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Senior IT Engineer Engineering · Remote (U.S.) · Full-Time ABOUT CHERRY Founded in 2019, Cherry is a fast-growing FinTech offering the simplest, fastest, and most inclusive BNPL solution for medical practices—including dental, medical aesthetics, and veterinary etc. We help practices treat more patients by making care financially accessible. Cherry is led by Stanford entrepreneurs with a previous successful exit and backed by top investors, including Kleiner Perkins and DCM. ABOUT THE ROLE Cherry is looking for a Senior IT Engineer to own and evolve the internal systems, tools, and infrastructure that keep every team at Cherry moving fast and securely. You'll be the technical backbone of our internal IT function — designing how we provision and secure devices and accounts, automating the manual work of onboarding and offboarding, and building the identity, endpoint foundations a fintech company needs to earn customer trust. WHAT YOU'LL DO - Own Cherry's internal IT stack end-to-end: identity and SSO (Okta), Google Workspace, device management (MDM), and the core SaaS tools every team relies on. - Design and automate employee onboarding and offboarding. Provisioning, deprovisioning, and access changes across all internal systems. - Own endpoint management and the device lifecycle end-to-end. Procurement, provisioning/imaging, inventory tracking, repair/replacement, and secure retirement for a fully remote workforce. - Be the first responder for all IT issues across the company — triaging, troubleshooting, and resolving day-today hardware, software, account, and access problems as they come in. - Partner with Security to support SOC 2 and other audit requirements, including access reviews and least-privilege enforcement. - Reduce manual IT work through automation and scripting. - Serve as the escalation point for complex IT issues and act as a hands-on resource for the whole company. - Own our ITSM practice: manage the ticketing system, define workflows for incidents/requests/changes, and track SLAs to keep support fast and predictable as the team grows. - Document systems, runbooks, and processes so IT knowledge scales with the team. WHAT WE'RE LOOKING FOR - 5+ years of experience in IT engineering, systems administration, or a similar internal-IT role, ideally at a startup or in a regulated industry. - Hands-on experience administering Okta (or similar IdP), Google Workspace, Microsoft 365, and MDM tools . - Experience with ITSM platforms and designing incident, request, and change management workflows. - Comfort writing scripts or light automation to eliminate repetitive work. - Working knowledge of networking fundamentals, endpoint management/device lifecycle tools, and access control best practices. - Experience supporting SOC 2, PCI-DSS, or similar compliance audits from the IT side. - Strong communication skills and the judgment to operate independently as a senior or sole IT resource. - A security-first mindset balanced with genuine empathy for end users. NICE-TO-HAVES - Experience in fintech, healthcare, or another regulated environment. - Familiarity with Zero Trust networking tools. - Basic working knowledge of AWS or GCP for internal tooling and infrastructure. - Experience standing up IT processes from scratch at an early-stage company. Benefits (for U.S.- based full-time employees) - Competitive Base + Bonus - Generous equity grant - Medical, vision, and dental benefits - Fully remote company - Flexible PTO Cherry provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law.

