Senior Staff Product Designer

Job not on LinkedIn

🕒 June 22

🇺🇸 United States – Remote

⏰ Full Time

🟠 Senior

🎨 Product Designer (UI/UX)

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Cherry

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2019

🏥 Healthcare

🍽️ Food & Beverage

🏨 Hospitality

Healthcare • Food & Beverage • Hospitality

Cherry is a fintech platform that provides point-of-sale financing and payment plans for healthcare and veterinary practices, dental clinics, medspas, plastic surgery and dermatology providers. It lets consumers apply in about 60 seconds with an industry-leading approval rate, offers instant funding to practices, and handles repayments directly so providers receive payment within 2-3 business days. Cherry markets zero-interest short-term options (Pay-in-4), longer-term 0% APR promotions for qualifying treatments, reduced merchant fees, and customer support and marketing resources to help practices increase case acceptance and cash flow.

📋 Description

• Own experience quality across Cherry's consumer and provider surfaces, including web applications, checkout flows, provider onboarding and acquisition funnels, the provider portal, and our connected rewards ecosystem • Lead design personally on the most complex and ambiguous problems, particularly in provider acquisition where clarity, persuasion, and conversion are critical • Design and maintain cohesive cross-experience journeys, reducing friction between consumer-facing, provider-facing, and internal surfaces • Set and enforce quality standards through direction, critique, and your own example • Act as the primary design partner to group-level Product leadership, co-owning experience strategy and roadmap prioritization • Identify design risk early, proactively adjusting scope, sequencing, or staffing before problems compound • Balance short-term execution needs with longer-term experience coherence and scalability • Influence decisions across Product, Engineering, Sales, and Marketing without relying on formal authority • Manage and develop a small team of Senior to Staff-level designers (up to three reports) • Hire thoughtfully, finding designers who raise the ceiling, not just fill seats • Coach through real work: design reviews, pairing sessions, and direct feedback that moves people forward • Build a team culture where craft is the expectation, not the exception

🎯 Requirements

• 6–10+ years of product design experience with demonstrated ownership of complex, multi-surface products • A track record of operating as a principal-level individual contributor: you've shaped product direction, not just executed on it • Experience managing a small team without losing your connection to the craft • Strong systems thinking across end-to-end journeys and organizational boundaries • Deep experience designing acquisition, onboarding, or conversion-focused flows • Sharp product judgment: knowing when to go deep, when to simplify, and when to say no • Comfort working in ambiguity and shaping problems before solutions exist • The ability to communicate clearly with executives and cross-functional partners at every level.

🏖️ Benefits

• Design Leadership • Strategic Partnership • Team Development