Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer

Company: b.well Connected Health

Location: Remote

Job Type: Full-time

Category: Product Design / UX/UI

Date Posted: 2026-08-18

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• Lead the end-to-end design of complex, data-rich healthcare products, including AI-powered assistants and SDKs.

• Translate fragmented health data into simple, actionable, and empowering user experiences for consumers, developers, and enterprise clients.

• Drive product design vision, informed by quantitative data, qualitative research, and a deep understanding of user needs in healthcare.

• Collaborate closely with product managers, engineers, and design leadership to define roadmap priorities and elevate the overall user experience quality as a competitive advantage.

📝 Enhancement Note: This role is specifically focused on Product Design within a healthcare technology context, emphasizing AI integration, data handling, and consumer-facing experiences. The "Senior" title implies a need for leadership, mentorship, and strategic contribution beyond execution.

📈 Primary Responsibilities

• Strategy and Vision: Contribute to the product design vision for key areas like bailey™, the b.well Health AI SDK, and consumer-facing health experiences. Translate b.well's mission into tangible design patterns and product experiences. Partner with product management and design leadership to inform roadmap priorities. Proactively identify and propose solutions for experience gaps.

• Data-Informed Design: Utilize quantitative data and qualitative research to drive design decisions and track key metrics (activation, task completion, comprehension, engagement) for product areas. Architect designs with clear success criteria and collaborate with analytics for post-launch evaluation. Conduct structured usability studies and translate findings into actionable recommendations.

• AI and Conversational UX: Design interaction models for agentic AI experiences, focusing on how users converse with, trust, and act through AI assistants like bailey™. Ensure AI recommendations and clinical data are presented clearly, trustworthily, and accessibly to non-clinical audiences. Apply standards for AI explainability, confidence signaling, and graceful failure states in health contexts.

• Health Data Experience: Design intuitive experiences for longitudinal health records, clinical summaries, lab results, and medication histories, making them legible and actionable for everyday consumers. Work with data and engineering teams to surface critical information without overwhelming users. Apply deep empathy for users navigating chronic conditions or varying health literacy levels.

• Design Execution: Drive end-to-end design processes from discovery and definition through high-fidelity prototypes and production QA. Contribute to and evolve a scalable design system supporting white-label customization for enterprise clients across various healthcare sectors. Design for multiple surfaces including mobile (iOS/Android), web, and embedded SDK components. Ensure precise realization of design intent through close collaboration with frontend engineers.

• Collaboration and Craft: Support junior designers with feedback and mentorship. Champion research as an ongoing practice and synthesize insights for team action. Actively participate in design reviews, critique sessions, and cross-functional alignment meetings. Bring a strong, well-reasoned design point of view to discussions.

📝 Enhancement Note: The responsibilities highlight a blend of strategic product thinking, deep UX craft, and a strong emphasis on data-driven decision-making and AI/conversational design, all within the specialized domain of healthcare technology.

🎓 Skills & Qualifications

Education: While no specific degree is listed, a strong portfolio and demonstrated experience are prioritized over formal education. Relevant fields might include Human-Computer Interaction (HCI), Graphic Design, Interaction Design, or related disciplines.

Experience: 4-6+ years of dedicated product design experience.

Required Skills:

• Demonstrated mastery of complex, data-rich User Experience (UX) design across consumer-facing products.

• Proven experience designing consumer products at scale (B2C, high-engagement mobile or web apps) with a focus on minimizing user friction.

• Experience designing AI-powered or conversational interfaces, including chat, assistants, or agentic workflows.

• A robust, practical understanding of data: ability to instrument designs, analyze funnels, conduct A/B tests, and leverage findings for iterative decision-making.

• Experience contributing to and scaling design systems, including component documentation.

• Strong proficiency in Figma, including advanced features like prototyping, auto-layout, variables, and component libraries.

• Experience with Claude Design (likely a typo or internal tool, referring to design principles or specific design software).

• Strong ability to articulate design rationale and research findings to product and engineering stakeholders.

• Portfolio showcasing problem definition, design process, tracked metrics, and achieved outcomes. Preferred Skills:

• Background in B2C consumer products with millions of users (e.g., fintech, wellness, fitness, navigation, insurance, financial services) where simplifying complexity is a core challenge.

