UI / UX Design Expert

📍 Job Overview

Job Title: UI / UX Design Expert

Company: Weekday AI (Client of Weekday AI)

Location: United States

Job Type: CONTRACTOR

Category: UI/UX Design & Product Evaluation

Date Posted: 2026-08-17

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• This is a unique opportunity to contribute to cutting-edge AI research by evaluating digital product design work, bridging the gap between human expertise and AI capabilities.

• You will leverage your extensive UI/UX and product design background to establish rigorous evaluation criteria and provide expert feedback on AI-generated and human-created designs.

• This role demands a critical eye for detail, a deep understanding of modern design principles, and exceptional written communication skills to articulate design quality assessments.

• As an independent contractor, you will enjoy a flexible, project-based schedule, contributing to a significant initiative within the AI and digital product development space.

📝 Enhancement Note: The role is framed as a client engagement facilitated by Weekday AI, implying a focus on project-based work and potentially variable project durations. The emphasis is on evaluation and criteria development, suggesting a more analytical and critical aspect to the design role than traditional hands-on design.

📈 Primary Responsibilities

• Develop and refine objective, task-specific evaluation criteria for a wide range of digital product and UX deliverables, including but not limited to:

  • Design systems and component libraries
  • Responsive interfaces, dashboards, and web applications
  • End-to-end product journeys (e.g., onboarding, checkout, account management)
  • Customer portals and logged-in experiences
  • UX writing and product content strategy
  • Design-to-development and production handoff processes

• Critically assess AI-generated and human-created design work against these established criteria, ensuring objectivity and consistency.

• Provide detailed, evidence-based written feedback for each evaluation, clearly identifying strengths, weaknesses, usability issues, and actionable areas for improvement.

• Apply and maintain consistent evaluation standards to ensure that assessments are objective, reproducible, and aligned with real-world product expectations and best practices.

• Collaborate with senior reviewers to incorporate feedback, calibrate professional judgment, and continuously refine evaluation approaches and methodologies.

• Evaluate designs holistically, considering usability, accessibility, visual quality, interaction patterns, alignment with business objectives, and end-user needs.

📝 Enhancement Note: The responsibilities highlight a strong emphasis on analytical and evaluative skills, rather than pure creative design. The role requires the ability to codify design best practices into measurable criteria.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's or Master's degree in Design, HCI, Computer Science, or a related field is often preferred for roles involving deep design analysis.

Experience: 5+ years of professional experience in product design, UI/UX, UX design, or design systems for real-world digital products.

Required Skills:

• Proven experience working with leading digital-product or UX studios, product-led organizations, e-commerce platforms, marketplaces, or technology companies with sophisticated digital experiences.

• Strong command of interaction design, visual design principles, responsive layouts, and modern design systems.

• Hands-on proficiency with Figma for design creation and collaboration.

• Deep understanding of prototyping methodologies and usability principles.

• Expertise in evaluating end-to-end product flows and user journeys.

• Excellent written communication skills, with the ability to articulate complex design decisions and feedback clearly and concisely.

• Strong attention to detail and the ability to apply consistent evaluation criteria across diverse design solutions.

• Comfort with receiving and incorporating feedback, and having professional judgment calibrated against other experts. Preferred Skills:

• Experience in AI training, AI evaluation projects, or human-data annotation projects.

• Familiarity with accessibility standards (e.g., WCAG).

• Experience in UX writing, content design, or product content strategy.

• Background as a Digital Product or Business Analyst with a strong design understanding.

• Familiarity with production and engineering handoff processes.

📝 Enhancement Note: The "Ideal Qualifications" section strongly suggests a need for seasoned professionals who can offer a senior-level perspective on design quality and best practices, particularly in the context of evaluating AI output.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A robust portfolio showcasing a minimum of 5 years of professional experience in product design, UI/UX, or design systems.

• Case studies demonstrating the development of complex product journeys, responsive interfaces, or design systems.

• Evidence of your ability to critically analyze design decisions and articulate the rationale behind them.

• Examples that highlight your understanding of usability principles, accessibility, and visual design quality.

• Demonstrations of proficiency with Figma and other relevant design tools. Process Documentation:

• While not explicitly a "process documentation" role in the traditional sense, your portfolio should implicitly demonstrate your structured approach to design problem-solving.

• Highlight how you have developed or applied design criteria, user flows, and system components in previous projects.

• Showcase your ability to provide clear, constructive feedback and critique, which is central to this role's responsibilities.

📝 Enhancement Note: The portfolio is crucial for this role, serving as the primary evidence of the candidate's ability to evaluate and critique design. It should emphasize analytical skills and the ability to articulate design rationale, rather than just showcasing final deliverables.

