UX Designer

📍 Job Overview

Job Title: UX Designer

Company: PressW

Location: United States

Job Type: FULL_TIME

Category: Product Design / User Experience

Date Posted: 2026-05-07

Experience Level: Mid-Senior Level (Implicitly 5-10 years)

Remote Status: Fully Remote

🚀 Role Summary

• Lead the complete user experience redesign of a critical healthcare scheduling platform, codenamed Phoenix, impacting hundreds of thousands of users across mobile and web.

• Drive the initial research phases, including internal platform audits and extensive customer research, to deeply understand user pain points and inform API design and frontend architecture.

• Develop and maintain a robust design system and component library, ensuring adherence to accessibility standards (WCAG 2.1 AA) and responsive design principles.

• Collaborate closely with engineering leadership and client product/CS teams to translate research findings into intuitive and efficient user interfaces for both worker-facing and admin-facing applications.

• Own the end-to-end design process from conceptualization and wireframing to high-fidelity prototyping and usability testing, culminating in successful rollout and iteration.

📝 Enhancement Note: While the job title is "UX Designer," the responsibilities and required experience suggest a mid-to-senior level role with significant ownership and strategic input, particularly in influencing API design and frontend architecture. The target experience level of 5-10 years aligns with this level of responsibility.

📈 Primary Responsibilities

• Conduct comprehensive internal platform audits and customer research to identify key pain points, user workflows, and areas for improvement in the existing healthcare scheduling system.

• Collaborate with client product and customer success teams to gather critical insights that will directly inform the redesign strategy and user experience.

• Provide crucial input into API design for backend service group migrations, ensuring REST API structures align with actual user workflows and operational needs.

• Design the complete user experience for both worker-facing (schedule viewing, shift pickup, messaging) and admin-facing (template management, schedule building, reporting) interfaces.

• Develop and maintain a scalable design system and component library, enforcing patterns for accessibility (WCAG 2.1 AA), responsive design, and cross-platform consistency.

• Create detailed wireframes, interactive prototypes, and high-fidelity mockups to effectively communicate design concepts and user flows.

• Plan and execute usability testing sessions to validate design decisions with real users, gathering feedback for iterative improvements.

• Actively participate in frontend rollout feedback loops, synthesizing user input from wave rollouts to refine and iterate on designs.

• Present research findings, design rationale, and key decisions during weekly UX reviews with the Frontend Lead and client product team.

📝 Enhancement Note: The emphasis on influencing API design and the phased approach to frontend development (indicating a long-term project) suggest this role requires a candidate who can think beyond the UI layer and understand the technical implications of design decisions. The "legacy system transformation" experience is critical here.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's degree in Design, HCI, Computer Science, or a related field, or equivalent practical experience, is typically expected for roles of this scope and complexity.

Experience: A minimum of 5-10 years of progressive UX design experience, with a strong portfolio showcasing successful end-to-end design projects for both web and mobile applications. Proven experience in transforming legacy systems and designing for complex, workflow-heavy applications is essential.

Required Skills:

• Deep expertise in UX design principles and methodologies for web and mobile applications.

• Proven ability to conduct user research, synthesize findings, and translate them into actionable product design decisions.

• Experience designing for complex, workflow-intensive applications such as scheduling, operations tooling, or administrative systems.

• Demonstrated experience in legacy system transformation, understanding existing workflows to effectively redesign them.

• Understanding of how backend structures and API design (e.g., REST APIs) impact user experience and the ability to provide informed input.

• High proficiency in industry-standard design and prototyping tools, specifically Figma.

• Exceptional communication, presentation, and interpersonal skills for articulating design rationale to technical and non-technical stakeholders.

Preferred Skills:

• Prior design experience within the healthcare industry or other highly regulated environments.

• Hands-on experience owning and scaling a design system and component library.

• In-depth knowledge and practical application of accessibility standards, particularly WCAG 2.1 AA.

• Familiarity with AI design tooling to accelerate iteration and prototyping cycles.

• Experience working collaboratively within cross-functional teams, closely partnering with engineers during active development cycles.

📝 Enhancement Note: The "5-10 years" experience level is inferred from the significant ownership, leadership in research, influence on API design, and end-to-end responsibility for a large-scale platform rebuild. The emphasis on "shipped meaningful design work" suggests a preference for candidates who can demonstrate tangible impact and product launch experience.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase end-to-end UX design process, from initial research and problem definition to final UI implementation and post-launch iteration.

