ability to make complex ideas crisp, persuasive, and actionable for senior leaders and cross-functional teams.
• Technical curiosity and fluency, including comfort working closely with engineers on AI systems, platform primitives, model behavior, evals, 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, GTM, and customer-facing teams while constructively challenging assumptions and raising the bar.
• A strong point of view on how AI should improve enterprise software, paired with the humility to learn from customers, data, technical constraints, and the teams closest to implementation.

If you don't meet every requirement but are excited about the role, we encourage you to apply. Skills transfer in unexpected ways, and diverse perspectives often lead to the most innovative solutions.

About The Team

The AI Platform team is building the foundations that make Rippling’s products AI-native. The team works across the full Rippling platform, partnering with product teams in areas like HR, IT, Finance, Spend, Travel, Payroll, Benefits, and more to bring AI capabilities into the workflows businesses rely on every day. This team sits at the intersection of product design, AI infrastructure, product engineering, and company strategy.

The work is unusually broad: designing AI patterns that can operate across many domains, user types, and product surfaces while still feeling coherent, trustworthy, and distinctly Rippling. As the Lead Product Designer for AI Platform, you will be a key design partner to senior product and engineering leaders and a force multiplier for designers working on AI experiences across the company. You will engage with PMs and EMs across AI Platform, go deep with pods that are actively shipping, and help connect their work into a clear, scalable product language for AI at Rippling.

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.

Benefits

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 accommodations@rippling.com.

Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (those who live within a defined radius of a Rippling office), working in the office at least three days a week is considered an essential function of the role.

Pay

The salary for US-based employees will be aligned with one of the ranges below based on location. A variety of factors are considered when determining compensation, including professional background, experience, and location. Final offer amounts may vary from the listed ranges.

• US Tier 1: 174,000 - 325,000 USD per year
• US Tier 2: 156,600 - 292,500 USD per year
• US Tier 3: 147,900 - 276,250 USD per year

This role will receive a competitive salary, benefits, and equity.