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

Design

38 days ago

Senior Product Designer

Cherry · United States

Pay

$145k–220k

Setting

Remote

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SENIOR 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 Senior 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 Senior Product Designer, your job is to own the solution space. Given a problem, you find the best answer. You work through ambiguity, explore the options, push the craft, and deliver something that holds up. You're not here to define strategy — you're here to make sure the work is excellent. That's the job, and it's an important one. Cherry also offers a real growth path for the right person. We value a hybrid model of making and managing, and a Senior Designer who thrives in the solution space is exactly the foundation for growing into a Staff or hybrid maker/manager role. We invest in that transition. WHAT YOU'LL DO Solution Ownership - Own the solution space for problems your team is working on — explore, pressure-test, and deliver the best answer - Work through ambiguity to find clarity, knowing when to push for more definition and when to move with what you have - Execute at a high craft level across the flows and surfaces your pod owns - Iterate based on feedback, data, and user insight until the work is right Craft & Quality - Hold a high bar for the details that build trust: clear language, predictable interactions, transparent pricing, and graceful error handling - Push work beyond functional toward experiences that feel genuinely considered - Use research and prototyping to validate direction and catch problems early - Contribute to reusable patterns that raise quality across your domain Cross-Team Partnership - Partner closely with Product and Engineering to plan, prioritize, and ship - Advocate for users — both providers and patients — in decisions about flow structure, information hierarchy, and experience quality - Contribute to critique and design quality discussions across the broader Cherry design team WHAT YOU BRING - 3-5+ years of product design experience with hands-on ownership of product flows or features - Strong interaction design craft across multi-step, complex flows - High visual design quality and sharp attention to the details that build trust - Ability to own the solution space: comfortable exploring multiple directions and converging on the right one - Experience designing transactional, conversion-critical, or provider/operator-facing products a plus - Collaborative instincts and strong working relationships with Product and Engineering partners - Systems thinking across end-to-end journeys, not just individual screens YOU'RE PROBABLY A GREAT FIT IF... - You're energized by the solution space: given a hard problem, you want to be the one who figures it out - You care about both the provider using Cherry every day and the patient going through checkout for the first time - You hold a high personal bar for quality and feel it when something isn't quite right - You're interested in growing into people leadership and see this role as the foundation for that path - You want to be recognized not just for shipping, but for shipping the right thing, done well 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 delivers the work that makes that real.

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

Financial Services

50 days ago

Staff Product Designer, AI Design Systems

Cherry · United States

Pay

Not listed

Setting

Remote

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PRODUCT DESIGNER, AI DESIGN SYSTEMS Cherry | Individual Contributor, Founding Design Systems Hire ABOUT THE ROLE At Cherry, design and engineering aren't converging someday: they've already converged. We design with Claude. Our design system isn't a component library we maintain on the side; it's the infrastructure that makes speed and quality the same thing, for every one of our five products. We're looking for the founding member of Cherry's design systems team: someone who takes this system, still young, and turns it into the backbone of how Cherry builds. This isn't a caretaker role. It's a chance to define, from the ground up, what a design system looks like when AI is a first-class collaborator rather than an afterthought, and to lead that vision as the team grows around it. This role is the foundation of Cherry's quality at scale. When the system is right, good decisions aren't made by individuals: they're encoded, and reinforced automatically by the tools everyone already uses to design and build. Get this right, and every team at Cherry moves faster with less risk. That's the bar this role is held to, not "good enough," but the standard every other decision gets measured against. Cherry's design system spans our provider web application, consumer web application, provider mobile application, consumer mobile application, and point-of-sale system. You'll own the component library, the React codebase, interaction patterns, tokens, and documentation, end to end. Cherry is fully committed to AI-native workflows: everyone here designs and builds with Claude, and we have a dedicated AI Enablement team pushing that further. We're moving away from traditional Figma-first workflows toward tooling built for the AI era, and this role will lead that transition, not just adapt to it. You won't be maintaining a library. You'll be building, and leading, the next version of it, with real say in the team that grows around this work. WHAT YOU'LL DO Founding Member - Serve as a founding member of Cherry's design systems team, with real say in how it's structured, staffed, and led as it grows - Guide the team through the shift to AI-native workflows, and influence how Cherry adopts new tools and practices as they emerge Own the System - Own the design system end to end: the component library, tokens, and documentation - Own the design direction of the system, along with component architecture, implementation, and outcomes in code - Improve the system across teams: identify structural issues, align approaches, and evolve patterns for scale rather than just maintaining what exists Lead on Design - Influence interaction and visual design for the design system, guiding decisions across teams rather than owning a single surface - Influence Cherry's design language, evolving it rather than just documenting what's already there Build for Claude First - Build a Claude-first, modern AI design system: one where Claude and other AI agents produce on-system output by default - Help determine what Cherry's design toolset looks like next, rather than defaulting to whatever we use today Collaborate - Work closely with your front-end engineering partner in the USA on component architecture, implementation, and code review - Improve how design and engineering communicate and execute together, identifying friction and adjusting process across initiatives WHAT YOU BRING - 6-10 years of experience in product design - Real, proven coding and technical skills, not just familiarity with code - A track record of guiding visual and interaction decisions across teams: evolving patterns and addressing inconsistencies, not just applying what already exists - Experience improving a design system across teams: identifying structural issues, aligning approaches, and building for scale - A strong point of view on design tooling: you'll help determine what Cherry's toolset looks like next, not just execute in Figma or Pencil because that's what we use today - Ability to communicate fluently with designers, engineers, and product leaders, and to align multiple teams around a shared design direction - The instinct to lead: you've either run a small team or function before, or you're ready to be the first person doing so NICE TO HAVE - Hands-on experience with Claude, including Claude Code: you've authored the skills and rules that encode design decisions into how it works, so it produces on-system output by default - Comfortable writing and shipping production code: you don't need to be a React specialist, we already have a strong foundation for code quality - Strong understanding of front-end testing practices and code hygiene - Experience collaborating with distributed teams YOU'RE PROBABLY A GREAT FIT IF... - You want to be the person who defines what design systems become in the AI era, not someone who waits to be told - You believe design systems are the actual source of a company's scalability and efficiency: not a style guide, not a Storybook, but the infrastructure that determines how fast and how well a company builds - You want to found something. This is a team of one today, and you'll have real say in what it becomes - You get frustrated when good design decisions aren't encoded somewhere they can scale, and you do something about it 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 builds the foundation that every product experience is made from.