• Include detailed case studies demonstrating the redesign of complex workflows and the impact on user efficiency and satisfaction.

• Highlight projects involving legacy system transformation, illustrating how existing user pain points were addressed.

• Present examples of contributions to or ownership of design systems and component libraries, emphasizing consistency and scalability.

• Demonstrate experience with both web and mobile application design, including responsive design strategies.

Process Documentation:

• Demonstrate a clear process for conducting internal platform audits and user research, including methodologies and tools used.

• Illustrate how user feedback and usability testing results were integrated into design iterations and final solutions.

• Show examples of collaboration with engineering teams, including contributions to API design input or frontend architecture considerations.

• Present documentation of design system components, patterns, and adherence to accessibility standards.

• Detail the process for creating and presenting wireframes, prototypes, and high-fidelity designs to stakeholders.

📝 Enhancement Note: Given the role's emphasis on research, API design input, and system transformation, the portfolio should clearly articulate the candidate's ability to bridge the gap between user needs, technical constraints, and business objectives. Demonstrating a structured approach to problem-solving and iterative design will be key.

💵 Compensation & Benefits

Salary Range: For a Mid-Senior UX Designer with 5-10 years of experience, in a fully remote role based in the United States, a competitive salary range would typically fall between $120,000 and $170,000 annually. This estimate is based on industry benchmarks for specialized UX roles focusing on complex systems and enterprise applications, considering the high demand for experienced designers in the US market.

Benefits:

• Competitive salary commensurate with experience and skills.

• Comprehensive health, dental, and vision insurance plans.

• Generous Paid Time Off (PTO) and holidays.

• 401(k) retirement savings plan with company matching.

• Opportunities for professional development, training, and conference attendance.

• Fully remote work environment, offering flexibility and work-life balance.

• Stock options or equity participation (potential, common in tech startups).

• Access to cutting-edge AI design tools and technologies.

Working Hours: Standard full-time work hours are expected, typically 40 hours per week. While the role is remote, flexibility may be available to accommodate different time zones within the United States, with core collaboration hours likely established for team meetings and client interactions.

📝 Enhancement Note: Salary estimation is based on aggregated data from compensation platforms (e.g., Glassdoor, Levels.fyi) for UX Designers in the US with 5-10 years of experience, with adjustments for fully remote roles and the specialized nature of the healthcare/enterprise application design. Benefits are standard for tech companies and are inferred based on common offerings.

🎯 Team & Company Context

🏢 Company Culture

Industry: PressW operates at the intersection of Artificial Intelligence (AI), Applied AI Engineering, and Consulting. They focus on building and shipping production AI solutions for clients, particularly in areas like Managed AI for institutional investors and AI Engineering for enterprise clients. The healthcare scheduling platform rebuild is a significant project within their AI Engineering division.

Company Size: PressW is a relatively small but highly experienced team, described as having "three exited AI founders and a group of Applied AI Engineers." This suggests a lean, agile, and expert-driven environment, likely with a focus on high-impact projects and rapid execution.

Founded: PressW was founded with the intention of building "real systems for real clients," moving beyond theoretical AI discussions. The company has been "heads-down for the last few years," indicating a focus on product development and client delivery rather than extensive public-facing marketing.

Team Structure:

• The UX Designer will report to "Engineering Leadership," indicating a strong engineering-centric culture where design is deeply integrated into the development process.

• The team comprises experienced AI founders and Applied AI Engineers, suggesting a high level of technical expertise and a collaborative, problem-solving ethos.

• Collaboration with client product and customer success teams is explicitly mentioned, highlighting a client-facing aspect to the team's work.

Methodology:

• Data-Driven Development: PressW emphasizes building "real systems" and delivering "measurable profit gains," suggesting a strong focus on data, metrics, and demonstrable ROI.

• Agile & Iterative: The phased approach to development (research, API design, frontend batches, rollout feedback) points to an agile and iterative methodology.

• Client-Centric Solutions: The company's success is built on "shipping production AI solutions for clients," indicating a strong focus on understanding and meeting client business needs.

• Applied AI Expertise: The core of PressW's methodology is the practical application of AI, moving from concept to deployed, functional systems.

