Senior eCommerce UX/UI Designer

📍 Job Overview

Job Title: Senior eCommerce UX/UI Designer

Company: WON

Location: Medellin, Colombia (Remote OK within Latin America, European Union, South Africa)

Job Type: CONTRACTOR

Category: Design Operations / GTM Design Strategy

Date Posted: 2026-09-04

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• Spearhead the end-to-end design and execution of high-conversion user experiences and comprehensive customer journey redesigns for premium DTC and e-commerce brands.

• Uphold and advance the WON design standard, characterized by clean, premium aesthetics, behavior-driven insights, meticulous attention to detail, and rapid iteration cycles.

• Drive the adoption and expansion of WON's AI-native design systems, including Claude Design and Figma MCP, to accelerate the transition from concept to shippable product.

• Develop and maintain automated asset creation pipelines leveraging Figma component libraries, thereby minimizing manual effort and maximizing output efficiency.

• Actively contribute to the enhancement of WON’s design agents and workflows by identifying opportunities for automation within the design process.

📝 Enhancement Note: While the title is "Senior eCommerce UX/UI Designer," the role's emphasis on "AI-native systems," "AI-native design systems," "automation," and "growth systems" positions it within a broader GTM Operations and Design Operations context, focusing on scalable, data-driven design processes rather than purely aesthetic execution. The success metrics also heavily lean into performance and efficiency, common in operations roles.

📈 Primary Responsibilities

• Design and deliver high-conversion e-commerce websites and landing pages that embody a premium aesthetic and align with top-tier industry standards.

• Architect and design the complete customer journey, encompassing acquisition flows, onboarding experiences, collection architecture, Product Detail Page (PDP) storytelling, cart and checkout processes, and customer retention/loyment UX.

• Create impactful growth creative assets, including paid social landing pages, advertorials, quiz flows, product education modules, bundles, upsells, and strategic offer frameworks designed for intentionality and efficacy.

• Construct and maintain robust component libraries and design systems that ensure scalability and consistency across multiple brands and campaigns.

• Leverage AI design tools such as Claude Design, Figma MCP, and automated asset generation to significantly reduce production timelines without compromising design quality.

• Proactively analyze personal workflows to identify and propose elements suitable for conversion into repeatable systems or automated agents.

• Articulate and defend design decisions compellingly, supported by empirical data derived from session replays, cohort behavior analysis, and voice-of-customer insights.

📝 Enhancement Note: The responsibilities emphasize not just design output but also the strategic implementation of systems and AI to drive efficiency and measurable business impact, aligning with core operations principles. The focus on "growth creative" and "customer journey" also highlights a GTM strategy component.

🎓 Skills & Qualifications

Education: Bachelor's degree in Design, Human-Computer Interaction, or a related field, or equivalent practical experience.

Experience: 5-10 years of professional experience in digital design, with a significant portion dedicated to agency or in-house e-commerce/DTC environments.

Required Skills:

• Demonstrated expertise in end-to-end digital design execution for e-commerce and Direct-to-Consumer (DTC) brands.

• A strong portfolio showcasing modern, premium, and non-template-driven design work that exhibits sophisticated typography and aesthetic judgment.

• Mastery of Figma for wireframing, prototyping, and high-fidelity design.

• Profound understanding and practical application of typography principles, with the ability to articulate design choices based on visual hierarchy and brand aesthetic.

• Ability to articulate design rationale based on behavioral insights, quantitative data, and user feedback, demonstrating a data-driven approach.

• Proven comfort and track record in being measured by tangible business impact (e.g., conversion rates, Average Order Value) rather than solely by design output.

• Familiarity with AI design tools (e.g., Claude Design, Figma MCP) or a strong, demonstrable interest in integrating such tools into design workflows. Preferred Skills:

• Experience designing for high-end brands within sectors such as beauty, apparel, wellness, or premium food.

• Hands-on experience working within Shopify ecosystem environments.

• Proven ability to build scalable component libraries and comprehensive design systems from inception.

• Prior contributions to Conversion Rate Optimization (CRO) programs that have yielded measurable performance improvements.

📝 Enhancement Note: The emphasis on "data-driven design," "measurable performance gains," and "impact" shifts this from a pure design role to one with strong operational and GTM performance accountability. The explicit mention of "AI design tools" and "automation" further reinforces this operational integration.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase modern, premium design work that demonstrates a clear departure from template-driven solutions, highlighting unique brand identity and strategic design thinking.

• Provide concrete evidence that design decisions directly influenced key business metrics such as conversion rates, Average Order Value (AOV), or customer funnel progression.

• Include examples of systems thinking, such as the development of component libraries or reusable design frameworks, illustrating a scalable approach beyond one-off screen designs.