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

Sales

61 days ago

Associate Account Executive

Cherry · United States

Pay

$70k

Setting

Remote

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Associate Account Executive About Cherry Started in 2019, Cherry is an extremely fast growing FinTech that has built the simplest, fastest, and most inclusive Buy Now, Pay Later solution for medical practices such as dentists, medical aesthetics, veterinarians etc. Cherry enables medical practices to treat more patients by making their services more financially accessible. Cherry was founded and is led by Stanford entrepreneurs with a previous successful exit and backed by an all-star lineup of investors such as Kleiner Perkins and DCM. About the Role With proven product-market fit and rapid success across our sales organization, we are growing our sales team. It’s an amazing opportunity to get in early at a high-growth, high-performance sales organization that is reshaping the way patients pay for their care. We are looking for an Associate Account Executive to help us acquire and onboard as many small business medical practices in the US as possible. This is a fully remote closing role with an attractive incentive compensation plan. Responsibilities - Prospect for new customer leads, navigate past gatekeepers, and find the decision-makers by leveraging phone and technology tools - Create opportunities and book demos with new and existing customer leads - Lead product demos that are engaging, insightful, and challenging with the goal of registering small and medium-sized medical practices and getting them excited to use Cherry - Engage medical practices that you register through timely outreach by leveraging your sales tech stack to help them experience success with Cherry right away - Keep your data clean and up-to-date by logging all interactions, notes, demo dispositions, and forecasts in Salesforce - Take the initiative to continuously improve your sales approach from prospecting to closing by seeking feedback, learning new sales methods, and experimenting with new ideas - Be a team player — give and accept feedback, collaborate with your colleagues, lead a team project, and seek to lift every member of your team to greatness - Travel and attend industry events and trade shows as needed - Take ownership and accountability of your own success Qualifications - Earned a bachelor's degree in Sales or a related field within the past 6 months, or is expected to graduate within the next year - Independent worker, self-starter, and proven ability to exceed expectations in a remote work environment - Excellent interpersonal skills, including the ability to convey and relate ideas to others - Experience in Customer Relationship Management tools (Salesforce preferred) - Experience using cloud-based communication tools (such as Slack, Salesloft, Dialpad, etc.) - Willingness to work at a dynamic, ever-changing environment filled with friendly competition where high performance is directly rewarded Compensation Package - $70k base pay - $33k on-target commission - Generous equity grant - Medical, vision, and dental benefits - Fully remote company Cherry provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law.

