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Staff Product Designer

With Cherry, Inc

Staff Product Designer

Cherry | Individual Contributor
About the Role

Cherry's providers are the business. They choose to offer Cherry, they use it every day, and their success directly determines ours. This role exists to make sure Cherry earns that relationship through great design, and to ensure the tools and experiences we give providers and their patients are best-in-class.

We're looking for a Staff Product Designer to contribute to one of two pillars:

Core Experience is about the quality of the day-to-day product experience for providers: the apps, flows, and tools they use to run their practice with Cherry. This work is about raising the UX bar across the board, eliminating the friction and inconsistencies that erode trust, and ensuring Cherry is the product providers want to recommend to other practices. It also includes net new, zero-to-one products that expand the suite of value Cherry offers providers.

Checkout Experience is about how Cherry shows up at the point of care, for both providers and patients. On the provider side, it means giving practices the right tools to offer Cherry financing in whatever form their business needs. On the patient side, it means ensuring people can understand their options, choose the right payment plan, and complete a transaction with confidence. The work is tied directly to volume, conversion, and the outcomes that let both practices and patients thrive.

As a Staff Product Designer, you'll own a pod within one of these pillars. This is 100% IC work, and the value of this scope is depth: the ability to move fast with a focused team, develop real expertise in your domain, and produce work that has direct, measurable impact on Cherry's business.

This role is also a natural step on a growth path. Cherry values a hybrid model of making and managing, where design leaders stay close to the craft even as they take on people leadership. For the right person, there's a clear opportunity to grow toward that kind of role from here.

What You'll Do

Design Ownership
  • Own design for a pod or subdomain within Core Experience or Checkout Experience
  • Drive team-level design strategy: identify the highest-leverage opportunities and shape solution direction within your domain
  • Execute at a high craft level across the full range of flows and surfaces your team owns
  • Define reusable patterns and standards that raise quality within your domain
Craft & Execution
  • Contribute directly and consistently to design work, from early exploration through final delivery
  • Drive measurable improvements in experience quality, conversion, and user outcomes
  • Balance rapid iteration and short-term wins with the systems thinking that compounds over time
  • Use research, prototyping, and performance data to validate direction and inform decisions
Cross-Team Partnership
  • Partner closely with Product and Engineering to prioritize, plan, and ship
  • Collaborate across the consumer and provider sides of the product to ensure your domain fits naturally into the broader journey
  • Advocate for users, both providers and patients, in decisions about flow structure, information hierarchy, and experience quality
  • Contribute to design quality and craft across the broader Cherry design team
What You Bring
  • 6+ years of product design experience with demonstrated ownership of a product area or domain
  • Strong interaction design craft across complex, multi-step flows
  • Systems thinking across end-to-end journeys, not just individual screens
  • Sharp product judgment and comfort shaping problems before solutions are defined
  • Experience with conversion-critical or high-stakes transactional products a plus
  • Ability to work independently and drive decisions without waiting for direction
  • Strong cross-functional collaboration skills with Product, Engineering, and go-to-market teams
  • High visual design quality and attention to the details that build trust
You're Probably a Great Fit If...
  • You thrive on ownership: you're energized by having a domain that's yours and holding a high bar within it
  • You care as much about the provider using Cherry fifty times a day as the patient going through checkout for the first time
  • You want to grow toward people leadership eventually, but right now you're most excited by the work itself
  • You think about trust as a design material, not just something that happens when the UI looks polished
  • You're comfortable in a fast-moving environment where the tools and processes you used last year may not be the ones you use this year
About Cherry

Cherry is a patient financing platform that connects consumers with healthcare providers, making care more accessible and practice growth more achievable. Our product spans consumer-facing payment experiences, provider-facing business tools, and the infrastructure that ties them together. Design at Cherry is not a service function: it's a strategic lever, and this role sits at the heart of how Cherry delivers value to providers and patients every day.
Vacancy posted 9 hours ago
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