Company Website: https://www.pressw.ai/

📝 Enhancement Note: The company culture is likely fast-paced, intellectually stimulating, and results-oriented, given its focus on AI and client impact. The small, expert team size suggests a flat hierarchy and a high degree of individual responsibility.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a significant contributor with end-to-end ownership of a major platform's user experience. It's beyond an entry-level or junior position, requiring substantial experience and the ability to operate with high autonomy. This aligns with a "Mid-Senior" or "Senior Individual Contributor" level within a UX design career path. The impact on API design and frontend architecture indicates a strategic influence that goes beyond typical UX tasks.

Reporting Structure: The UX Designer reports to Engineering Leadership. This structure suggests that design decisions are closely aligned with technical feasibility and development timelines, and that the designer will work hand-in-hand with engineers. This is a common and effective structure in product-focused tech companies.

Operations Impact: The UX Designer's impact is direct and substantial. By redesigning the healthcare scheduling platform, they will influence the daily productivity of hundreds of thousands of workers and the operational efficiency of over 1,000 healthcare facilities. Improving the admin interface, specifically template management, is identified as a key driver for Net Promoter Score (NPS), directly impacting client satisfaction and retention – a critical business metric. The role also influences the technical foundation by providing input on API design.

Growth Opportunities:

• Technical Specialization: Deepen expertise in designing complex, workflow-heavy enterprise applications, particularly within regulated industries like healthcare.

• Design System Leadership: Potential to lead the evolution and expansion of the design system and component library, establishing best practices for the organization.

• Cross-Functional Influence: Further develop the ability to influence technical decisions (API design, frontend architecture) based on user-centered insights.

• Product Strategy Contribution: As the platform evolves, opportunities may arise to contribute more broadly to product strategy and roadmap planning beyond core UX.

• Mentorship: With significant experience, there's potential to mentor junior designers or guide engineering teams on UX best practices.

📝 Enhancement Note: The growth opportunities are tied to increasing influence, technical depth, and strategic contribution within the product development lifecycle, reflecting the high-impact nature of the role.

🌐 Work Environment

Office Type: The role is Fully Remote. This indicates a virtual-first or remote-flexible work environment, eliminating the need for a physical office presence for the designer.

Office Location(s): While the company has a physical presence in Austin, TX, this specific role is designated as remote within the United States. This means candidates can be located anywhere within the US, though potential collaboration across US time zones will be a factor.

Workspace Context:

• Autonomous & Self-Directed: As a fully remote role with high autonomy, the designer will be expected to manage their own schedule and workflow effectively.

• Digital Collaboration Tools: The workspace will heavily rely on digital collaboration tools (e.g., Slack, Zoom, Figma, project management software) for team communication, design reviews, and stakeholder meetings.

• Integrated Development: The designer will be deeply integrated into the engineering team's workflow, participating in virtual stand-ups, design reviews, and code reviews (from a design perspective).

• Client Interaction: Regular virtual interactions with client product and CS teams will be part of the work environment, requiring strong remote communication skills.

Work Schedule: The standard 40-hour work week applies. While remote flexibility is a key perk, candidates should be prepared for structured collaboration times, likely aligned with US business hours, to ensure effective communication with the internal team and the client.

📝 Enhancement Note: The remote nature of the role emphasizes the need for proactive communication, self-discipline, and proficiency with remote collaboration tools. The candidate should be comfortable working independently and contributing effectively within a distributed team.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of the application, resume, and portfolio to assess qualifications and experience.

• Portfolio Presentation & UX Review: A dedicated session where the candidate presents 1-2 key case studies from their portfolio. This will focus on their design process, problem-solving approach, research methodologies, and the impact of their work. Expect questions about how they handled challenging design problems, stakeholder feedback, and technical constraints.

• Technical/Design Deep Dive: Further discussion on specific design skills, tool proficiency (Figma), and understanding of complex workflows, API design implications, and design systems. This may involve a small design exercise or scenario-based questions.

• Engineering/Leadership Interview: A conversation with Engineering Leadership to assess cultural fit, collaboration style, strategic thinking, and alignment with PressW's mission and approach to AI and engineering.

• Final Round (if applicable): Potentially a final discussion to clarify any remaining points or meet additional team members.

Portfolio Review Tips:

• Focus on Process, Not Just Pixels: Clearly articulate your problem-solving process, from research and ideation to iteration and final solution. Use visuals to support your narrative.

