Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer

Company: Medallion

Location: Remote

Job Type: Full-time

Category: Product Design / UX Design / Operations Technology

Date Posted: 2026-05-29

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• Design end-to-end workflows for complex healthcare operations, focusing on automation, AI integration, and user trust.

• Partner with Product, Engineering, Operations, Customer Success, and Sales to define problems, shape product direction, and drive solutions from discovery to production.

• Create user-centered experiences that enhance clarity, reduce manual effort, and support the adoption of new operational capabilities within the healthcare industry.

• Contribute to the development of reusable design patterns and systems that scale across common workflow needs, ensuring consistency and efficiency.

📝 Enhancement Note: This role is specifically focused on product design within a healthcare technology context, emphasizing the design of operational workflows that leverage automation and AI. The target candidate should possess a strong understanding of B2B SaaS, internal tools, and complex operational environments, with a portfolio that showcases tangible business outcomes related to efficiency, trust, and adoption.

📈 Primary Responsibilities

• Problem Definition & Discovery: Collaborate with cross-functional teams (Product, Engineering, Operations, Customer Success, Sales) to thoroughly understand customer problems, business objectives, user workflows, technical constraints, and define key success metrics before solutioning.

• Workflow Design: Design comprehensive, end-to-end workflows for healthcare operations, encompassing areas such as intake processes, routing logic, task management, provider actions, administrative reviews, exception handling, and decision support systems.

• AI & Automation Experience Design: Develop intuitive and trustworthy user experiences that clearly communicate system actions, explain reasoning, highlight areas for review, and guide users on necessary next steps when interacting with AI-powered features.

• Production Ownership: Maintain close collaboration with the Engineering team throughout the build and Quality Assurance (QA) phases to ensure the final product accurately reflects the intended design, paying close attention to states, edge cases, permissions, error handling, and interaction details.

• Pattern Development: Contribute to and evolve a library of reusable product patterns for common operational needs, including but not limited to queues, task lists, status tracking mechanisms, bulk action functionalities, review flows, alert systems, audit trails, and data confidence indicators.

• Stakeholder Alignment & Communication: Utilize clear artifacts, interactive prototypes, tradeoff analyses, and direct communication to foster alignment among stakeholders, facilitate decision-making, and ensure the timely progression of high-impact design initiatives.

📝 Enhancement Note: The responsibilities emphasize a proactive, product-partner approach, requiring designers to not only execute but also to actively shape the problem space and drive decisions. The focus on AI and automation design is critical, demanding an ability to make complex technical capabilities understandable and trustworthy for operational users.

🎓 Skills & Qualifications

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

Experience: 5 to 7+ years of dedicated product design experience, with a strong preference for candidates with backgrounds in B2B SaaS, workflow products, internal tools, healthcare operations, automation technologies, or other complex operational environments.

Required Skills:

• Product Judgment: Demonstrated ability to identify and prioritize the right problems to solve from both a user and business perspective.

• Workflow Simplification: Proven track record of designing intuitive and efficient workflows that streamline complex operational processes.

• Systems Thinking: Ability to understand and design for interconnected systems and scalable patterns, considering the broader operational ecosystem.

• Information Architecture: Expertise in organizing and structuring information to ensure clarity, navigability, and ease of use.

• Interaction Design: Proficiency in designing user interactions that are intuitive, efficient, and delightful.

• Visual Hierarchy & Craft: Strong command of visual design principles to create clear, aesthetically pleasing, and trustworthy user interfaces.

• Prototyping: Skillful use of prototyping tools (e.g., Figma, Sketch, Adobe XD) to effectively communicate design concepts and test user flows.

• Communication: Excellent verbal and written communication skills, with the ability to articulate design decisions, present tradeoffs, and align diverse stakeholders.

• Technical Fluency: Aptitude for understanding technical constraints, workflow logic, automation behavior, and collaborating effectively with engineering teams.

Preferred Skills:

• B2B SaaS Experience: Direct experience designing for business-to-business software-as-a-service platforms.

• Healthcare Operations Domain Knowledge: Familiarity with the operational challenges and workflows within the healthcare industry (e.g., credentialing, payer enrollment, compliance).