💵 Compensation & Benefits

Salary Range: $80 - $150 per hour

Benefits:

• As an independent contractor, benefits typically include:

  • Flexibility in work schedule and location (fully remote).

  • Opportunity to work on a high-impact AI research project.

  • Direct engagement with cutting-edge AI technology in the design space.

  • Potential for ongoing project work based on performance and project needs.

  • Weekly payments for services rendered. Working Hours: Flexible project-based schedule; candidates are expected to dedicate sufficient time to meet project demands, likely aligning with a standard 40-hour work week for consistent progress and evaluation cadence.

📝 Enhancement Note: The salary range is competitive for expert-level contract design work in the US. The absence of traditional benefits is typical for contractor roles; the value proposition lies in flexibility and project engagement.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology (AI Research & Development)

Company Size: Not explicitly stated for Weekday AI, but the client they serve is likely a technology company with sophisticated digital experiences. This suggests a fast-paced, innovation-driven environment.

Founded: Weekday AI is a platform for finding freelance talent, with the actual client's founding date not specified.

Team Structure:

• You will be part of a client's AI research initiative, working alongside other design experts and potentially AI researchers.

• This role likely involves collaboration with a senior reviewer or project lead for calibration and feedback.

• Cross-functional collaboration will be primarily with individuals focused on AI development and evaluation, rather than traditional product teams. Methodology:

• The core methodology revolves around developing and applying objective criteria for evaluating digital product design.

• This involves critical analysis, evidence-based feedback, and continuous refinement of evaluation standards.

• The approach is data-driven in the sense that evaluations must be reproducible and defensible.

Company Website: https://weekday.works/

📝 Enhancement Note: The "client of Weekday AI" structure indicates that the primary reporting and cultural immersion will be with the end client, not Weekday AI itself. The culture is likely to be analytical, research-oriented, and focused on rigorous evaluation.

📈 Career & Growth Analysis

Operations Career Level: This role represents an advanced, expert-level specialization within UI/UX and Product Design, focusing on evaluation and critical analysis rather than direct product creation. It is suitable for senior designers looking to pivot towards a more analytical or consultative capacity.

Reporting Structure: You will report to a project lead or senior reviewer within the client's AI research team.

Operations Impact: Your work will directly influence the development and effectiveness of AI systems designed to perform product design tasks. This has a significant impact on the future of AI in creative industries and the efficiency of digital product development pipelines.

Growth Opportunities:

• Deepen expertise in AI evaluation methodologies and contribute to the advancement of AI in design.

• Develop advanced analytical and critical thinking skills applicable to various design and technology evaluation contexts.

• Gain exposure to AI research environments and potentially contribute to future AI development projects.

• Expand your network within the AI and tech industry through collaboration with researchers and experts.

📝 Enhancement Note: While not a traditional "operations" role in the sense of sales or revenue ops, this position offers growth in specialized AI evaluation and critical design analysis, which are emerging fields.

🌐 Work Environment

Office Type: Fully remote engagement.

Office Location(s): United States.

Workspace Context:

• You will be working remotely, requiring a reliable internet connection and a dedicated workspace.

• The environment is collaborative, but focused on remote communication and asynchronous work, with scheduled check-ins for calibration.

• Access to standard design tools (Figma) will be necessary.

Work Schedule: Flexible project-based schedule. While flexible, consistent engagement is expected to meet project timelines and evaluation cadences. This is a contractor role, so the schedule is self-managed within project constraints.

📝 Enhancement Note: The remote nature and flexible schedule are key selling points for contractors, emphasizing autonomy.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Application: Submit resume and portfolio.

• Portfolio Review: Your portfolio will be meticulously reviewed to assess your experience, design quality, and ability to articulate design rationale.

• Design Assessment (Potential): You may be asked to complete a brief design assessment or provide a sample evaluation to gauge your critical analysis skills.

• Further Information: Qualified candidates may be asked for additional details regarding their experience.

• Onboarding: Selected professionals will receive project details and onboarding instructions.

Portfolio Review Tips:

• Highlight Evaluation Skills: Ensure your portfolio includes examples where you've critiqued designs, explained trade-offs, and justified design decisions.

• Showcase Diverse Projects: Include a range of projects (dashboards, product journeys, design systems) to demonstrate broad applicability.

• Emphasize Written Rationale: For each case study, clearly explain your thought process, challenges, and the impact of your design decisions. This is critical for this role.

• Detail Your Process: Explain how you approach problem-solving, user research, and design iteration.

• Figma Proficiency: Clearly demonstrate your advanced skills in Figma, including complex component systems and interactive prototypes.

Challenge Preparation:

• Be prepared to discuss how you would develop evaluation criteria for specific design tasks.

• Practice articulating constructive criticism of hypothetical designs, focusing on objective reasoning.