• Quantify Impact: Where possible, use metrics (e.g., improved efficiency, reduced errors, increased NPS, user satisfaction scores) to demonstrate the tangible results of your design work.

• Highlight Complexity: Choose case studies that showcase your ability to handle complex workflows, legacy system transformations, and cross-platform (web/mobile) design challenges.

• Explain Your Role: Be clear about your specific contributions within each project, especially if it was a team effort.

• Demonstrate API/Technical Awareness: For this role, consider including a project where your design decisions were influenced by or influenced technical constraints, such as API structures.

• Showcase Design System Work: If you have experience with design systems, dedicate a section to explaining your approach to creating or contributing to them.

Challenge Preparation:

• Prepare to Discuss Legacy Systems: Be ready to talk about how you approach understanding and improving existing, complex systems without disrupting critical functionality.

• Anticipate Workflow Questions: Expect questions about how you would map and optimize workflows for both end-users and administrators in a healthcare scheduling context.

• Understand API Impact: Think about how backend API design can affect user experience and how you would collaborate with backend engineers to ensure a cohesive product.

• Research PressW: Understand their focus on applied AI, their client base, and their methodology. Be prepared to articulate why you are a good fit for their specific approach.

📝 Enhancement Note: The emphasis on "legacy system transformation," "API design input," and "workflow-heavy applications" means candidates should prepare case studies that specifically address these aspects. The portfolio review is likely a critical part of the process, acting as a primary evaluation tool.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for wireframing, prototyping, UI design, and design system management. Proficiency is a mandatory requirement.

• Prototyping Tools: Figma's prototyping capabilities are key, but familiarity with other tools like InVision, Adobe XD, or Axure may be beneficial for showcasing diverse project experiences.

• User Research Tools: Experience with tools for surveys (e.g., SurveyMonkey, Typeform), user interviews, and usability testing platforms (e.g., UserTesting.com, Lookback) is expected.

• Collaboration Platforms: Slack, Microsoft Teams, or similar for real-time communication and team coordination.

Analytics & Reporting:

• Analytics Platforms: While not directly designing analytics dashboards, an understanding of how user behavior is tracked through tools like Google Analytics, Mixpanel, or Amplitude will inform design decisions and user flow optimization.

• Data Visualization: Familiarity with data visualization principles to understand how backend data translates into user-facing information and reports is valuable.

CRM & Automation:

• CRM Systems: While PressW's focus is AI and engineering, understanding how scheduling platforms integrate with or complement CRM systems (e.g., Salesforce) might be relevant context.

• Project Management Tools: Tools like Jira, Asana, Trello, or Monday.com are likely used for task management and tracking project progress within the engineering and design teams.

📝 Enhancement Note: Figma is explicitly mentioned as a requirement, making it the central design tool. The role also necessitates an understanding of how design interfaces with backend systems (APIs) and how user behavior is tracked and analyzed, even if the designer isn't directly managing these tools.

👥 Team Culture & Values

Operations Values:

• Excellence in Execution: PressW's focus on "shipping AI" and "real systems" implies a strong value placed on delivering high-quality, functional, and impactful solutions.

• Data-Driven Decision Making: The emphasis on "measurable profit gains" and "production AI solutions" suggests a culture where decisions are informed by data and demonstrable impact.

• Innovation & Applied AI: A core value is pushing the boundaries of what AI can do and applying it practically to solve client business problems.

• Collaboration & Ownership: As a small, expert team, there's likely a high degree of collaboration and individual ownership of tasks and outcomes.

• Client Focus: The success of the firm hinges on delivering value to clients, fostering a client-centric approach in all endeavors.

Collaboration Style:

• Integrated & Cross-Functional: The UX Designer will work closely with Engineering Leadership, backend engineers (influencing API design), and client-side Product/CS teams. This implies a highly integrated, cross-functional collaboration style where design is not siloed.

• Direct Communication: Given the small team size and remote nature, communication is likely direct, transparent, and frequent, utilizing tools like Slack and video conferencing.

• Feedback-Oriented: The requirement for weekly UX reviews and participation in rollout feedback suggests a culture that values constructive feedback and iterative improvement.

• Problem-Solving Focus: The team is comprised of experienced engineers and founders, indicating a collective focus on solving complex technical and business challenges.

