Product Design Lead, Design Systems
Hybrid (New York, NY), Hybrid (Seattle, WA), Hybrid (San Francisco, CA), Remote, Hybrid (Toronto, Canada), Hybrid (London, United Kingdom)$174k - $280kFull-timePosted 10mo ago
About the role
Staff/Principal-level Designer to drive AI-powered design system work at Rippling, focusing on AI user experience patterns and internal systems that drive quality and speed across the platform.
Responsibilities
- Push the boundaries of what’s possible: Defining what great AI-first user experiences look like and ensure those experiences are adopted across our products.
- Exercise Agency over Permission: Drive outcomes in a wildly impatient environment. Adopt a "shipping beats demos beats memos" mindset.
- Set a new bar for UX quality: Lead important platform-wide efforts to build easy-to-use, highly repeatable UX patterns.
- Become an authority: Drive the future Rippling’s design language, setting standards for our design system and how systems thinking is embedded within Rippling’s design practice.
- Provide design feedback at scale: Build and drive systems that ensure high quality user experience across Rippling
- LLM-first: Use Agents and AI-based tools to drive alignment, velocity, and execution. Create high-fidelity prototypes; draft PRDs and data models; and deliver visuals and specifications for your final design solutions.
Qualifications
- 8+ years of product design or design systems experience, heavily indexing on dense B2B platforms, horizontal architectures, or complex developer tooling
- Demonstrated AI-Native Mindset: Active use of LLMs (Claude, ChatGPT) and AI-assisted coding/prototyping tools (Cursor, Claude Code) in daily workflow
- Deep Systems Thinking: ability to negotiate horizontal complexity of a compound platform and build UI/UX frameworks that scale across dozens of product surfaces
- Outstanding portfolio showcasing depth in user experience, interaction, and visual/user interface design
- High-Velocity Execution: autonomous IC who drives high-quality craft without becoming a bottleneck
- Experience partnering with Product Managers, Engineers, and Product Designers to execute on component deliverables
- Open to candidates who may not meet all requirements; transferable skills welcome
Skills
Required:AI-first designDesign systemsSystem thinking
Benefits
- Competitive salary + benefits + equity
- Diverse and inclusive workforce
- Reasonable accommodations available upon request
- Office-based culture with emphasis on collaboration
Last updated Sep 30, 2026. Interested? Apply on the company site.

About Rippling
#1 Workforce Management System | HR, IT, Finance
Rippling eliminates the friction from running a business, combining HR, IT, and Finance apps on a unified data platform.
HRPayrollITFinanceGlobal
More open roles at Rippling
- Senior Manager, Account Management (SMB - Core)4d agoHybrid (New York, NY), Hybrid (San Francisco, CA) +1 more · Account Management
- VP, Sales Development4d agoDublin · Sales
- Senior Manager, Account Management (Mid-Market)4d agoSeattle, WA, Chicago, IL +1 more · Sales
- Sales Manager, SMB - Global Cloud4d agoHybrid (San Francisco, CA), Hybrid (New York, NY) · Sales
- Sales Development Representative, Outbound (Hybrid - CHI)4d agoHybrid (Chicago, IL) · Sales
