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Product Design Lead, Contractor Experience

Rippling

$144,000 - $252,000
Oct 2, 2025
San Francisco, CA, US
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Rippling aims to solve the complexities and inefficiencies in how companies pay and support contractors globally, addressing issues like varying international rules, currency conversions, invoice reconciliation, identity checks, fraud controls, and payment delays.

Requirements

  • 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
  • Familiarity with generative AI design tools and excitement about how they can expand creative possibilities and accelerate workflow

Responsibilities

  • 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

Other

  • 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
  • Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.