Product Designer - Dressly

📍 Job Overview

Job Title: Product Designer

Company: Dressly

Location: Remote (Global)

Job Type: Full-Time

Category: Product Design / GTM Operations

Date Posted: 2026-06-17

Experience Level: 5+ Years

Remote Status: Fully Remote

🚀 Role Summary

• Drive the design and development of core user experience (UX) flows, including AI recommendations, outfit generation, and wardrobe management for a cutting-edge fashion tech product.

• Lead comprehensive product discovery initiatives, leveraging user research and usability testing to translate insights into impactful design solutions that enhance user engagement and product value.

• Collaborate closely with Product Managers and developers to conceptualize, design, and deliver new features from ideation through to successful product release.

• Maintain and evolve the product's design system to ensure a consistent and high-quality user experience across all touchpoints.

• Contribute strategically to defining the product's direction and roadmap, influencing the overall product vision and execution.

📝 Enhancement Note: This role is positioned within a "core zone of the product" at Dressly, indicating a focus on foundational user experiences that are critical to the product's success and user retention. The emphasis on AI and personalized approaches suggests a need for designers who can translate complex technological capabilities into intuitive and engaging user journeys. The mention of influencing product strategy highlights a senior-level contribution beyond pure design execution.

📈 Primary Responsibilities

• Design, prototype, and iterate on key UX flows focused on AI-driven recommendations, personalized outfit suggestions, and efficient wardrobe management features.

• Conduct thorough user research, including interviews, surveys, and usability testing, to identify user needs, pain points, and opportunities for improvement.

• Translate research findings and product requirements into compelling user interface (UI) designs, wireframes, and interactive prototypes.

• Collaborate with cross-functional teams (Product Management, Engineering, Marketing) to ensure seamless feature development and alignment with business objectives.

• Define and maintain design specifications, user flows, and interaction models, ensuring clarity and actionable detail for development teams.

• Champion a user-centered design approach, advocating for user needs and ensuring that design decisions are data-informed and strategically aligned.

• Contribute to the evolution and maintenance of the product's design system, ensuring scalability, consistency, and efficiency in design processes.

• Actively participate in product strategy discussions, providing design perspectives and contributing to the overall product vision and roadmap.

📝 Enhancement Note: The responsibilities emphasize a full-cycle product design process, from initial research and concept development to implementation and ongoing iteration. The explicit mention of "product value and user engagement" in the portfolio requirement and the focus on AI features indicate a need for a designer who understands how to drive business outcomes through user-centric design in a technology-forward industry.

🎓 Skills & Qualifications

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

Experience: 5+ years of progressive experience in Product Design, with a strong emphasis on consumer-facing mobile applications.

Required Skills:

• Expert-level proficiency in Figma, including advanced knowledge of auto-layout, component creation, and rapid prototyping techniques.

• Proven ability to lead product discovery, including conducting user research (e.g., interviews, surveys) and usability testing.

• Strong understanding of product metrics such as Conversion Rate (CR), Lifetime Value (LTV), and churn, with the ability to leverage product analytics to inform design decisions.

• Demonstrated experience in designing and developing core UX flows for consumer mobile apps.

• Self-starter mentality with the ability to independently manage projects from problem definition through to research, solution finding, and product release.

• Active user and proponent of AI tools in design workflows, with an interest in automation and efficiency gains.

• Upper Intermediate or higher proficiency in English, enabling effective communication in a global team environment. Preferred Skills:

• Prior experience designing for AI-powered products or features involving personalization.

• Familiarity with or passion for the fashion or lifestyle industry, from a user or designer perspective.

• Dedicated experience in UX research methodologies and practice.

• Experience in building or significantly developing a design system from its inception.

• Proven experience in automating design processes using AI tools.

📝 Enhancement Note: The requirement for expert-level Figma skills and specific knowledge of auto-layout and components indicates a need for efficiency and scalability in design production. The emphasis on self-sufficiency and AI tool usage suggests a preference for proactive, adaptable designers who can thrive in a fast-paced, innovative environment. The "product value and user engagement" focus in the portfolio requirement points to a need for designers who can demonstrate tangible business impact.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A robust portfolio showcasing the complete product design lifecycle: research, concept development, design execution, release, and demonstrable results.

