Product Design Lead

About Rippling

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third‑party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.

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Every year, employers and employees spend over $5 trillion on benefits globally. From health insurance to saving for retirement, these benefits products guide families through some of the most important and impactful decisions in life. Despite the significance of these products and the dollars spent, the experience is still painfully antiquated, expensive, and confusing.

Rippling is building the first modern multi‑sided marketplace that seamlessly connects brokers, employers, and employees with any benefit—our platform powers the discovery, purchase, and use of benefits products around the world. Our benefits vertical includes our Benefits Platform (recommendations, payments, and our benefits eligibility engine), our rapidly growing Benefits Marketplace of over 100 partners, and our natively‑built Rippling Benefits Products.

Design plays an essential role in ensuring the product is easy to use, flexible, and powerful, helping free up smart people to work on hard problems for their organizations rather than the busy work that often comes with their jobs. We hold design to a higher standard than others in the industry, and it’s core to Rippling’s vision. The user experience is essential in building trust with our customers so they can feel confident that important aspects of their business run without fail for their employees.

As designers, you’re responsible for creating these experiences that solve real everyday problems for employees and companies by designing surprisingly great products for them.

We’re looking for a Product Designer who is passionate about helping businesses and their employees succeed in their missions by helping them run more effectively.

• Own the end‑to‑end design for Rippling’s contractor experience, spanning payments, invoicing, payment lifecycle management, and tax/compliance documentation
• Get close to admins and contractors, uncover where workflows break down, and translate those insights into designs that drive clarity, trust, and speed
• Anticipate global needs and edge cases as we expand into new markets, currencies, payment rails, and compliance regimes, future‑proofing the contractor experience for scale
• Design capabilities and systems that support both admins and contractors, ensuring experiences are consistent and reliable across Rippling’s platform
• Work closely with Product, Engineering, Risk, Compliance, and Support partners to plan, design, and ship features that compete head‑to‑head with the best offerings in the market
• Deliver precise designs and prototypes that communicate complex concepts and interactions clearly to engineering teams and stakeholders

• 6+ years of professional product design experience with a track record of shipping complex, high‑impact products end to end, from planning to QA
• Proven ability to transform complexity into elegant simplicity, whether in fintech, enterprise software, or other demanding domains
• Strong craft skills with proficiency in design tools and the ability to create compelling, detailed design specifications and prototypes
• Strong communication and collaboration skills; you can articulate design decisions clearly and work effectively with cross‑functional teams
• Relentless customer focus; you dig deep…