• AI/ML User Experience Design: Experience designing interfaces for AI-driven features, focusing on explainability, trust, and user control.

• Data Analysis & Insights: Ability to leverage user data, analytics, and research findings to inform design decisions and measure impact.

• Design Systems: Experience contributing to or working within established design systems to ensure consistency and efficiency.

📝 Enhancement Note: The requirements emphasize practical application and impact. Candidates must demonstrate not just design skills but also a strategic mindset, technical curiosity, and a focus on measurable outcomes relevant to operational efficiency and user trust within a complex domain like healthcare.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Shipped Outcomes: A portfolio that clearly showcases specific products or features designed and shipped, with a focus on tangible results.

• Workflow Simplification Case Studies: Detailed examples of how you have simplified complex operational workflows, illustrating the problem, your design process, and the resulting improvements.

• Systems Thinking Demonstrations: Projects that highlight your ability to design scalable patterns and understand how individual components fit into a larger system.

• AI/Automation Design Examples: Showcase projects where you've designed user experiences for AI-driven features, emphasizing clarity, trust, and usability.

• Connection to Business Impact: Evidence of how your design work has positively influenced key business metrics such as adoption, retention, efficiency, accuracy, or reduced support burden.

Process Documentation:

• Discovery & Research: Examples of how you conduct user research, competitive analysis, and problem framing to inform design strategy.

• Design Process Documentation: Clear articulation of your design process, from initial ideation and wireframing to high-fidelity prototyping and user testing.

• Collaboration Artifacts: Demonstrations of how you collaborate with Product Managers, Engineers, and other stakeholders, potentially including design critiques, tradeoff discussions, and API documentation reviews.

📝 Enhancement Note: The portfolio is critical for this role. It needs to go beyond visual aesthetics to prove strategic thinking, problem-solving capabilities, and a data-driven approach to design that delivers measurable results in complex operational contexts. Emphasis on AI/automation and B2B SaaS workflows is key.

💵 Compensation & Benefits

Salary Range: $150,000 - $200,000 USD per year.

Benefits:

• Equity: Stock options or grants as part of the total compensation package.

• Comprehensive Benefits Package: Includes health, dental, and vision insurance, likely with competitive employer contributions.

• Retirement Savings Plan: Potential for a 401(k) plan with employer matching.

• Paid Time Off: Generous vacation, sick leave, and paid holidays.

• Professional Development: Opportunities for learning, training, and attending industry conferences.

• Remote Work Stipend: Potential for a home office setup or internet reimbursement.

Working Hours: Standard full-time hours, likely around 40 hours per week, with flexibility expected to accommodate cross-functional collaboration and project deadlines.

📝 Enhancement Note: The salary range provided is a strong indicator of the seniority and impact expected from this role. The benefits package is typical for a well-funded tech startup, emphasizing long-term incentives like equity and comprehensive health coverage. The remote nature offers significant flexibility.

🎯 Team & Company Context

🏢 Company Culture

Industry: Healthcare Technology / SaaS. Medallion operates at the intersection of healthcare and technology, aiming to streamline administrative processes within healthcare organizations through its innovative platform. This industry is characterized by complex regulations, a critical need for accuracy and trust, and significant potential for technological disruption.

Company Size: Growing startup (implied by funding and rapid growth accolades). This means a dynamic, fast-paced environment where individual contributions have a significant impact.

Founded: (Information not directly provided, but company is recognized as a fast-growing startup). This suggests a culture that is likely innovative, agile, and focused on rapid scaling and product development.

Team Structure:

• Design Team: Reports to the Head of Design, likely composed of product designers with varying levels of experience, potentially specializing in different product areas or user types.

• Cross-Functional Collaboration: Designers are expected to be integral partners with Product Management, Engineering, Operations, Customer Success, and Sales teams, working collaboratively to define problems and deliver solutions.

• Reporting Structure: The Senior Product Designer will report directly to the Head of Design, indicating a clear line of leadership and mentorship.

Methodology:

• Product-Led Growth & User-Centricity: The company's mission to improve healthcare operations suggests a strong focus on user needs and delivering tangible value through its product.

• Data-Informed Design: The emphasis on using AI, prototyping, and data implies a culture that values evidence-based decision-making in the design process.

