Full-Time

Product Design Lead AI

Posted on 9/10/2025

Rippling

Rippling

5,001-10,000 employees

Unified HR and IT management platform

Compensation Overview

$165k - $288.8k/yr

+ Equity

San Francisco, CA, USA

Hybrid

Three days in office per week required.

Category
UI/UX & Design (1)
Required Skills
LLM
Interaction Design
RAG
Observability
Requirements
  • 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.
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.

Rippling provides a unified SaaS platform that combines HR and IT management. It automates payroll, benefits administration, employee data management, and app/device provisioning, all within one system. The platform integrates these functions so businesses can handle HR and IT tasks from a single interface, with automation and connections to other business apps. Its approach centers on offering a subscription-based service that includes core HR tools plus optional services like device management and broker partnerships. Rippling aims to reduce administrative overhead and improve operational efficiency by keeping HR data, payroll, benefits, and IT management in one place.

Company Size

5,001-10,000

Company Stage

Series G

Total Funding

$1.8B

Headquarters

San Francisco, California

Founded

2016

Simplify Jobs

Simplify's Take

What believers are saying

  • Adrian Ludwig strengthens security as Chief Security Officer from Google.
  • Sonia Parandekar leads Bengaluru expansion to 2,000 engineers.
  • NYC growth adds 371 tech jobs in 130,000 sq ft office.

What critics are saying

  • Deel spy exfiltrated sales data via Slack for four months until March 2025.
  • Workday's AI superapp captures enterprises with ERP integrations by 2027.
  • Gartner ranks Rippling Visionary, losing 30% enterprise RFPs to UKG.

What makes Rippling unique

  • Rippling unifies HR, payroll, IT, and spend on single employee data model.
  • Sandbox tests workflows and permissions before production deployment.
  • Supergroups enable bulk access management with deduplication.

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Benefits

Hybrid Work Options

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-2%

2 year growth

0%
Business Wire
Apr 14th, 2026
Rippling appoints Sonia Parandekar as SVP of engineering to lead Bengaluru expansion

Rippling, a workforce management company valued at $16.8 billion, has appointed Sonia Parandekar as Senior Vice President of Engineering and head of its Bengaluru site. She will lead engineering efforts at the company's largest engineering presence outside San Francisco. Parandekar brings over 20 years of engineering leadership experience across Microsoft, Groupon and Urban Ladder. She was Atlassian's first R&D hire in Bengaluru, where she scaled Commerce and Marketplace platforms to billions in revenue. Rippling launched in India in 2017 and now employs over 1,000 people there, with plans to double its Indian workforce to 2,000 employees over the next three years. The company recently opened a second 100,000 square foot office at Embassy Tech Village housing engineering, product, sales and customer support teams.

PR Newswire
Mar 19th, 2026
Elevate named best consumer Payments Platform for second consecutive year.

