Rippling · 12 hours ago
Product Design Lead, AI
San Francisco, CA
Full-time
Hybrid
Lead/Staff
$165K/yr - $289K/yrRippling is a company that provides a unified platform for HR, IT, and Finance, enabling businesses to manage their workforce systems efficiently. The Product Design Lead will shape the AI-driven search and assistance experiences, collaborating with various teams to design systems that simplify complex workflows and enhance user interactions.
EmploymentHuman Resources
Responsibilities
Design the end‑to‑end Search & AI experience at Rippling—from universal search to embedded assistants—crafting systems that are fast, reliable, explainable, and radically simple
Get close to customers to understand real workflows, identify where search and AI can remove friction or create leverage, and turn those insights into strategic design priorities that drive measurable impact
Anticipate future needs and edge cases, designing for global scale, strict permissioning, and compliance—while defining clear guardrails, fallbacks, and human‑in‑the‑loop patterns
Build reusable capabilities and systems—ranking and filtering, prompt governance, evaluation frameworks, and UI components—that scale across Rippling’s product suite
Partner deeply with Product, Engineering, Applied ML, and GTM to scope, prototype, and ship new functionality; run iterative experiments, define success metrics, and incorporate offline/online evals into the design process
Deliver high‑fidelity designs and interaction prototypes (including conversation flows) that make complex concepts crystal‑clear to stakeholders and, most importantly, to end users
Qualification
Required
A portfolio of complex, high‑impact products delivered from initial concept through iteration and launch; we care more about craft and outcomes than years in seat. Confident candidates with strong portfolios are encouraged to apply—even without a traditional years‑of‑experience profile
Familiarity with the state of the art in AI development (LLMs, embeddings/vector search, RAG, tool/agent orchestration, evaluation/observability, safety/privacy), plus the curiosity to keep learning as the field evolves
Demonstrated high‑level competence in AI‑enabled workflows—designing the interplay of deterministic systems and probabilistic models, modeling failure states and recovery, and creating transparent, user‑controllable experiences
Proven ability to think in systems and simplify complexity, ideally with experience designing in challenging or compliance‑heavy environments
A strong eye for visual and interaction craft; conversation design and UX writing skills are a plus
Excellent communication and storytelling skills—you write clearly, align cross‑functional partners, and can articulate trade‑offs and rationale to executives and engineers alike
Benefits
Competitive salary
Benefits
Equity
Company
Rippling
Rippling is a workforce management platform that unifies HR, IT, and finance operations into a single system.
Founded in 2016
1001-5000 employees
H1B Sponsorship
Rippling has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (2)
2024 (42)
2023 (70)
2022 (81)
2021 (33)
2020 (6)
Funding
Current Stage
Late StageTotal Funding
$2.44BKey Investors
CoatueGreenoaksFounders Fund
2025-05-09Series G· $450M
2024-04-22Series F· $200M
2024-04-22Secondary Market· $590M
Leadership Team
Albert Strasheim
Chief Technology Officer
Adil Syed
CFO
Recent News
2026-01-16
2026-01-15
FundersClub
2026-01-13
Company data provided by crunchbase