• Case studies should clearly articulate the problem, the design process undertaken, the solutions implemented, and the positive impact on product value and user engagement metrics.

• Evidence of experience in designing for consumer mobile applications, with a focus on user-centricity and intuitive interfaces.

• Examples demonstrating expertise in Figma, including the creation and utilization of design systems, components, and efficient prototyping. Process Documentation:

• Showcase your approach to user research and usability testing, detailing methodologies used and how insights were integrated into design decisions.

• Illustrate your process for collaborating with Product Managers and developers, highlighting communication strategies and workflow integration.

• Provide examples of how you have leveraged product analytics and user metrics to inform design iterations and drive product improvements.

• Demonstrate your experience with AI tools and automation in design processes, detailing how these tools were used to enhance efficiency or create novel design solutions.

📝 Enhancement Note: The portfolio requirements are highly specific, emphasizing not just design output but also the strategic thinking and measurable impact behind it. The explicit need for cases demonstrating "product value and user engagement" and the full lifecycle from research to results suggests that candidates will be evaluated on their ability to drive business outcomes through design. The inclusion of AI tools and automation in the process documentation highlights the company's forward-thinking approach.

💵 Compensation & Benefits

Salary Range: While a specific range is not provided, given the 5+ years of experience requirement, focus on consumer mobile apps, expert Figma skills, and the remote nature of the role with a global company, a competitive salary is expected. For experienced Product Designers in major tech hubs, this could range from $120,000 to $180,000 USD annually, with potential variations based on specific location and candidate qualifications.

Benefits:

• Comprehensive health and wellness support, including medical insurance.

• Daily conveniences such as provided breakfasts and lunches.

• Opportunities for physical well-being with gym access in Kyiv or partial compensation for sports classes in Warsaw.

• Paid business trips for necessary team or project needs.

• Corporate discounts from partners, enhancing overall employee value.

• Access to exclusive internal educational programs designed for professional development.

• A modern and inspiring work environment with amenities like a gym and climbing wall.

Working Hours: The standard working hours are likely aligned with a full-time role, estimated at 40 hours per week. Given the remote nature and global team, flexibility may be expected, but core collaboration hours will likely be established to facilitate cross-functional teamwork.

📝 Enhancement Note: The benefits package is quite comprehensive, offering a blend of daily conveniences, health and wellness support, and professional development opportunities. The mention of specific locations (Kyiv, Warsaw) for gym access might suggest a strong Ukrainian or Eastern European presence within the company, even for a remote role. The salary estimation is based on industry benchmarks for similar roles in global tech companies.

🎯 Team & Company Context

🏢 Company Culture

Industry: FashionTech, AI, Consumer Software. Dressly operates at the intersection of fashion and technology, leveraging Artificial Intelligence to personalize the fashion experience. This industry is characterized by rapid innovation, a focus on user experience, and the potential for significant market disruption.

Company Size: Dressly is part of SKELAR, a venture builder that constructs companies. SKELAR has over 10 business units and more than 10+ teams operating within its "Platform" which supports Legal, Finance, HR, IT, and other functions. This implies Dressly, while potentially a growing entity, benefits from the robust operational backbone of a larger organization.

Founded: SKELAR was founded with the aim of building leading consumer businesses. Dressly is one of its ventures, focusing on revolutionizing the fashion industry. The company values innovation, user-centricity, and building impactful tech products.

Team Structure:

• Dressly's core product team is seeking a Product Designer to work closely with Product Managers and developers.

• The broader SKELAR Platform supports multiple business units with centralized operational functions, suggesting a lean, product-focused core team at Dressly, amplified by shared services.

• There is a strong emphasis on cross-functional collaboration, with the design role being integral to strategy and execution. Methodology:

• The company utilizes a venture-builder model, implying a structured approach to company creation and growth, with a focus on rapid iteration and market leadership.

• Design processes are expected to be data-driven, incorporating user research, product analytics, and AI tools to inform decisions and enhance product value.