• Experience designing white-label or multi-tenant products requiring expression of multiple brands from a single design system.

• Familiarity with health data concepts, clinical terminology, or a proven ability to quickly learn domain-heavy industries.

• Experience designing for developers (e.g., SDKs, APIs, developer portals, documentation UI).

• Understanding of health equity, accessibility, and plain language design principles.

• Prior experience designing products subject to regulatory or compliance requirements.

📝 Enhancement Note: The "Must-Haves" and "Strong Differentiators" clearly outline the core competencies. The mention of "Claude Design" is unusual and likely refers to an internal tool or a specific design methodology/framework used by the company, which candidates should clarify if possible. The emphasis on data, AI, and healthcare domain knowledge is critical.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A portfolio that clearly demonstrates mastery of complex, data-rich UX, particularly for consumer-facing products.

• Articulation of the problem statement, your design process, the specific metrics you tracked, and the resulting outcomes for each project.

• Examples of designing for high-engagement mobile or web applications where user friction is a critical consideration.

• Projects showcasing experience with AI-powered or conversational interfaces, such as chatbots or agentic workflows.

• Evidence of a data-informed approach, including how you’ve used data to guide design decisions, analyzed funnels, or run A/B tests.

• Contributions to scalable design systems, including examples of component creation and documentation. Process Documentation:

• Detailed case studies that walk through the end-to-end design process, from initial user research and journey mapping to high-fidelity prototypes and production QA.

• Documentation of how you’ve leveraged quantitative data and qualitative research to inform design choices and measure success.

• Examples of how you’ve architected designs with clear success criteria and collaborated with analytics teams for post-launch measurement.

• Evidence of conducting and synthesizing findings from structured usability studies.

• Work showcasing the design of AI interactions, including explainability, confidence signaling, and graceful failure states.

📝 Enhancement Note: The portfolio is paramount for this role. It needs to go beyond visual design to demonstrate a deep understanding of user problems, strategic thinking, data utilization, and the ability to design complex, scalable systems, especially in the AI and healthcare data space.

💵 Compensation & Benefits

Salary Range: $115,000 - $135,000 USD per year.

Benefits:

• Stock options

• Incentive pay (for eligible roles)

• Competitive total rewards package

Working Hours: 40 hours per week (Full-time). While a standard 40-hour work week is implied, the remote nature and focus on outcomes suggest potential flexibility, though this should be confirmed.

📝 Enhancement Note: The salary range is explicitly stated. The benefits package is described as "competitive" and includes stock options and incentive pay, common for senior roles in tech. The note regarding individual pay variation based on factors like experience, location, and internal pay equity is standard and important for candidates to note. The company also emphasizes its commitment to diversity and encourages applications even if not all boxes are checked.

🎯 Team & Company Context

🏢 Company Culture

Industry: Healthcare Technology. b.well Connected Health operates in a rapidly evolving sector focused on healthcare interoperability, AI-driven health insights, and consumer-centric digital health experiences.

Company Size: Not explicitly stated, but the mention of partnerships with major tech companies (OpenAI, Samsung, Google) and a focus on scaling suggests a growing, well-funded startup or mid-sized company.

Founded: Not explicitly stated, but the company is actively developing advanced AI and interoperability platforms, indicating a modern, forward-thinking approach.

Team Structure:

• The design team likely includes design leadership (e.g., Head of Design, Design Manager) and other product designers, potentially with specializations in UX, UI, research, or systems design.

• This Senior Product Designer will collaborate closely with Product Managers, Engineers (frontend and potentially backend/AI specialists), and possibly UX Researchers.

• The role explicitly mentions supporting junior designers, suggesting a potential for mentorship within the team. Methodology:

• Data-Informed Design: A core methodology, emphasizing the use of quantitative data and qualitative research to guide all design decisions. This includes instrumenting designs, tracking metrics, and conducting A/B tests.

• User-Centricity: A strong focus on consumer needs, simplifying complex health data, and empowering users in their healthcare journey.

• AI Integration: Designing for advanced AI interactions, conversational UX, and agentic workflows, requiring a forward-thinking approach to human-AI collaboration.