• Demonstrate comfort and proficiency in presenting and defending design choices using supporting data, including session replays, cohort analysis, and customer feedback. Process Documentation:

• Document workflows related to the implementation of AI-native design systems (e.g., Claude Design, Figma MCP), detailing how these tools accelerate production and enhance output.

• Illustrate the process of building and maintaining scalable component libraries and design systems, including version control, documentation, and adoption strategies.

• Detail methodologies for integrating behavioral insights and quantitative data into the design process, from initial research to final iteration and performance analysis.

• Outline processes for automated asset creation and variation generation, showcasing efficiency gains and reduced manual effort.

📝 Enhancement Note: The portfolio requirements are heavily geared towards demonstrating operational efficiency, data-driven decision-making, and system-level thinking, which are critical for operations roles. The emphasis on "systems thinking" and "automation" is particularly relevant for a GTM Operations context.

💵 Compensation & Benefits

Salary Range: Based on industry benchmarks for Senior UX/UI Designers with 5-10 years of experience in remote, international contractor roles, the estimated salary range is approximately $60,000 - $90,000 USD annually. This range accounts for the high demand for specialized e-commerce design skills, experience with AI-driven workflows, and the contractor employment type. The specific rate will depend on the candidate's experience, portfolio, and negotiation.

Benefits:

• Competitive contractor rate with potential for long-term engagement.

• Opportunity to work with cutting-edge AI-native design systems and workflows.

• Direct access to rich customer data (session replays, cohort data, voice of customer) to inform design decisions.

• High degree of autonomy and ownership over design execution and process improvement.

• Collaborative environment with a founder-led team focused on craft and urgency.

• Potential for professional development in AI design tools and advanced e-commerce growth strategies.

Working Hours: Approximately 40 hours per week, with flexibility to accommodate remote work across different time zones within the specified regions. Core collaboration hours may be established to ensure effective teamwork.

📝 Enhancement Note: Salary estimation is based on typical compensation for senior-level remote design contractors in tech, with a premium for specialized AI/automation skills and e-commerce focus. Benefits highlight aspects attractive to operations professionals: autonomy, data access, and advanced technology.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology, AI Transformation, E-commerce Services

Company Size: WON operates as a dynamic, potentially growing startup, likely with a lean and agile team structure given its focus on AI-native systems and rapid execution. This size fosters high individual impact and direct collaboration.

Founded: Founded with a mission to revolutionize enterprise AI transformation through AI-native systems and human judgment.

Team Structure:

• Reports to the VP of Design, indicating a clear leadership structure within the design practice.

• Operates within a cross-functional environment, collaborating closely with product, engineering, and client success teams to deliver integrated AI solutions.

• Design practice is integrated into the broader GTM strategy, focusing on driving measurable growth for clients. Methodology:

• AI-Powered Systems: Core to WON's approach, leveraging AI for automation, data analysis, and system building.

• Data-Driven Design: Emphasis on using quantitative truth and behavioral insight to inform all design decisions.

• Agile Execution: Focus on shipping exceptional work fast, with an iterative and responsive approach.

• Human Judgment & Taste: Combines AI capabilities with expert human oversight and aesthetic discernment.

Company Website: https://won.ai

📝 Enhancement Note: The company culture is defined by its innovative approach to AI, its focus on measurable results, and its emphasis on speed and quality. This operational mindset is key for candidates to understand.

📈 Career & Growth Analysis

Operations Career Level: This role represents a Senior level within a specialized design function that is deeply integrated with GTM operations. It's positioned for individuals who want to operate at the intersection of design craft, behavioral science, and scalable AI-driven processes, aiming to become "elite operator-designers."

Reporting Structure: The role reports directly to the VP of Design, providing clear mentorship and strategic direction. Collaboration is expected across design, product, and potentially client-facing teams.

Operations Impact: The primary impact is driving measurable revenue growth and operational efficiency for client brands through exceptional, data-informed, and AI-accelerated design solutions. Success is directly tied to business metrics.

Growth Opportunities:

• Specialization: Deepen expertise in AI-native design systems, advanced e-commerce UX/UI, and performance-driven design.

• Process Innovation: Contribute to building and refining WON's proprietary AI design agents and workflows, shaping the future of the company's design practice.

• Leadership: Potential to grow into lead design roles, mentor junior designers, and influence design strategy as the company scales.

• Cross-Functional Acumen: Develop a strong understanding of broader GTM strategies, AI transformation, and client business operations.

📝 Enhancement Note: This section frames the role not just as a design position but as a growth opportunity within an operations-focused tech company, emphasizing skill development in AI, GTM impact, and process innovation.

🌐 Work Environment

Office Type: Fully remote, offering flexibility and the ability to work from various approved locations globally.