• Collaboration is key, with close ties between design, product, and engineering to ensure seamless product development.

Company Website: dressly.world

📝 Enhancement Note: Being part of a venture builder like SKELAR means Dressly likely operates with agility and a focus on rapid growth and innovation. The "SKELAR Platform" provides a strong operational foundation, allowing the Dressly product team to concentrate on core product development and user experience. This structure suggests a dynamic environment where collaboration and strategic input are highly valued.

📈 Career & Growth Analysis

Operations Career Level: This role is for a seasoned Product Designer with 5+ years of experience, specifically focusing on the "core zone of the product." This implies a mid-to-senior level position with significant autonomy and responsibility for shaping key user experiences. The emphasis on contributing to product strategy further elevates the role beyond typical design execution.

Reporting Structure: The Product Designer will work in close collaboration with Product Managers and developers. While the direct reporting manager isn't specified, it's likely a Design Lead or Head of Product, given the emphasis on strategic input and design system contribution.

Operations Impact: The Product Designer's work will directly influence the core product experience, impacting user acquisition, engagement, retention, and overall product value. By designing intuitive AI features and seamless user flows, the role is critical to Dressly's success in the competitive fashion tech market. The focus on metrics like CR, LTV, and churn underscores the direct link between design and business performance.

Growth Opportunities:

• Specialization: Deepen expertise in AI product design, personalization strategies, or fashion tech UX.

• Leadership: Potential to lead design initiatives, mentor junior designers, or evolve into a Design Lead role as Dressly scales.

• Strategic Influence: Contribute to product strategy, roadmap planning, and the overall vision for Dressly.

• Design System Development: Lead the expansion or refinement of the design system, impacting design efficiency across multiple products within SKELAR.

• Cross-functional Skill Development: Gain exposure to product management, engineering workflows, and business strategy through close collaboration.

📝 Enhancement Note: The role offers significant growth potential due to its strategic input and focus on core product areas. The opportunity to influence product direction and potentially lead design efforts aligns with career progression for experienced designers. The connection to a venture builder also implies opportunities to be involved in the growth of multiple ventures or to take on more responsibility as Dressly matures.

🌐 Work Environment

Office Type: While the role is fully remote, SKELAR provides physical office spaces in Kyiv that are equipped with amenities like a gym, climbing wall, and collaborative zones. These spaces are designed to foster productivity and well-being. For employees in Warsaw, there's a partial compensation for sports classes.

Office Location(s): The primary office presence for SKELAR mentioned is in Kyiv, Ukraine, with support for employees in Warsaw, Poland. However, the Product Designer role is designated as "TELECOMMUTE" and "Remote," implying that physical presence in these locations is not mandatory, but the company culture and some benefits may be tied to these hubs.

Workspace Context:

• The remote work setup necessitates a self-disciplined and productive home office environment.

• Collaboration will occur primarily through digital tools, requiring strong communication and asynchronous work capabilities.

• The company emphasizes creating inspiring spaces for productive work, suggesting a commitment to employee experience even in a remote context.

• Access to internal educational programs and a network of experts within SKELAR fosters a continuous learning and collaborative atmosphere.

Work Schedule: The role is full-time, with an estimated 40 hours per week. While remote work offers flexibility, candidates should be prepared for core working hours that allow for effective collaboration with Product Managers and developers, potentially across different time zones.

📝 Enhancement Note: The company's investment in physical office spaces with unique amenities suggests a strong company culture that values employee well-being and collaboration, even if the specific role is remote. This blend of remote flexibility with access to high-quality physical resources can be a significant perk. The mention of Kyiv and Warsaw suggests a strong presence or origin in these regions.

📄 Application & Portfolio Review Process

Interview Process:

• Recruiter Interview: Initial screening to assess overall fit, experience alignment, and understanding of the role's scope.

• Design Lead Interview: Deeper dive into design philosophy, process, problem-solving skills, and specific experience with consumer mobile apps and AI.

• Test Task: A practical design challenge to evaluate your skills in Figma, user research interpretation, and solution design, relevant to Dressly's product.