• Agile Development: Given the startup environment and rapid growth, an agile or iterative development methodology is highly probable, requiring designers to be adaptable and responsive.

Company Website: medallion.co

📝 Enhancement Note: Medallion positions itself as a leader in healthcare technology, emphasizing innovation, speed, and impact. The culture likely values individuals who are proactive, collaborative, and driven by a mission to solve complex problems. The emphasis on AI and automation indicates a forward-thinking approach to product development.

📈 Career & Growth Analysis

Operations Career Level: Senior Product Designer. This level signifies a high degree of autonomy, ownership, and influence. The role is expected to handle ambiguous, high-impact problem spaces and drive significant portions of the product roadmap. It's a role that requires not just execution but also strategic contribution and leadership within the design function.

Reporting Structure: Reports to the Head of Design. This provides a direct reporting line for mentorship, career development, and strategic alignment within the design team. It also implies that the Head of Design is actively involved in guiding the team's output and fostering professional growth.

Operations Impact: The role is designed to have a direct and substantial impact on Medallion's core mission: eliminating administrative bottlenecks in healthcare operations. By designing user-friendly, trustworthy, and efficient workflows, this designer will directly influence provider satisfaction, accelerate revenue generation for clients, and ultimately improve patient outcomes. The focus on AI and automation means the impact will be in driving operational efficiency at scale.

Growth Opportunities:

• Leadership within Design: Potential to grow into a Lead Product Designer or Design Manager role, mentoring junior designers and taking on larger strategic initiatives.

• Specialization: Opportunity to deepen expertise in specific areas like AI/ML UX, healthcare operations workflows, or design systems.

• Cross-Functional Leadership: Develop stronger partnerships and potentially influence product strategy across different departments.

• Impactful Projects: Contribute to the company's rapid growth and evolution, working on mission-critical features that redefine healthcare operations.

📝 Enhancement Note: This is a senior-level position with significant scope for impact and career advancement. The emphasis on "product partners" and "system thinkers" suggests that growth will come from demonstrating strategic leadership and driving tangible business results through design.

🌐 Work Environment

Office Type: Fully Remote. This indicates a distributed workforce, requiring strong asynchronous communication skills and a self-disciplined approach to work. The company culture will need to actively foster connection and collaboration across geographical boundaries.

Office Location(s): N/A (Fully Remote). While the company has offices (implied by HQ location if available), this specific role is remote, meaning candidates can work from anywhere, subject to any potential regional legal or tax considerations for employment.

Workspace Context:

• Collaborative Digital Environment: Expect a reliance on digital collaboration tools (e.g., Slack, Zoom, Miro, Figma) for communication, brainstorming, and design reviews.

• Access to Technology: The company likely provides or supports access to necessary design software, hardware, and collaboration platforms.

• Team Interaction: Opportunities for interaction will primarily be through scheduled video calls, virtual team meetings, and asynchronous messaging. Building rapport and trust will be key.

Work Schedule: While a standard 40-hour work week is implied, the fully remote nature allows for a degree of flexibility. However, designers must be available for meetings and collaborative sessions that may span different time zones, especially when working with engineering and product teams. A focus on outcomes over strict hours is typical in such environments.

📝 Enhancement Note: The fully remote nature of the role requires a candidate who is self-motivated, organized, and adept at digital collaboration. Success will depend on proactive communication and the ability to build strong working relationships virtually.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A brief call with a recruiter to assess basic qualifications, experience, and cultural fit.

• Portfolio Review & Design Challenge: A session with the Head of Design and potentially other senior designers. This will likely involve presenting your portfolio, discussing your process, and potentially working through a design exercise or case study related to healthcare operations or AI-driven workflows.

• Cross-Functional Interviews: Meetings with Product Management, Engineering leads, and potentially stakeholders from Operations or Customer Success. These interviews will focus on your ability to collaborate, understand technical constraints, and connect design to business outcomes.

• Final Interview: Potentially with a senior leader (e.g., VP of Product, CEO) to discuss strategic alignment and overall fit.

Portfolio Review Tips:

• Curate for Relevance: Select 3-4 of your strongest projects that best showcase your experience with complex workflows, B2B SaaS, AI/automation design, and demonstrable impact.