• Design Systems: Leveraging and evolving a scalable design system to support consistent branding and white-label customization for enterprise clients.

• Agile/Iterative Development: Implied through responsibilities like shipping small, meaningful features within 30 days and continuous iteration based on data and feedback.

Company Website: icanbwell.com

📝 Enhancement Note: b.well Connected Health positions itself as a leader at the intersection of healthcare, AI, and consumer technology. The culture appears to value innovation, data-driven decision-making, and a strong design ethos. The emphasis on "simplifying healthcare" and "consumer-first data control" reflects their core mission.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior Product Designer role. It signifies a mid-to-senior level position requiring significant autonomy, strategic input, and the ability to lead complex design initiatives. The role is expected to contribute beyond execution, influencing product strategy and mentoring others.

Reporting Structure: The role reports to design leadership and collaborates closely with product management and engineering leads. It is positioned to be a key design partner within its assigned product area.

Operations Impact: The Senior Product Designer will have a direct impact on the usability, adoption, and effectiveness of b.well's core products, including their AI assistant (bailey™) and SDKs. This impact extends to how consumers manage their health, how developers build on the platform, and how enterprise clients leverage b.well's technology. By simplifying complex health data and AI interactions, the designer directly contributes to the company's mission of transforming healthcare.

Growth Opportunities:

• Design Leadership: Potential to grow into a lead designer role for a specific product area, take on more strategic product vision responsibilities, or move towards managing a design team.

• Specialization: Deepen expertise in AI/Conversational UX, health data design, or scalable design systems, becoming a go-to expert in these critical areas.

• Cross-functional Influence: Develop stronger partnerships with product and engineering, becoming a key strategic advisor in product development cycles.

• Mentorship: Gain experience in mentoring junior designers, honing leadership and coaching skills.

• Industry Impact: Contribute to shaping the future of digital health experiences and AI integration in healthcare, working with cutting-edge technologies and major partners.

📝 Enhancement Note: This role offers substantial growth potential for a designer who excels in complex problem spaces and wants to make a significant impact in the healthcare technology sector. The emphasis on AI and data presents opportunities for cutting-edge skill development.

🌐 Work Environment

Office Type: Fully Remote. The company is headquartered in Baltimore, MD, but explicitly supports distributed teams.

Office Location(s): While the role is remote, the headquarters are in Baltimore, MD. The company supports distributed teams, implying that candidates can be located anywhere, though potentially within a specific country or time zone alignment for collaboration.

Workspace Context:

• Collaborative Environment: The role requires close collaboration with product managers, engineers, and design leadership. This will likely involve frequent virtual meetings, design reviews, and shared documentation.

• Tools and Technology: Access to industry-standard design tools like Figma, and potentially internal tools like "Claude Design." Collaboration tools (e.g., Slack, Zoom, Jira) will be essential.

• Operations Team Interaction: Regular interaction with the core product and engineering teams responsible for delivering the user experience. Design critiques and feedback sessions are integral to the process.

Work Schedule: Full-time, 40 hours per week. As a remote role, there may be flexibility in daily scheduling, but core hours for team collaboration will likely be expected. The focus on outcomes and impact suggests a performance-driven environment.

📝 Enhancement Note: The fully remote nature is a key aspect of the work environment, emphasizing the need for strong self-management, communication skills, and proficiency with remote collaboration tools.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Likely involves a review of your resume and portfolio by a recruiter or hiring manager.

• Portfolio Presentation: A dedicated session where you will walk through selected projects from your portfolio, explaining your process, decisions, and outcomes. Expect questions about your problem-solving approach, data utilization, and impact.

• Design Challenge/Case Study: You may be given a hypothetical design problem or asked to critique an existing experience, requiring you to apply your design thinking and present solutions. This could involve elements of AI or health data.

• Cross-functional Interviews: Meetings with Product Managers, Engineers, and potentially other designers to assess your collaboration style, technical understanding, and cultural fit.

• Final Interview: Potentially with senior leadership to discuss strategic alignment and overall fit with the company's vision.