• Bar-raising: Typically a final interview with senior leadership or a designated "bar-raiser" to ensure high standards are met across the team.

Portfolio Review Tips:

• Focus on Impact: Showcase case studies that clearly articulate the problem, your process, the solution, and, most importantly, the measurable results (e.g., increased user engagement, improved conversion rates, higher LTV).

• Highlight the Full Cycle: Ensure your portfolio demonstrates your ability to handle the entire product design process, from initial user research and ideation to final implementation and iteration.

• Showcase Figma Expertise: Include examples of complex Figma usage, such as sophisticated component systems, auto-layout mastery, and efficient prototyping.

• Emphasize AI Integration: If applicable, highlight projects where you've used AI tools or designed for AI-driven features, demonstrating your comfort with this technology.

• Tell a Story: Structure your case studies as narratives that clearly communicate your thought process, decision-making, and problem-solving approach.

Challenge Preparation:

• Understand the Product: Thoroughly research Dressly, its AI-driven approach to fashion, and its target audience to inform your test task.

• Practice Figma: Be prepared to demonstrate advanced Figma skills under timed conditions. Familiarize yourself with common design challenges in mobile apps.

• Articulate Your Process: Be ready to explain your design decisions, research methodologies, and how you would approach problem-solving in a fast-paced, iterative environment.

• Focus on Metrics: Think about how you would measure the success of your design solutions and be prepared to discuss relevant product metrics.

📝 Enhancement Note: The interview process is structured to assess a candidate's end-to-end design capabilities, strategic thinking, and technical proficiency. The emphasis on a "Test Task" and "Bar-raising" indicates a rigorous selection process focused on quality and high performance. Preparing a portfolio that clearly demonstrates measurable impact and advanced Figma skills will be crucial.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core design tool, with expert-level proficiency required, including auto-layout, components, and rapid prototyping.

• Figma Make: Likely refers to advanced Figma features or plugins that enhance productivity and automation within the design process.

Analytics & Reporting:

• Proficiency in understanding and working with product analytics tools is essential. While specific tools aren't named, expect to interact with platforms that track key metrics like Conversion Rate (CR), Lifetime Value (LTV), and churn. This could include tools like Amplitude, Mixpanel, Google Analytics, or custom internal dashboards. CRM & Automation:

• While not directly a design tool, an understanding of how design impacts CRM and automation workflows may be beneficial. Experience with systems that support user engagement and personalization, which are core to Dressly's offering, would be advantageous.

📝 Enhancement Note: Figma is clearly the central design tool. The requirement for "Figma Make" suggests a need for advanced efficiency and mastery beyond basic usage. The emphasis on product metrics implies a strong connection to data analysis and a need for designers who can interpret and act upon analytical insights.

👥 Team Culture & Values

Operations Values:

• Innovation & AI-Forward: A strong drive to leverage AI and cutting-edge technology to transform the fashion industry.

• User-Centricity: A deep commitment to understanding and serving user needs, ensuring products deliver genuine value and engagement.

• Data-Driven Decision Making: Utilizing product metrics and analytics to guide design choices and measure success.

• Autonomy & Ownership: Expectation for team members to take initiative, manage their work independently, and drive projects to completion.

• Collaboration & Cross-functional Partnership: Working effectively with Product Managers, developers, and other stakeholders to achieve shared goals.

• Continuous Learning: Encouragement to adopt new tools (especially AI), explore new methodologies, and contribute to a culture of growth and development.

Collaboration Style:

• Close-knit Product Teams: Designers work intimately with Product Managers and developers, fostering a streamlined and efficient development cycle.

• Strategic Input: Designers are encouraged to contribute to product strategy, indicating a collaborative environment where ideas are valued at all levels.

• Design System as a Shared Resource: The design system promotes consistency and facilitates collaboration among designers and with developers.

• Global & Remote: Expect a diverse, distributed team that relies on strong digital communication and asynchronous collaboration practices.

📝 Enhancement Note: The culture emphasizes innovation, user focus, and data-driven approaches, all within a framework of strong collaboration and individual ownership. The venture-builder context suggests a fast-paced, growth-oriented environment where adaptability and a proactive mindset are highly valued.