• Understand the importance of consistency and calibration in evaluation processes.

📝 Enhancement Note: The emphasis on portfolio review and potential assessment indicates that practical demonstration of evaluation skills will be paramount.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for hands-on design work and familiarity with its capabilities. This role requires deep expertise.

• Collaboration Tools: Proficiency with communication platforms (e.g., Slack, email) for remote team interaction.

• Documentation Tools: Familiarity with tools for writing detailed feedback (e.g., Google Docs, Word, Notion).

Analytics & Reporting:

• While not directly an analytics role, understanding how design impacts user behavior metrics is beneficial.

• Experience interpreting user research findings and usability testing reports. CRM & Automation:

• Not directly applicable to this specific role, as it's focused on design evaluation rather than sales/marketing operations.

📝 Enhancement Note: Figma proficiency is a non-negotiable requirement, highlighting its central role in the design ecosystem this project is evaluating.

👥 Team Culture & Values

Operations Values:

• Excellence & Rigor: A commitment to high-quality design and meticulous evaluation.

• Objectivity & Consistency: Applying standards fairly and reproducibly.

• Clarity & Precision: Communicating feedback effectively and unambiguously.

• Collaboration & Calibration: Working with a team to refine judgment and ensure alignment.

• Continuous Improvement: Adapting and refining evaluation methods based on feedback and new insights.

Collaboration Style:

• Primarily remote and asynchronous, with scheduled meetings for calibration and feedback.

• Emphasis on clear written communication and detailed documentation of evaluations.

• A culture of constructive critique and professional development through peer review.

📝 Enhancement Note: The values emphasize precision, objectivity, and collaboration, crucial for maintaining the integrity of AI evaluation.

⚡ Challenges & Growth Opportunities

Challenges:

• Subjectivity in Design: Balancing objective criteria with the inherently subjective nature of design and user experience.

• AI Output Variability: Evaluating the diverse and sometimes unpredictable outputs of AI design tools.

• Maintaining Consistency: Ensuring that evaluation standards remain consistent across a large volume of work and over time.

• Calibrating Judgment: Aligning your professional opinion with that of other experts, which requires open feedback and adaptation.

Learning & Development Opportunities:

• Gain specialized knowledge in AI evaluation methodologies within the design domain.

• Enhance critical analysis and feedback articulation skills to an expert level.

• Contribute to pioneering research at the intersection of AI and creative industries.

• Develop a deeper understanding of the capabilities and limitations of AI in design processes.

📝 Enhancement Note: The challenges are inherent to evaluating complex, creative outputs, especially those generated by AI. The growth opportunities are in specialized, emerging fields.

💡 Interview Preparation

Strategy Questions:

• "How would you develop objective evaluation criteria for an AI-generated onboarding flow?"

• "Describe a time you had to provide critical feedback on a design you felt was flawed. What was your approach?"

• "How do you ensure consistency when evaluating multiple design solutions for the same problem?"

• "What are the key differences between evaluating a human-designed interface and an AI-generated one?" Company & Culture Questions:

• "What interests you most about evaluating AI-generated design?"

• "How do you handle constructive criticism of your own professional judgment?"

• "Describe your experience working remotely as a contractor." Portfolio Presentation Strategy:

• Focus on Evaluation: For each case study, clearly articulate the problem, your design process, the decisions you made, and why. Crucially, discuss any trade-offs and how you addressed them.

• Highlight Critical Analysis: Showcase instances where you've had to make tough design choices or critique existing designs.

• Demonstrate Figma Expertise: Be ready to walk through a complex Figma file, explaining your system, component usage, and prototyping methods.

• Quantify Impact (if possible): If your past projects had measurable outcomes (e.g., improved conversion rates, usability scores), be ready to discuss them.

📝 Enhancement Note: The interview will heavily focus on your ability to think critically about design, articulate your reasoning, and demonstrate your expertise with evaluation.

📌 Application Steps

To apply for this operations position:

• Submit your resume and portfolio through the application link provided by Weekday AI.

• Portfolio Customization: Ensure your portfolio prominently features case studies that demonstrate your ability to analyze, critique, and provide detailed feedback on UI/UX and product designs. Highlight projects involving complex flows, design systems, or responsive interfaces.

• Resume Optimization: Tailor your resume to emphasize your 5+ years of experience in product design, UI/UX, or design systems. Highlight specific skills like Figma proficiency, interaction design, usability principles, and written communication.

• Interview Preparation: Practice articulating your design evaluation process and be ready to discuss how you would develop objective criteria. Prepare specific examples from your portfolio that showcase your critical thinking and communication skills.

• Company Research: Understand Weekday AI's platform and the client's likely industry (tech with sophisticated digital experiences). Be prepared to discuss your interest in AI and design evaluation.

⚠️ 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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