• Tell a Story: For each project, clearly articulate the problem, your role, your process, key decisions, challenges, and the measurable outcomes achieved. Use visuals effectively.

• Highlight Process & Thinking: Emphasize your problem-solving approach, systems thinking, and how you used data or research to inform your decisions.

• Showcase AI/Automation Experience: If applicable, detail your approach to designing for AI features, focusing on transparency, trust, and user control.

• Be Prepared for Deep Dives: Expect detailed questions about your design choices, technical considerations, and how you collaborated with teams.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with Medallion's product, the healthcare operations space, and common challenges related to credentialing, licensing, and payer enrollment.

• Focus on Workflow: If given a problem, break it down into core user flows, identify key decision points, and consider automation opportunities.

• Think Systemically: Consider how your proposed solution fits into the broader Medallion platform and operational ecosystem.

• Articulate Tradeoffs: Be ready to discuss the pros and cons of different design approaches and justify your recommendations.

• Practice Communication: Rehearse explaining your thought process clearly and concisely, as if presenting to a mixed audience of designers, engineers, and product managers.

📝 Enhancement Note: The interview process is designed to assess not just design skills but also strategic thinking, collaboration capabilities, and domain understanding. A well-prepared portfolio and a clear, articulate approach to problem-solving are crucial for success.

🛠 Tools & Technology Stack

Primary Tools:

• Design & Prototyping: Figma (highly probable given industry trends and collaborative nature), Sketch, Adobe Creative Suite.

• Collaboration: Slack for communication, Zoom for meetings, Miro or FigJam for whiteboarding and brainstorming.

• Project Management: Jira, Asana, or similar tools for tracking design tasks and project progress.

Analytics & Reporting:

• Product Analytics: Tools like Amplitude, Mixpanel, or Heap to understand user behavior within the product.

• Data Visualization: Tableau, Looker, or Power BI might be used by other teams, and designers may need to interpret or present data from these sources.

CRM & Automation:

• CRM: Salesforce (common in B2B SaaS).

• Workflow Automation: While not a direct tool for designers, understanding how automation platforms work is beneficial, especially given the role's focus on designing for AI and automated workflows.

📝 Enhancement Note: Proficiency in industry-standard design tools like Figma is essential. The ability to interpret data and understand how automation impacts user workflows will be a significant advantage, demonstrating a holistic approach to product design in an operations-focused environment.

👥 Team Culture & Values

Operations Values:

• Mission-Driven: A strong commitment to transforming healthcare operations and improving patient care. Expect a focus on impact and purpose.

• Innovation & Speed: A culture that embraces new technologies (like AI) and moves quickly to iterate and deliver value.

• Collaboration & Partnership: Emphasis on working closely with all departments to achieve shared goals. Designers are expected to be integrated team members.

• Quality & Trust: A deep understanding that in healthcare, accuracy, reliability, and building user trust are paramount. This extends to the quality of design deliverables.

• Curiosity & Learning: Encouragement to continuously learn, explore new tools and methodologies, and stay ahead of industry trends.

Collaboration Style:

• Integrated Teams: Designers are embedded within product teams, working day-to-day with Product Managers and Engineers.

• Open Communication: Active participation in design critiques, brainstorming sessions, and regular check-ins. Expect a culture that values feedback and open discussion.

• Asynchronous First (with Synchronous Touchpoints): Given the remote nature, strong asynchronous communication skills are vital, supplemented by scheduled synchronous meetings for key discussions and alignments.

• Data-Informed Dialogue: Discussions and decisions are likely to be supported by user data, research findings, and performance metrics.

📝 Enhancement Note: Medallion's culture seems geared towards high-achievers who are passionate about their mission, comfortable with rapid change, and skilled at collaborative problem-solving in a remote setting. The emphasis on trust and quality is particularly important given the healthcare domain.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Ambiguity: Tackling complex, ill-defined problems in a rapidly evolving domain like healthcare operations and AI.

• Balancing User Needs with Technical Constraints: Ensuring user-centricity while navigating the realities of complex systems, AI capabilities, and engineering limitations.

