Endear - Product Designer

Location: Remote, US-based Team: Product & Design — IRL Type: Full-Time, Employee Compensation: $100K–$129K base Target Start: January 2027 or earlier Our Story At Endear, we’re building the modern CRM for retail teams — starting with the frontline. Our software helps retail teams build stronger customer relationships through thoughtful, intuitive technology. From clienteling and customer capture to appointments and in-store experiences, Endear gives brands the tools they need to create more personal interactions and drive measurable growth. We work with brands like Allbirds, Reformation, and Alo Yoga, and we’re continuing to evolve Endear into an increasingly AI-first product built around how modern retail teams actually work. Position Overview We’re looking for a Product Designer to join our IRL (in real life) team, which owns the in-store side of Endear — including appointments, events, customer check-ins, and the administrative experiences behind those workflows. You’ll design for store associates and managers running clienteling day to day, as well as admin users who help shape how those teams operate and manage their workflows. In this role, you’ll own features and projects from understanding the problem through research, testing, iteration, and production-ready design, while partnering closely with our Head of Product Design on vision and direction. The IRL roadmap is early. Many of these features don’t exist yet, so you’ll be defining problems through research before designing solutions. This role is well suited for someone comfortable creating clarity when the solution isn’t obvious. What You’ll Accomplish In your first 6 months, you’ll… Take ownership of IRL features from discovery through production-ready design Build a strong understanding of how store associates, managers, and admin users work within Endear Run research from early discovery through usability testing Design complete, accessible product experiences, including loading, empty, error, permission, and other key states. Partner closely with Product and Engineering to shape solutions early in the process Use customer insight and data to inform design decisions and iteration In your first year, you’ll… Build deeper ownership across the IRL product Deliver product experiences that improve how retail teams manage clienteling and in-store workflows Build a strong rhythm of discovery, testing, and continuous learning Strengthen your collaboration across Design, Product, and Engineering Demonstrate clear user and business impact through the work you ship You’ll Thrive in This Role If… You enjoy taking ownership of a feature while collaborating closely on the broader vision and direction You’re comfortable with ambiguity and zero-to-one product work You naturally think beyond the happy path and account for edge cases and complete product states You care about creating accessible experiences and solving the right problem, not just creating polished UI You enjoy working closely with Product and Engineering throughout the design process You’re comfortable using research, data, and customer feedback to guide decisions You move quickly, seek feedback, and iterate based on what you learn You’re curious about designing for AI You Have Experience With 2–5 years working in product design Independently owning features from discovery through implementation, with support on vision and direction Running user research from discovery through usability testing Translating broad or ambiguous problems into clear product solutions Working closely with Design, Product, and Engineering teams Designing complex, accessible workflows and accounting for loading, empty, error, and permission states Using qualitative and quantitative data to inform design decisions Building within established design patterns while knowing when something needs to evolve Using AI tools as part of your workflow and applying judgment to AI-generated output A portfolio that demonstrates strong product thinking and execution, and where you can articulate the impact of your work, with data where you had access to it Align With What We Value At Endear, we live by five core principles. Here’s how they translate into what we’re looking for in this role: Customer First: You start by understanding the people using the product, run thoughtful research, and use what you learn to shape better experiences. Take Ownership: You take responsibility for your features, follow through on the details, and care about the quality of what ships. Enable Autonomy: You communicate clearly, collaborate early, and give Product and Engineering the context they need to make strong decisions together. Under Promise, Over Deliver: You set realistic expectations, think through the details, and deliver complete, production-ready work. Innovate & Deliver Value Quickly: You’re comfortable experimenting, using AI and other tools thoughtfully, and moving quickly without sacrificing sound product judgment. About the Team Endear’s product organization is structured across three product teams: AI, IRL, and Core Flows, with one designer dedicated to each. As the IRL designer, you’ll work closely with a Product Manager and 2–3 Engineers while also being part of Endear’s three-person design team. You’ll report to the Head of Product Design, who will provide vision, direction, mentorship, and support as you grow in the role. You’ll partner most closely with: Head of Product Design: vision, direction, mentorship, feedback, and design leadership Product Team: roadmap alignment, priorities, customer needs, and business context Engineering Team: feasibility, implementation, and iteration You’ll have access to mentorship, an education budget, and support around Endear’s AI processes to help you continue developing your craft and expanding how you use AI in your work. We’re a small team with big ambitions — collaborative, customer-obsessed, and deeply excited about the problems we’re solving in retail. Our Hiring Process Recruiter Screen Behavioral Interview with the Hiring Manager Team Portfolio Review with Design, Product + Engineering Final leadership conversation Offer 🎉 Compensation & Benefits Base Salary: $100K–$129K Fully remote, US-based team Comprehensive healthcare (medical, dental, vision) Co-working or home office stipend Flexible PTO and unlimited vacation Education and learning support Opportunity to shape foundational product work in a transformative industry Location: This role is remote and US-based. Our full team comes together for an all-team standup every Monday at 8:00 AM Pacific, so you’ll need to be available at that time. Apply Even If You Don’t Check Every Box If this role excites you but you’re unsure if you meet every requirement, reach out anyway. No retail or e-commerce background is required. We care about your product thinking, skills, motivation, and how you approach problems more than we do about perfect resumes.