⚡ Challenges & Growth Opportunities

Challenges:

• Rapidly Evolving FashionTech Landscape: Staying ahead of trends and technological advancements in both fashion and AI requires continuous learning and adaptation.

• Balancing AI Complexity with User Simplicity: Translating sophisticated AI capabilities into intuitive and user-friendly experiences can be a significant design challenge.

• Global Remote Collaboration: Effectively communicating and collaborating with a geographically dispersed team requires strong organizational and interpersonal skills.

• Driving Measurable Impact: Demonstrating the direct impact of design decisions on key business metrics (CR, LTV, churn) requires robust data analysis and communication.

Learning & Development Opportunities:

• AI & Personalization Expertise: Gain deep experience in designing for AI-driven products and personalization engines within the fashion domain.

• Strategic Product Influence: Develop skills in product strategy, roadmap planning, and influencing business direction.

• Design System Leadership: Opportunities to lead the development and evolution of a robust design system.

• Cross-functional Mastery: Enhance collaboration and communication skills by working closely with product management, engineering, and other operational functions.

• Access to SKELAR's Educational Programs: Benefit from exclusive internal training initiatives covering a wide range of topics from management to AI and specialized professional development.

📝 Enhancement Note: The challenges are framed around the dynamic nature of the industry and the specific technologies involved, offering clear areas for skill development. The growth opportunities are directly tied to these challenges, providing a path for career advancement and specialization within a high-growth sector.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you used user research to significantly alter the direction of a product feature. What was the outcome?" (Focus on your research process, insight generation, and demonstrable results.)

• "How would you approach designing an AI recommendation engine for fashion that balances user preferences with emerging trends?" (Prepare to discuss your process, data considerations, and potential UI/UX approaches.)

• "Walk me through a complex UX flow you designed for a mobile app. What were the key decisions and trade-offs involved?" (Be ready to elaborate on your Figma work and decision-making rationale.) Company & Culture Questions:

• "What interests you about Dressly and the FashionTech industry?" (Research Dressly's mission, target audience, and competitive landscape.)

• "How do you stay updated on AI trends and their application in design?" (Showcase your proactive learning and interest in automation.)

• "Describe your ideal collaborative environment with Product Managers and Developers." (Highlight your experience with cross-functional teamwork and communication.) Portfolio Presentation Strategy:

• Structure for Impact: Organize your case studies to clearly highlight the problem, your unique contribution, the design process, the solution, and quantifiable results.

• Figma Deep Dive: Be prepared to share your screen and walk through your Figma files, explaining your component system, auto-layout strategies, and prototyping methods.

• Data Storytelling: Clearly articulate how you used or interpreted product metrics to inform your design decisions and measure success.

• AI Integration Focus: If you have relevant experience, highlight how you've incorporated AI tools or designed for AI features, explaining the benefits.

📝 Enhancement Note: Interview preparation should focus on demonstrating a strong understanding of the product design lifecycle, proficiency with Figma, an ability to translate user needs and AI capabilities into effective designs, and a data-driven approach to measuring impact. Case studies should be tailored to showcase experience with consumer mobile apps and any AI-related projects.

📌 Application Steps

To apply for this Product Designer position:

• Submit your application through the provided link on jobs.ashbyhq.com.

• Portfolio Customization: Tailor your portfolio to highlight consumer mobile app design, AI integration, and demonstrable impact on user engagement and product value. Focus on cases that showcase your entire design process from research to results.

• Resume Optimization: Ensure your resume clearly articulates your 5+ years of experience, expert-level Figma skills, understanding of product metrics (CR, LTV, churn), and experience with AI tools. Use keywords from the job description.

• Interview Preparation: Practice articulating your design process, problem-solving approach, and how you leverage user research and data. Prepare to discuss specific Figma techniques and your experience with AI tools.

• Company Research: Familiarize yourself with Dressly, its mission in the FashionTech space, and SKELAR's venture-builder model. Understand their emphasis on AI and personalized experiences.

⚠️ 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.