• Building Trust in AI: Designing experiences that make AI-driven processes transparent, understandable, and trustworthy for users who may be skeptical or unfamiliar with the technology.

• Scaling Design Systems: Developing and maintaining reusable patterns that can effectively support a growing product suite and diverse operational needs.

• Remote Collaboration: Maintaining strong team cohesion, communication, and design quality in a fully distributed environment.

Learning & Development Opportunities:

• Deep Domain Expertise: Gaining in-depth knowledge of healthcare operations, regulations, and provider workflows.

• Advanced AI/ML UX Design: Becoming an expert in designing for cutting-edge AI and automation technologies.

• Strategic Product Influence: Growing from a design executor to a strategic partner shaping product roadmaps and vision.

• Mentorship: Learning from experienced design leaders and cross-functional peers.

• Industry Exposure: Potentially attending conferences or engaging with industry trends to stay at the forefront of design and healthcare technology.

📝 Enhancement Note: This role offers significant opportunities for professional growth by tackling challenging problems at the forefront of technology and healthcare. Overcoming these challenges will build valuable expertise in a high-demand field.

💡 Interview Preparation

Strategy Questions:

• Problem Framing: "Describe a time you had to define a complex problem space before jumping to solutions. How did you involve stakeholders and what was the outcome?" (Focus on your process for discovery, research, and alignment.)

• Workflow Design: "Walk us through a complex workflow you designed. What were the key challenges, how did you simplify it, and what were the measurable results?" (Highlight your ability to map, analyze, and optimize processes.)

• AI/Automation Design: "How would you design an experience to make an AI-driven classification system trustworthy for a healthcare administrator?" (Focus on transparency, explainability, error handling, and user control.)

• Systems Thinking: "Describe a project where you had to design a reusable pattern or component. How did you ensure it scaled effectively across different contexts?" (Showcase your understanding of design systems and architectural thinking.)

Company & Culture Questions:

• Motivation: "Why Medallion? What interests you about our mission and the healthcare technology space?" (Research Medallion's mission, values, and recent achievements.)

• Collaboration: "How do you typically collaborate with Product Managers and Engineers? Describe a situation where you had a disagreement and how you resolved it." (Emphasize your partnership approach and communication skills.)

• Impact: "How do you measure the success of your design work? Can you provide examples where your design directly impacted business outcomes?" (Be ready to discuss metrics like adoption, efficiency, retention, or trust.)

Portfolio Presentation Strategy:

• Structure is Key: Organize your presentation logically: Problem -> Your Role -> Process -> Solution -> Outcomes -> Learnings.

• Highlight Your Thinking: Don't just show the final screens; explain why you made certain decisions. Discuss tradeoffs, research findings, and iterative improvements.

• Quantify Impact: Whenever possible, use data to demonstrate the success of your projects. "Increased user task completion by X%", "Reduced error rate by Y%", "Improved adoption by Z%".

• Be Concise and Engaging: Practice your narrative to keep it interesting and within the allocated time. Use visuals effectively but avoid overwhelming detail.

• Prepare for Q&A: Anticipate questions about your process, technical feasibility, and how you'd approach future challenges at Medallion.

📝 Enhancement Note: Interview preparation should focus on demonstrating strategic thinking, problem-solving skills, and a deep understanding of the design process, especially as it applies to complex operational environments and emerging technologies like AI in healthcare.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Greenhouse.

• Curate Your Portfolio: Select 3-4 of your most relevant projects that highlight your experience in B2B SaaS, workflow design, AI/automation, and demonstrable business impact. Ensure each project clearly outlines the problem, your process, your role, and the outcomes.

• Tailor Your Resume: Highlight keywords from the job description such as "Product Design," "Workflow Simplification," "Systems Thinking," "B2B SaaS," "AI Design," and "Healthcare Operations." Quantify your achievements wherever possible.

• Prepare Your Narrative: Practice presenting your portfolio projects, focusing on your problem-solving approach, design decisions, and the measurable impact of your work. Be ready to articulate your understanding of Medallion's mission and how your skills align.

• Research Medallion: Understand their product, their market position in healthcare technology, and their company values. This will help you tailor your answers and demonstrate genuine interest.

⚠️ 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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