Portfolio Review Tips:

• Curate Strategically: Select 3-4 projects that best showcase your experience with complex UX, data-rich environments, AI/conversational design, and consumer-facing applications. Prioritize projects with measurable outcomes.

• Tell a Story: For each project, clearly articulate the problem, your role, your process (discovery, ideation, iteration, validation), your design decisions (and why), and the measurable impact (metrics, user feedback, business results).

• Highlight Data & AI: Explicitly detail how you used data to inform decisions and your specific contributions to AI or conversational interfaces.

• Showcase System Thinking: Include examples demonstrating your contribution to design systems, component libraries, or white-labeling capabilities if applicable.

• Be Prepared for Questions: Anticipate questions about your process, trade-offs, challenges, and how you handle feedback.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with common challenges in healthcare technology, AI UX, and data simplification.

• Focus on Process: Demonstrate a structured approach to problem-solving, even if you don't reach a final "perfect" solution.

• Communicate Clearly: Articulate your thought process, assumptions, and rationale. For AI challenges, consider aspects like trust, explainability, and user control.

• Consider Constraints: Think about technical feasibility, business goals, and ethical considerations, especially in healthcare.

📝 Enhancement Note: The interview process heavily emphasizes portfolio demonstration and a data-driven, strategic approach to design. Candidates must be ready to articulate their process and impact with concrete examples.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The primary tool for design, prototyping, auto-layout, variables, and component libraries. Mastery is a must-have.

• Claude Design: Mentioned as a skill. This could be an internal design system, a proprietary tool, or a specific design methodology. Candidates should be prepared to discuss their experience or aptitude for learning it.

Analytics & Reporting:

• Proficiency in understanding and using quantitative data from analytics platforms (e.g., Google Analytics, Mixpanel, Amplitude) to inform design decisions.

• Ability to define success criteria and collaborate with analytics teams to track key metrics like activation, task completion, comprehension, and engagement.

CRM & Automation: Not directly mentioned as primary tools for this role, but understanding how design integrates with product platforms and potentially developer tools (SDKs) is implied.

Other Relevant Technologies:

• Experience with mobile (iOS, Android) and web design platforms.

• Familiarity with health data standards (e.g., FHIR) is a strong differentiator.

• Understanding of AI/ML concepts and their application in user interfaces.

📝 Enhancement Note: Figma proficiency is a hard requirement. The mention of "Claude Design" is a unique element that candidates should investigate or prepare to ask about. A strong analytical mindset and comfort with data are crucial.

👥 Team Culture & Values

Operations Values:

• Mission-Driven: A strong commitment to simplifying healthcare and putting consumers at the center. This value should permeate design decisions.

• Data-Driven: Decisions are backed by data and research, not just intuition. Expect a culture where metrics and evidence are highly valued.

• Innovation & AI Focus: Embracing cutting-edge technologies like AI to transform healthcare experiences.

• Collaboration: Working closely and effectively across product, engineering, and design teams.

• Quality & Craftsmanship: A belief that excellent experience quality is a significant competitive advantage.

• Diversity & Inclusion: Committed to building a diverse workforce and inclusive products, encouraging applications from underrepresented groups.

Collaboration Style:

• Thought Partnership: Designers are expected to be strong thought partners to product managers and engineers, contributing ideas and challenging assumptions constructively.

• Cross-functional Integration: Seamless collaboration with engineering for precise design implementation and with product for roadmap alignment.

• Feedback Loops: Active participation in design reviews, critique sessions, and ongoing synthesis of user research and data to inform iterative improvements.

• Transparency: Open communication about design rationale, research findings, and project status.

📝 Enhancement Note: The company culture appears to be a blend of mission-driven purpose, analytical rigor, and a forward-thinking approach to technology and design. The emphasis on collaboration and design's strategic importance is a key cultural indicator.

⚡ Challenges & Growth Opportunities

Challenges:

• Simplifying Complex Health Data: Designing intuitive interfaces for intricate and sensitive health information is inherently challenging.

• AI Interaction Design: Defining user trust, explainability, and control in novel AI-driven healthcare experiences requires careful consideration and iteration.