Elevate named best consumer Payments Platform for second consecutive year. Mar 19, 2026, 10:15 ET FinTech Breakthrough recognizes Elevate's cloud-based, AI-enabled platform that transforms how healthcare benefits are delivered and scaled DENVER, March 19, 2026 /PRNewswire/ - Elevate, a modern consumer directed benefits administration platform, today announced that it has been selected as winner of the "Consumer Payments Platform of the Year," in the 10th annual FinTech Breakthrough Awards. This is the second consecutive year Elevate has received this honor from FinTech Breakthrough, an independent market intelligence organization that recognizes the top companies, technologies and products in the global FinTech market. "Being recognized by FinTech Breakthrough for the second year in a row is a powerful validation of our mission to modernize how healthcare benefits work for real people," said Brian Cosgray, co-founder and CEO of Elevate. "We built Elevate to eliminate challenges that have long defined consumer-directed benefits. This award reflects the impact our platform is having - helping partners scale faster, reduce operational burden and give workers immediate access to the healthcare dollars they depend on." Elevate is redefining how consumer-directed healthcare benefits are delivered, making it easier for U.S. workers to access and use their healthcare dollars when they need them most. The industry's first fully cloud-based, API-driven and AI-enabled consumer-directed benefits platform, Elevate replaces legacy infrastructure with real-time automation and modern consumer experiences. The platform supports instant claims processing, real-time reimbursements, automated claims submission, and a single secure payment card that works across multiple benefit plans, including chip security and contactless payments. By removing friction from every step of the benefits journey, Elevate helps benefits administrators - such as Gusto, Rippling, and Rocky Mountain Reserve - deliver faster access to funds and a simpler, more intuitive experience for members. The company's scalable platform drives efficiency, reducing exceptions and customer support volume, even as new clients are onboarded. The results are measurable, as Elevate customers have reported achieving 40% to 50% new business growth, while reducing cases per customer by more than 60%. The FinTech Breakthrough Awards is the premier awards program founded to recognize the FinTech innovators, leaders and visionaries from around the world in a range of categories, including Digital Banking, Personal Finance, Cryptocurrencies, Lending, Payments, Investments, RegTech, InsurTech and many more. Elevate is named alongside two of its partners, Gusto and Rippling, and an elite group of distinguished winners across the financial services industries, including MasterCard, Nerd Wallet, Intuit, Betterment, Capital One, and others. About Elevate Elevate is the first completely cloud-based, API-driven and AI-enabled consumer-directed benefits platform with a focus on configurability, embeddability and real-time automation. The all-in-one platform can manage all types of benefit accounts, from health savings accounts (HSAs) to complex health reimbursement arrangements (HRAs), and even commuter and lifestyle accounts. Elevate's team of industry experts recognized the need for modern technology in an outdated benefits administration industry, which led to the creation of Elevate in 2020. To learn more visit www.elevate.ai and follow Elevate on LinkedIn. SOURCE Elevate

Business Wire
Mar 10th, 2026
Ex-Google Android security director Adrian Ludwig joins Rippling as chief security officer

Rippling has appointed Adrian Ludwig as chief security officer, bringing over 20 years of experience securing global-scale platforms. Ludwig previously led Android Security at Google, served as CISO at Atlassian, and most recently worked as chief architect and CISO at Tools for Humanity. Ludwig began his career as a teenager working for the US Department of Defense on cryptographic vulnerabilities. He later helped secure Adobe's early web presence and developed mobile security models protecting billions of users. At Rippling, he will oversee global security strategy across product security, infrastructure protection, trust and risk. The San Francisco-based company, which provides integrated HR, payroll, IT and spend management software, has raised $1.8 billion from investors including Kleiner Perkins, Founders Fund and Sequoia.

The AI Journal Ltd
Mar 10th, 2026
Renowned Security Architect Adrian Ludwig Joins Rippling as Chief Security Officer