Office Location(s): Approved locations include Latin America, the European Union, and South Africa, with a primary hub in Medellin, Colombia. This broad geographical reach requires strong communication and asynchronous collaboration skills.

Workspace Context:

• Collaborative Environment: While remote, the culture emphasizes high clarity, ownership, and craft, suggesting proactive communication and collaboration through digital tools.

• Tools & Technology: Access to and utilization of advanced design tools (Figma, Claude Design, Figma MCP) and data analytics platforms (session replays, cohort data) are central to the workspace.

• Team Interaction: Opportunities for interaction with a founder-led team, VP of Design, and potentially clients, fostering a dynamic and fast-paced work setting.

Work Schedule: Approximately 40 hours per week. Flexibility is inherent in a remote role, but alignment with core collaboration times and project deadlines is crucial. The emphasis on "fast shipping" implies a need for efficient work management.

📝 Enhancement Note: The remote aspect is key, along with the emphasis on asynchronous collaboration and the use of digital tools for communication and workflow management, which are standard in operations environments.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Review of application, resume, and portfolio for alignment with core requirements, particularly e-commerce experience and evidence of impact.

• Portfolio Deep Dive: A session with the VP of Design to review the candidate's portfolio, focusing on specific projects, design rationale, data-driven decision-making, and demonstrated impact on business metrics. Expect to discuss your process for building systems and leveraging AI.

• Skills & Systems Assessment: Potential technical assessment or discussion focusing on Figma proficiency, design system principles, and understanding of AI design tools or automation concepts.

• Behavioral & Cultural Fit: Discussion to assess alignment with WON's values of high clarity, ownership, craft, speed, and data-driven decision-making. This may involve scenario-based questions.

• Final Interview: Potentially with a founder or senior leader to discuss overall fit, long-term vision, and strategic contribution potential.

Portfolio Review Tips:

• Impact-Centric: Prioritize projects that clearly demonstrate measurable business impact (conversion, AOV, funnel progression). Quantify results wherever possible.

• Systems Thinking: Showcase examples of component libraries, design systems, or reusable frameworks. Highlight how these scaled design efforts.

• AI Integration: If possible, include examples or discuss your approach to using AI tools or automation in your design process. Be ready to articulate how these tools enhance efficiency and quality.

• Data Defense: Be prepared to articulate the data (session replays, analytics, customer feedback) that informed your design decisions and how you presented this to stakeholders.

• Premium Aesthetic: Ensure your portfolio visually represents the "clean, premium, detail-obsessed" standard WON emphasizes.

Challenge Preparation:

• Be ready to discuss how you would approach designing a specific e-commerce journey (e.g., cart abandonment recovery, new product launch landing page) for a DTC brand, focusing on data inputs, AI utilization, and measurable outcomes.

• Prepare to articulate your understanding of WON's AI-native approach and how your design philosophy aligns with it.

• Practice presenting your portfolio projects concisely, focusing on problem, solution, process, and impact.

📝 Enhancement Note: The interview process and portfolio review emphasize operational outcomes, data analysis, and system-building, which are critical for evaluating candidates in an operations-adjacent role.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Core tool for wireframing, UI design, prototyping, and design system management. Mastery is essential.

• Claude Design: AI-powered design assistant for rapid ideation, content generation, and workflow acceleration. Familiarity or strong interest required.

• Figma MCP (Multi-Component Plugin): Tool for managing and generating variations of components, crucial for scalable asset creation. Experience or understanding is highly beneficial.

Analytics & Reporting:

• Session Replay Tools (e.g., Hotjar, FullStory): Used to understand user behavior and identify friction points.

• Analytics Platforms (e.g., Google Analytics, Adobe Analytics): For tracking key performance indicators (KPIs) like conversion rates, AOV, and funnel progression.

• Cohort Analysis Tools: To analyze user behavior over time and segment user groups effectively.

CRM & Automation:

• Shopify Ecosystem: Experience with Shopify themes, apps, and platform capabilities is preferred, given the focus on e-commerce brands.

• Marketing Automation Platforms: While not explicitly mentioned, understanding how designs integrate with email marketing and campaign automation could be beneficial.

• Internal Workflow/Project Management Tools: Standard tools like Asana, Jira, or Trello may be used for project tracking and collaboration.

📝 Enhancement Note: The explicit mention of AI design tools and the emphasis on analytics for performance measurement are critical for operations roles. This section highlights the blend of creative tools with analytical and automation technologies.

👥 Team Culture & Values

Operations Values:

• Growth System Mindset: Design is viewed as a core driver of business growth, not just an aesthetic function. Decisions are tied to KPIs and revenue impact.

• Data-Driven Decision Making: Every design choice must be grounded in customer behavior, quantitative analysis, and performance metrics.