• Balancing Consumer Needs with Enterprise Customization: Creating a scalable design system that can accommodate white-labeling for diverse enterprise clients while maintaining a cohesive user experience.

• Navigating Healthcare Regulations/Compliance: Potentially designing for products that must adhere to industry regulations, adding another layer of complexity.

• Domain Expertise Ramp-Up: Quickly acquiring and applying knowledge of healthcare terminology, data standards, and user needs in a complex industry.

Learning & Development Opportunities:

• Deep Dive into AI/Conversational UX: Gain hands-on experience designing cutting-edge AI interactions in a real-world application with significant impact.

• Healthcare Domain Mastery: Develop expertise in health data, interoperability, and consumer health journeys.

• Design System Scalability: Contribute to and learn from building and maintaining a sophisticated design system for multi-tenant applications.

• Cross-functional Strategic Influence: Enhance skills in influencing product roadmaps and collaborating with technical and business stakeholders.

• Mentorship and Leadership: Opportunities to mentor junior designers and grow into a more senior leadership role within the design team.

📝 Enhancement Note: The role presents significant challenges that are also excellent growth opportunities. Successfully navigating these complexities will lead to highly valuable, specialized skills in a high-demand field.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for a complex, data-rich user experience. What was your process, and what were the key challenges?" (Focus on your structured approach, data utilization, and problem-solving.)

• "How would you approach designing an AI assistant for healthcare that needs to build user trust and explain its recommendations clearly?" (Discuss principles of AI explainability, confidence signaling, and user control in sensitive contexts.)

• "Imagine you need to design a feature that surfaces clinical lab results to a user with low health literacy. How would you ensure clarity and actionability?" (Highlight empathy, plain language principles, and iterative testing.)

• "How do you use quantitative data and qualitative research to inform your design decisions? Can you provide an example where data led you to a different design direction?" (Showcase your data-informed methodology.) Company & Culture Questions:

• "Why are you interested in b.well Connected Health and our mission to simplify healthcare?" (Connect your passion to their mission.)

• "How do you see AI impacting the future of healthcare experiences, and what role does design play?" (Demonstrate your forward-thinking perspective.)

• "Describe your experience collaborating with product managers and engineers. How do you ensure alignment and effective handoffs?" (Highlight your cross-functional collaboration skills.)

• "What are your thoughts on building and maintaining design systems, especially for white-label products?" (Show your understanding of scalability and customization.) Portfolio Presentation Strategy:

• Structure for Impact: For each project, start with the business/user problem, your specific role and responsibilities, your design process (emphasizing research, ideation, iteration), key design decisions and rationale, and finally, the measurable outcomes and impact.

• Quantify Success: Clearly present any metrics you tracked or influenced (e.g., conversion rates, task completion times, engagement levels, user satisfaction scores).

• Highlight AI/Data Elements: Specifically call out and detail your contributions to AI interfaces or the handling of complex data.

• Showcase System Thinking: If applicable, demonstrate how your work fits into or contributes to a larger design system.

• Be Conversational and Curious: Present your work as a narrative, be open to questions throughout, and show genuine curiosity about the interviewer's perspective.

📝 Enhancement Note: Preparation should focus on demonstrating a strategic, data-driven, and user-centric design approach, with a particular emphasis on AI and complex data handling within the healthcare domain. Be ready to articulate your process and impact with concrete examples.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on recruitingbypaycor.com.

• Curate Your Portfolio: Select 3-4 of your strongest projects that best align with the requirements: complex UX, data-rich environments, AI/conversational design, and consumer-facing applications. Ensure each project clearly outlines the problem, your process, your contributions, and measurable outcomes.

• Tailor Your Resume: Highlight your 4-6+ years of product design experience, specific skills in Figma, AI/conversational UX, data-informed design, and any experience with healthcare or complex B2C applications. Use keywords from the job description.

• Prepare Your Portfolio Presentation: Practice walking through your selected projects, focusing on storytelling, articulating your design rationale, and showcasing your impact with data. Be ready to discuss your approach to AI and health data challenges.

• Research b.well Connected Health: Understand their mission, products (bailey™, SDK), partnerships, and company values. Prepare thoughtful questions about their design culture, challenges, and future vision.

⚠️ 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.