📝 Enhancement Note: The culture is likely to be intellectually rigorous, fast-paced, and focused on tangible outcomes. Candidates who thrive in autonomous environments and enjoy deep technical collaboration will be a strong fit.

⚡ Challenges & Growth Opportunities

Challenges:

• Legacy System Transformation: Redesigning a complex, workflow-heavy platform used by hundreds of thousands of users while ensuring a smooth transition and avoiding disruption.

• Balancing User Needs with System Constraints: Translating user research and ideal experiences into designs that are feasible within existing or evolving backend API structures and technical limitations.

• Cross-Audience Design: Designing effectively for two distinct user groups (workers and administrators) with different needs, motivations, and technical proficiencies.

• Remote Collaboration: Effectively collaborating, communicating, and driving consensus in a fully remote setting, especially when influencing technical decisions.

• Pace of AI Evolution: Staying abreast of rapidly evolving AI capabilities that might influence future platform features or user interactions.

Learning & Development Opportunities:

• Deep Dive into Healthcare Operations: Gain specialized knowledge of healthcare scheduling workflows, compliance requirements, and operational challenges.

• Advanced UX for Enterprise Systems: Enhance skills in designing for complex, mission-critical enterprise applications with high user volumes.

• Design System Maturity: Contribute to and potentially lead the growth of a sophisticated design system, understanding its impact on scalability and efficiency.

• AI Integration in UX: Explore how AI tools can be leveraged for design iteration, user research analysis, and potentially for features within the platform itself.

• Cross-Functional Technical Acumen: Improve understanding of API design, frontend architecture, and software development lifecycles through close collaboration with engineering.

📝 Enhancement Note: The challenges are significant and directly related to the complexity of the project. The growth opportunities are substantial, offering a chance to develop highly specialized skills in a high-demand domain.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to redesign a complex, workflow-heavy application. What were the key challenges, and how did you approach them?" (Focus on process, research, and impact).

• "How would you approach auditing an existing platform's user experience to identify core pain points, especially in areas like template management?" (Highlight structured research methods).

• "Imagine you're designing the admin interface for a healthcare scheduling system. What are the top 3-5 critical features or workflows you would prioritize, and why?" (Demonstrate understanding of admin needs and operational efficiency).

Company & Culture Questions:

• "PressW focuses on shipping AI. How do you see your UX design role contributing to the successful implementation and adoption of AI-powered features or systems?" (Connect your skills to their AI focus).

• "This role involves influencing API design. Can you share an experience where your design decisions impacted or were influenced by backend technical architecture?" (Prepare a specific example).

Portfolio Presentation Strategy:

• Storytelling: Frame each case study as a narrative: the problem, your process (research, ideation, iteration), the solution, and the impact.

• Visuals: Use high-quality mockups, wireframes, and prototypes. Show your design system components in action.

• Data & Metrics: Wherever possible, quantify the success of your designs with relevant data points (e.g., user satisfaction, efficiency gains, NPS improvement).

• Highlighting API Input: If possible, subtly point out where your design considerations might have informed or been informed by backend services.

• Conciseness: Be prepared to present your most impactful projects succinctly, focusing on the most relevant aspects for this role.

📝 Enhancement Note: Candidates should prepare to specifically address the unique aspects of this role: legacy system transformation, API design influence, and designing for complex workflows in a regulated industry. Demonstrating a data-driven and collaborative approach will be critical.

📌 Application Steps

To apply for this UX Designer position:

• Submit your application through the provided Ashby link, ensuring your resume and portfolio are up-to-date and easily accessible.

• Curate Your Portfolio: Select 1-2 case studies that best showcase your experience with complex workflow redesign, legacy system transformation, and ideally, projects that involved influencing or considering API design. Ensure clear articulation of your process and quantifiable impact.

• Optimize Your Resume: Highlight keywords relevant to UX design, user research, Figma, design systems, workflow analysis, and any experience with healthcare or enterprise applications. Emphasize achievements and responsibilities that align with the job description.

• Prepare Your Presentation: Practice walking through your selected case studies, focusing on storytelling, clear communication of your process, and demonstrating your problem-solving skills. Be ready to discuss your contributions and the outcomes.

• Research PressW: Understand their mission, their focus on applied AI, and their client base. Prepare thoughtful questions about the company, the role, and the team.

⚠️ 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.