• AI & Automation for Efficiency: Technology is leveraged to eliminate manual production work, freeing up designers to focus on strategic thinking and judgment.

• High Clarity, Ownership, and Craft: A culture of direct communication, accountability for outcomes, and meticulous attention to detail in execution. Work is expected to ship quickly and effectively.

Collaboration Style:

• Cross-Functional Integration: Close collaboration with product, engineering, and client-facing teams to ensure design solutions are technically feasible and strategically aligned.

• Data-Informed Feedback Loops: Continuous feedback cycles driven by data insights, performance metrics, and voice of customer, fostering a culture of iterative improvement.

• Knowledge Sharing & System Building: Encouragement to identify and codify repeatable processes and systems, contributing to the collective knowledge base and efficiency of the team.

📝 Enhancement Note: The values are heavily aligned with operational excellence: efficiency, data-driven approaches, measurable impact, and clear accountability. This resonates strongly with the GTM Operations mindset.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Premium Design with Performance: The core challenge is creating visually stunning, premium experiences that also demonstrably drive conversions and revenue for DTC brands.

• Rapid Iteration in an AI-Accelerated Environment: Adapting to and effectively leveraging AI tools to maintain high design quality while increasing speed and output volume.

• Data Interpretation and Application: Translating complex behavioral data and analytics into actionable design decisions that have a measurable impact.

• Scalability of Design Systems: Ensuring design systems and component libraries are robust enough to support diverse brands and campaigns while remaining manageable.

Learning & Development Opportunities:

• AI Design Tool Mastery: Becoming an expert in cutting-edge AI design tools and contributing to their development within WON.

• Advanced E-commerce Strategy: Deepening understanding of DTC growth levers, customer journey optimization, and performance marketing creative.

• Data Science for Design: Enhancing skills in interpreting user behavior data, A/B testing methodologies, and performance analytics.

• Design Operations & System Building: Gaining experience in defining and implementing scalable design processes and frameworks that enhance team efficiency and output.

📝 Enhancement Note: The challenges and growth opportunities are framed around operational efficiency, leveraging technology, and driving measurable business outcomes, aligning with the GTM Operations perspective.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you designed an e-commerce experience that significantly improved a key metric like conversion rate or AOV. What data informed your decisions, and what was the outcome?" (Focus on data, impact, and process).

• "How would you approach designing a new customer onboarding flow for a premium DTC brand, considering both user experience and conversion optimization? How might AI tools assist in this process?" (Focus on journey mapping, AI integration, and strategic thinking).

• "Discuss your experience with building and maintaining design systems or component libraries. How do you ensure scalability and adoption across different projects or brands?" (Focus on systems thinking and operationalizing design). Company & Culture Questions:

• "What excites you about WON's approach to AI-native design and its application in e-commerce growth?" (Demonstrate understanding of their unique value proposition).

• "How do you ensure your design work is not just aesthetically pleasing but also drives measurable business results?" (Align with WON's "growth system" mindset).

• "Describe a situation where you had to work with imperfect data or conflicting stakeholder feedback. How did you navigate it to achieve a positive outcome?" (Assess problem-solving and communication skills). Portfolio Presentation Strategy:

• Storytelling with Data: Structure your case studies around the problem, your data-driven approach, the AI/automation tools you utilized (if applicable), your design solution, and the quantifiable impact.

• Focus on Impact: Highlight metrics and business outcomes above all else. Be ready to defend your choices with evidence.

• Demonstrate Systems: If you have examples of design systems or component libraries, walk through their structure and how they enabled efficiency or scalability.

• Articulate "Taste": Be prepared to discuss your aesthetic judgment and why specific design choices contribute to a premium brand perception, while still tying it back to performance.

📝 Enhancement Note: The interview preparation focuses heavily on demonstrating operational capabilities, strategic thinking, and the ability to drive measurable business results, which are hallmarks of successful operations professionals.

📌 Application Steps

To apply for this Senior eCommerce UX/UI Designer position:

• Submit your application through the provided link on Ashby.

• Portfolio Customization: Tailor your portfolio to prominently feature e-commerce/DTC projects, emphasizing measurable impact (conversion, AOV) and any experience with AI tools or automation in design.

• Resume Optimization: Ensure your resume highlights your 5-10 years of relevant experience, expertise in Figma, and any contributions to design systems, CRO, or performance-driven design initiatives. Use keywords like "e-commerce," "DTC," "UX/UI," "Figma," "AI Design," and "conversion optimization."

• Interview Preparation: Practice articulating your design process, data-driven decision-making, and how you leverage technology (especially AI) to achieve business objectives. Be ready to present specific case studies that showcase your impact.

• Company Research: Familiarize yourself with WON's mission, their AI-native approach, and their focus on premium DTC brands. Understand how your skills align with their unique operational and design philosophy.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

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