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

Analyst

65 days ago

Revenue Systems Analyst

Cherry · United States

Pay

$65k–100k

Setting

Remote

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About Cherry Cherry is a fast-growing fintech company revolutionizing how patients pay for care. Founded in 2019 by Stanford entrepreneurs (with a prior successful exit), Cherry has built the simplest, fastest, and most inclusive Buy Now, Pay Later solution for healthcare services—from dental and medical aesthetics to veterinary care. By making treatments more financially accessible, Cherry empowers medical practices to serve more patients. We’re backed by leading investors including Kleiner Perkins and DCM, and we're just getting started. About the Role We’re seeking a proactive and detail-oriented Revenue Systems Analyst to support the growth and operational efficiency of Cherry’s Revenue and GTM teams. In this role, you’ll play a key part in managing systems, surfacing data insights, supporting sales enablement, and improving workflows that power our go-to-market engine. We view this role as a launchpad to develop our next generation of Go-To-Market Engineers: operators who can blend systems thinking, automation, and AI-enhanced tooling to solve high-impact problems across the revenue lifecycle. You’ll have the opportunity to grow into a technical systems expert with exposure to integration platforms, cross-functional strategy, and process architecture. This is a great opportunity for someone early in their career looking to break into RevOps or systems strategy. You’ll work cross-functionally with Sales, Marketing, Product, and Finance to drive scalable, data-informed processes. You’ll also assist with onboarding, troubleshoot issues across our revenue tech stack, and help optimize the way we use tools like Salesforce, Salesloft, Zapier, and Workato. Responsibilities - Reporting & Analysis: Support ongoing and ad hoc reporting needs to help revenue leaders and sales reps understand performance and identify opportunities - Systems & Workflow Optimization: Help design and improve processes using tools like Salesforce, Zapier, Workato, and others - Sales Enablement: Assist in creating programming and materials for onboarding and enablement, and track effectiveness metrics to scale what works - Data Quality & Operations: Identify ways to improve data integrity and unlock opportunities to drive growth through cleaner, more accessible data - Cross-Functional Collaboration: Work with stakeholders across Sales, Marketing, Product, Finance, and Ops to diagnose systems issues, share insights, and improve processes - Tech Stack Support: Monitor the health and performance of key GTM tools (e.g., Salesloft, Gong, Default, Dialpad, Vitally, DocSend), helping with troubleshooting and user support - Project Support: Contribute to strategic projects from kickoff through execution, documenting milestones and managing cross-functional collaboration - Web Implementations: Assist with implementing Cherry’s payment functionality on partner websites (e.g., WordPress, Squarespace, Wix), ensuring seamless user experiences Qualifications - 1–3 years of experience in business systems, sales/revenue operations, consulting, finance, strategy, or a related field - Strong analytical mindset with Excel skills required; experience with SQL, Looker, or Tableau is a plus - Familiarity with Salesforce and other GTM tools (e.g., Gong, Salesloft, Zapier, Vitally, DocSend) - Comfortable creating and supporting Salesforce reports and dashboards - Strong communication and collaboration skills; able to work across teams and explain systems or processes clearly - Highly organized with strong project management instincts; able to juggle multiple priorities and meet deadlines - Bachelor's degree in a STEM, business, or quantitative field with high marks preferred - Self-starter with a bias toward action and comfort with ambiguity in fast-paced environments