Renowned security Architect Adrian Ludwig joins Rippling as Chief Security Officer. Former Google & Atlassian Security Professional Brings More Than Two Decades of Experience Securing Global-scale Platforms SAN FRANCISCO-(BUSINESS WIRE)-Rippling, a leading business software company, announced the appointment of Adrian Ludwig as Chief Security Officer, bringing to the company one of the technology industry's most accomplished security leaders. Ludwig joins Rippling with more than two decades of experience securing global-scale platforms and advising organizations at the forefront of cloud, mobile, and identity innovation. His career has been defined by building security capabilities during periods of fundamental technological shift and transforming security into a driver of product velocity, customer trust, and business growth. Recruited as a teenager by the U.S. Department of Defense to identify vulnerabilities in cryptographic and networked systems, Ludwig has operated at the leading edge of cybersecurity ever since. He went on to help secure the early web at Adobe and shape the modern mobile security model as Director of Android Security at Google, protecting billions of users worldwide. Later he scaled trust and cloud security as Chief Information Security Officer and Chief Trust Officer at Atlassian. Most recently, as Chief Architect and CISO at Tools for Humanity, he led the development of one of the industry's most ambitious efforts in privacy-preserving, global proof-of-human identity infrastructure. "Rippling is redefining how companies run their entire business on a single platform, and that only works if trust is absolute. Adrian has built security for technologies used by billions of people and millions of businesses. As we secure our platform and customers in the rapidly evolving AI era, he understands how to make security foundational to innovation, not a constraint. That is a game-changing capability for our customers and for our company," said Rippling Chief Technology Officer Albert Strasheim. At Rippling, Ludwig will lead the company's global security strategy across product security, infrastructure protection, trust, and risk. His mandate is to ensure that as customers consolidate more of their workforce and business operations on Rippling's platform, security is a deeply embedded architectural advantage. Across each of his roles, Ludwig has championed a model in which security is engineered into products as a core primitive, enabling speed, resilience, and trust rather than acting as a gatekeeper. His appointment underscores Rippling's long-term commitment to delivering security that scales seamlessly with customers, deepening the company's commitment to an integrated IT and security infrastructure that helps organizations from high-growth startups to the world's largest enterprises manage devices, identities, and data with confidence. "Rippling is building one of the most important business systems of record for the modern company. When a platform becomes that central to how organizations operate, security cannot be a layer added later. It has to be foundational to the architecture," said Rippling Chief Security Officer Adrian Ludwig. "My focus is to make world-class security an invisible, reliable constant for every customer, so they can move faster with complete confidence." About Rippling Rippling gives businesses one place to run HR, Payroll, IT, and Spend - globally. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and IT. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system. Based in San Francisco, CA, Rippling has raised $1.8B from the top investors in the world, including Kleiner Perkins, Founders Fund, Sequoia, and Bedrock.

thePeopleStack
Feb 5th, 2026
Rippling Feature Deep Dive for 2026 Planning: What Shipped Recently and Why It Matters

