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About the Role

Design is central to how Rippling transforms complex business software into user-friendly products. As a Lead Product Designer on the AI Platform team, you will help define the presence of AI across Rippling’s product suite and shape the systems and interaction models that make enterprise AI reliable and integrated into work. This leadership-level individual contributor role is for a designer who can navigate ambiguous, high-leverage problem spaces, partnering with product, engineering, and executive leadership to translate AI capabilities into scalable product experiences.

Responsibilities

Define and drive the design vision for AI Platform experiences across Rippling.
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 many dependencies.
Partner deeply with AI Platform PMs, engineering managers, product engineers, and design leaders.
Work hands-on with individual pods while also connecting patterns across the broader AI Platform roadmap.
Translate emerging AI behaviors, model capabilities, and platform constraints into practical product patterns.
Create high-fidelity prototypes, frameworks, written narratives, and decision-making artifacts.
Raise the craft bar for AI product experiences across Rippling by coaching designers and codifying patterns.
Stay close to customers, customer-facing teams, competitors, and frontier AI developments.
Help shape how enterprise AI looks beyond demos, grounded in real business workflows 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.
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.
Strong product judgment and strategic thinking.
Excellent executive communication, storytelling, writing, and documentation skills.
Technical curiosity and fluency, including comfort working closely with engineers on AI systems.
A bias toward shipping, learning, and iterating quickly without sacrificing quality, coherence, or user trust.
A collaborative leadership style that builds trust across teams.
A strong point of view on how AI should improve enterprise software.

Skills

AI product development
Systems thinking
Interaction design
Product judgment
Strategic thinking
Executive communication
Storytelling
Writing
Documentation
Technical fluency
AI systems
Platform primitives
Model behavior
Evals
Agentic workflows
MCPs

Location

US-based

Work Type

Office-based (at least three days a week)
In-office

Experience Level

Lead
Senior IC
Principal designer
Design director
Design leader
10+ years

Salary/Compensations

Competitive salary + benefits + equity

Benefits

Competitive salary + benefits + equity

About the Company

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.
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, many user types, and many product surfaces while still feeling coherent, trustworthy, and distinctly Rippling.

Equal Opportunity

Rippling 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.