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

Engineering

72 days ago

Mid-Level Software Engineer

Cherry · United States

Pay

$140k–205k

Setting

Remote

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MID-LEVEL SOFTWARE ENGINEER (U.S. ENGINEERING) About Cherry Founded in 2019, Cherry is a fast-growing FinTech offering the simplest, fastest, and most inclusive BNPL solution for medical practices—including dental, medical aesthetics, and veterinary, etc. We help practices treat more patients by making care financially accessible. Cherry is led by Stanford entrepreneurs with a previous successful exit and backed by top investors, including Kleiner Perkins and DCM. About the Role With strong product-market fit and rapid adoption across partner practices, we’re accelerating the growth of our U.S. engineering team. You’ll join at a meaningful inflection point with the ability to influence architecture, product direction, and engineering culture as we reshape how patients pay for care. We’re looking for experienced ownership-minded engineers to own major system designs across multiple products as we scale our platform, and support our expansion into more practices and healthcare verticals. This is an opportunity to build from the ground up, operate at a true inflection point, and grow into a future leader at Cherry. What You’ll Do - Build end-to-end software that brings Cherry into more practices and launch new products beyond BNPL. - Make architectural decisions that shape Cherry's platform across frontend, backend, integrations, and infrastructure - Define and implement observability, monitoring, and metrics systems that make our products safer, faster, and more reliable for practices and patients. - Collaborate with product, design, data, and operations to rapidly deliver high-impact features and experiment toward measurable outcomes. What You Need - 2+ years of software engineering experience, ideally in product-focused environments. - Proven experience shipping reliable, high-quality applications using modern frameworks, APIs, and cloud-native infrastructure. - Fullstack experience, a generalist mindset, and familiarity with infrastructure, distributed systems concepts, and observability practices. - Thrives in ambiguity and fast-paced growth while helping shape Cherry's engineering culture. - Ability to collaborate across time zones, maintaining regular early-morning collaboration windows with teammates in Europe during the early stages of team formation. Nice-to-Haves - Early-stage startup experience as an early engineer or technical founder. - Familiarity with our stack: React, TypeScript, Node.js http://node.js/, Kotlin, Postgres, Fivetran, Airflow, dbt, Snowflake, Temporal. - Experience integrating with practice-facing, sales, or operations tooling (CRMs, workflow automation tools, dashboards, merchant platforms). Benefits (for U.S.- based full-time employees) - Competitive Base Salary + Bonus - Generous equity grant - Medical, vision, and dental benefits - Fully remote company - Flexible PTO Cherry provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law.

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

Product Management

86 days ago

Product Manager

Cherry ·

Pay

$135k–220k

Setting

Remote

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About Cherry Cherry is a Series C unicorn backed by top-tier investors such as Kleiner Perkins and CapitalG. We’re making healthcare more affordable by offering payment solutions (buy-now-pay-later, payment processing, etc.) for medical practices. About the Role We are looking for a rockstar Product Manager to join our Checkout Experience pillar, which is focused on growing revenue for our providers and maximizing the transaction volume processed through Cherry. Everything our teams work on drives top line growth for one of the fastest growing Fintechs in the world. Responsibilities - Launch new products and features. Design elegant solutions to complex problems and drive measurable impact. Balance short-term needs with long-term goals. Ship fast and iterate quickly. - Execute cross-functionally. Partner closely with engineering, design, go-to-market, and data teams to deliver best-in-class experiences. - Own product surfaces end-to-end. You’ll be responsible for the success of your domain, from strategy through day-to-day execution. - Define the product roadmap. Identify pain points by speaking with real users to deeply understand their needs. Prioritize the most important problems to solve based on competitor research, data analysis, and company priorities. - Build personally. Use AI coding tools to creatively prototype and test ideas with real users in hours, not weeks. - Go deep on data. Run your own analyses, design your own experiments, and validate your hypotheses with facts. Example Initiatives - Some providers are unhappy with their fees while others are willing to pay more for higher approvals. Build and launch a system that allows providers to customize their Pricing to fit their preferences. - Providers have difficulty using Cherry because total cost often changes during the course of treatment. Launch a feature to allow purchase amount to be modified post-checkout. - Applicants are dropping off after being approved. Redesign the approval experience to improve conversion. Qualifications - Previous product management experience with demonstrated impact - Experience in a fast-paced startup environment - Ability to build working prototypes using AI coding tools (Cursor, Claude Code, etc.), debates architecture and system trade-offs with engineering as a peer, and reads technical documentation/API specs well enough to scope feasibility independently. - Able to prioritize when there are many things that need your attention - Can roll up your sleeves and live the life of your users to develop a deep empathy for their problems - Open to feedback and hungry for opportunities to learn and grow - Effective verbal and written communication skills for internal and external audiences Compensation Package - Attractive base pay with additional bonus incentives - Generous equity grant - Medical, vision, and dental benefits - Fully remote company - Quarterly in-person retreats Cherry provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state or local law.

Listed by Cherry for a position based in the United States. Employers on this board attest they are hiring domestically.

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