Rippling feature deep dive for 2026 planning: what shipped recently and why it matters. Rippling's advantage has never been a single feature. Its power comes from how identity, policy, permissions, payroll, devices, spend, and integrations all operate on a shared employee data model. What changed heading into 2026 is not that Rippling introduced workflows, automation, or analytics. Those primitives already existed. What changed is that Rippling spent late 2025 hardening the platform around the real failure points that emerge once organizations scale: * unsafe configuration changes * approval bottlenecks * access governance drift * hiring systems that move fast but lack accountability * compliance that works "in theory" but breaks locally How do these changes alter how Rippling should be implemented, governed, and operated in 2026? 1) Sandbox: the quiet feature that changes everything. What shipped. Rippling introduced a Sandbox environment, allowing admins to test workflows, permissions, onboarding flows, and configuration changes before deploying them to production. Eliminate risks when launching changes with Sandbox Why this is a real inflection point. Most serious Rippling incidents are not software failures. They are process failures: * a permission change that unintentionally expands access * a workflow edit that breaks an edge case * a payroll or benefits rule adjusted without testing downstream impact Sandbox enables something Rippling environments historically lacked: change discipline. It allows release management practices - test, validate, publish - without risking production stability. This aligns with where HR and PeopleOps are heading in 2026: more automation and AI, with governance and guardrails as the limiting factor. SHRM: Top HR Trends for 2026 For organizations running Rippling at scale, Sandbox should be standard for: * permission model changes * onboarding/offboarding workflow edits * payroll, time, or benefits configuration changes 2) bulk approvals and Supergroups: Rippling is optimizing for volume. December addressed two scaling bottlenecks: * Bulk approval of thousands of requests in a single flow Save hours by bulk approving thousands of requests at once * Bulk Supergroup import with matching and deduplication Quickly build Supergroups using bulk import Why this matters in practice. Once organizations pass a few hundred employees, friction rarely comes from missing features. It comes from throughput: * approvals backing up during payroll and spend cycles * Supergroups drifting as they're manually maintained * reorganizations triggering brittle, high-risk access changes These releases reduce operational drag and make it feasible to keep access and approvals clean at scale - especially when headcount growth outpaces admin capacity. This shift mirrors broader 2026 dynamics: cost pressure and AI adoption are pushing HR and Talent teams to increase output without adding operators. Gartner: Top Talent Acquisition Trends for 2026 3) AI Application Review: speed without abdication. * AI-powered Application Review to surface top candidates based on defined criteria Find top candidates in seconds with AI-powered Application Review * Context-aware hiring flow controls (fields required/hidden/editable by worker type) Gain even greater control over hiring flows Why this is the right direction. The strategic shift is not simply automation - it is accountability. Rippling's approach keeps: * criteria definition human-owned * AI limited to prioritization rather than decision-making * structured hiring data enforced upstream This reflects the dominant HR position heading into 2026: AI should accelerate recruiters while preserving transparency, auditability, and human judgment. Gartner: AI in HR In practice, AI Application Review succeeds or fails based on foundations: * clean job architecture * consistent hiring fields * clear ownership of decision criteria 4) access assignments: HR and IT finally operate on the same timeline. Why this matters operationally. In modern organizations, HR events are security events. These updates tighten the relationship between employee lifecycle and access lifecycle through: * previewability before changes take effect * timing precision aligned with payroll and legal events * reduced access drift over time 5) Finance and spend: operability over features. December focused on reducing friction for finance teams: Why this matters in 2026. Finance adoption hinges on day-to-day operability: * how quickly policies can evolve * how easily data can be shared externally * how cleanly Rippling coexists with ERP and accounting systems These improvements align with broader business pressures around cost control, transparency, and efficiency. Deloitte Human Capital Trends Global compliance: depth over breadth. Rippling's late-2025 releases emphasize jurisdiction-specific depth rather than surface-level coverage: For 2026 planning, "global" increasingly means locally correct and auditable, not merely supported. What to prioritize in 2026 if Rippling is core to your stack. * Change governance Make Sandbox the default for any configuration that touches permissions, payroll, time, or workflows. * Access architecture Treat Supergroups as infrastructure. Use bulk operations to prevent drift. * Hiring systems with guardrails Deploy AI only where structured data and ownership already exist. * Finance operability Optimize for policy velocity, clean exports, and coexistence with ERP systems. * Integration maturity Treat integrations as the multiplier once Rippling becomes the hub: Final takeaway. Rippling's late-2025 releases are not flashy. They're foundational. * scale * safety * governance * cross-functional execution Those pressures define PeopleOps, HR, Finance, and IT leadership in 2026. The organizations that benefit most from Rippling will not be the ones that enable the most features - but the ones that adopt a disciplined operating model around them. That is the difference between using Rippling and running people operations on Rippling. Rippling Platform Ravin brings a mix of HR, tech, and project management experience to his role as a Rippling Consultant. He's passionate about helping organizations streamline their operations and get the most out of Rippling's platform. Currently completing his Tech MBA at Schulich, Ravin is always curious about how tech can make work better. When he's not configuring, you'll find him kickboxing, planning his next bike ride, or perfecting his spikeball serve. You may also like. The end of the career ladder: how high performers actually grow in 2026. It's 2026, and career ladders are breaking down as flatter organizations, faster skill change, and AI reduce traditional promotion paths. Research shows high performers now grow by expanding scope, building in-demand skills, moving laterally, and earning trust through outcomes - not by waiting for titles. Employees must manage careers as portfolios of skills and impact, while PeopleOps and HR must redefine growth around scope and mobility, enable managers in leaner orgs, and ensure fair access to opportunity or risk losing top talent. Preparing for 2025 employment law changes: how Rippling can help your business stay compliant. Upcoming 2025 employment law changes in the U.S. and Canada will significantly impact businesses, but Rippling's automated compliance tools and robust HR features can help organizations stay ahead and confidently adapt to evolving regulations. You're onboarding new employees WRONG. Company culture starts from the first day you welcome new employees to your firm.

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