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Product Design Lead, Contractor Experience

144k – 252kNew York, NYSan Francisco, CAHybrid6+ YOE
Summary

Leads end-to-end product design for contractor experience at Rippling, focusing on payments, invoicing, compliance, and global workflows. Requires 6+ years experience shipping complex products, strong craft skills, and cross-functional collaboration.

About the role

What you will do

  • 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

What you will need

  • 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 to understand real user needs and translate those insights into design decisions that solve meaningful problems
  • Self-starter mentality with a bias toward action; you thrive in fast-paced environments and turn ambiguity into clarity through thoughtful design exploration
  • Familiarity with generative AI design tools and excitement about how they can expand creative possibilities and accelerate workflow

Additional Information

Compensation: Competitive salary + benefits + equity. Pay range: $144,000 - $252,000 USD per year (US Tier 1).

Skills
FigmaSketchAdobe XDPrototypingGenerative AI design toolsDesign systemsFintech designUser researchInteraction designVisual design
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