Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer

Company: Jukebox Health

Location: Remote

Job Type: Full-Time

Category: Product Design / UX/UI

Date Posted: 2026-06-12

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• Drive the end-to-end product design lifecycle, from initial problem framing and user research to polished UI delivery, for internal, clinician, and health plan partner-facing tools.

• Translate complex, often ambiguous, healthcare workflows into intuitive, visually refined, and user-friendly interfaces that enhance operational efficiency and user satisfaction.

• Lead UX research initiatives and user testing to ground design decisions in empirical data and real user needs, ensuring product-market fit and usability.

• Develop, maintain, and scale a comprehensive design system that ensures consistency, efficiency, and quality across all Jukebox Health products.

• Foster a collaborative environment with product and engineering teams to ensure seamless execution from design mocks to shippable code, prioritizing high-quality outcomes.

• Elevate the overall design standard within the organization by championing a strong aesthetic sensibility and advocating for design best practices with conviction.

📝 Enhancement Note: This role is positioned as a Senior Product Designer with a strong emphasis on owning the entire design process, from discovery to delivery, within a fast-paced, remote-first healthcare technology startup. The focus on complex workflows and the need to set design quality standards suggest a critical role in shaping the user experience for key stakeholders in the healthcare ecosystem.

📈 Primary Responsibilities

• Lead the full spectrum of product design activities, including user research, information architecture, interaction design, visual design, and prototyping, for a variety of product interfaces.

• Conduct rigorous user research and usability testing sessions to gather actionable insights and validate design hypotheses, ensuring designs are user-centered and address critical pain points.

• Develop and meticulously maintain a robust, scalable design system, documenting components, patterns, and guidelines to ensure design consistency and accelerate development.

• Collaborate closely with Product Managers to define product strategy and roadmap, ensuring design initiatives align with business objectives and user needs.

• Partner effectively with Engineering teams to ensure accurate implementation of designs, providing clear specifications and ongoing support throughout the development cycle.

• Champion user advocacy throughout the product development process, articulating design rationale and defending design decisions with data-driven insights and a clear point of view.

• Contribute to the definition and refinement of product requirements, leveraging design thinking to identify opportunities for innovation and user experience improvement.

• Proactively identify opportunities for design improvements and process optimizations within the product development workflow.

📝 Enhancement Note: The responsibilities highlight a hands-on, senior-level individual contributor role that requires significant autonomy and strategic input. The emphasis on "owning discovery through delivery" and "translating ambiguous, complex workflows" points to a need for strong problem-solving skills and the ability to navigate uncertainty in a dynamic environment.

🎓 Skills & Qualifications

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

Experience: 5+ years of professional product design experience, with a proven track record of delivering high-quality design solutions.

Required Skills:

• Demonstrated expertise in end-to-end product design, encompassing discovery, research, IA, UX, UI, and visual design.

• Proficient in Figma and advanced prototyping tools, with a strong understanding of modern design workflows and collaboration features.

• Proven ability to design and implement complex, workflow-heavy tools that simplify intricate processes for users.

• Strong UX research and user testing methodologies, with the ability to translate findings into actionable design improvements.

• Excellent communication and presentation skills, with the ability to articulate design rationale clearly and persuasively to diverse audiences, including non-designers.

• Experience operating within a fast-paced startup environment, demonstrating adaptability, resilience, and a proactive approach to problem-solving with limited process oversight.

• A strong aesthetic sensibility and a well-developed point of view on design quality, with the conviction to defend design decisions. Preferred Skills:

• Prior experience designing for the healthcare industry, particularly with clinical, operational, or health plan workflows.

• Experience building and scaling design systems in a professional setting.

• Familiarity with leveraging AI tools and techniques to enhance product design processes and outcomes.

• Experience in information architecture and user flow mapping for complex systems.

📝 Enhancement Note: The requirement for "exceptional craft and taste" and a "strong point of view" suggests that beyond technical proficiency, Jukebox Health is seeking a designer with a mature design philosophy and the ability to influence aesthetic direction. The preference for healthcare experience indicates a desire for candidates who can quickly understand and address the unique challenges of this sector.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A curated portfolio showcasing 5+ years of professional product design work, with a strong emphasis on demonstrating exceptional craft, aesthetic quality, and a sophisticated design point of view.

• Case studies that clearly articulate the problem space, your role in the design process, the methodologies employed (research, IA, UX, UI), and the impact of your solutions.

• Examples of designing complex, workflow-heavy tools, illustrating how you simplified intricate processes and improved user efficiency.

• Demonstrations of user research and testing conducted, with insights derived and how they informed design decisions.

• Visual examples of high-fidelity UI designs and prototypes that showcase your visual design skills and attention to detail. Process Documentation:

• Portfolio pieces should reflect a clear understanding and application of design thinking principles, from problem definition to solution validation.

• Evidence of building or contributing to design systems, including examples of component libraries, style guides, and their application.

• Case studies that highlight your ability to collaborate effectively with product management and engineering teams throughout the product development lifecycle.

• Documentation of your approach to iterative design and continuous improvement based on user feedback and performance data.

📝 Enhancement Note: Given the emphasis on "discovery through delivery" and "complex workflows," the portfolio should explicitly showcase the candidate's ability to handle ambiguity and drive projects from concept to completion. A strong emphasis on the process of design, not just the final output, is crucial.

💵 Compensation & Benefits

Salary Range: $145,000 - $165,000 per year, plus company equity.

Benefits:

• Comprehensive health, vision, and dental insurance plans with significant company funding.

• Health Savings Account (HSA) with company contributions to support medical expenses.

• Flexible Spending Account (FSA) for pre-tax healthcare or dependent care expenses.

• Short-term and Long-term Disability insurance to provide financial security.

• Life and Personal Accident Insurance for added protection.

• Hospital Indemnity Insurance for coverage during hospital stays.

• 401k retirement savings plan with immediate eligibility upon hire.

• Generous candidate referral program, rewarding successful referrals.

• Annual wellness stipend to support personal health and well-being initiatives.

• Unlimited Paid Time Off (PTO) policy, promoting work-life balance.

• 10 paid holidays annually.

• $1000 stipend for work-from-home setup costs, supporting a productive remote environment.

• Company-provided laptop and swag upon joining.

Working Hours: Standard full-time hours (estimated 40 hours per week), with flexibility inherent in a remote-first, high-trust environment.

📝 Enhancement Note: The salary range provided is competitive for a Senior Product Designer role in a remote setting, especially within the tech and healthcare sectors. The inclusion of equity is a significant component of the total compensation package, reflecting the startup environment. The extensive benefits package demonstrates strong investment in employee well-being and financial security.

🎯 Team & Company Context

🏢 Company Culture

Industry: Healthcare Services / Health Technology. Jukebox Health operates at the intersection of healthcare, technology, and home services, aiming to improve health outcomes and independence for older adults and high-needs populations through accessible home modifications. This unique positioning requires a blend of empathy for users, technical innovation, and operational efficiency.

Company Size: Fast-growing startup. The company is backed by top venture capital firms and is actively scaling, indicating a dynamic environment with opportunities for rapid growth and impact, but also potentially requiring adaptability and a willingness to build processes from the ground up.

Founded: The founding date is not explicitly provided, but the mention of "experienced entrepreneurs" and backing from prominent VCs suggests a relatively recent establishment with significant growth momentum. This implies a culture of innovation and a drive to achieve ambitious goals.

Team Structure:

• Operations: The company likely has a lean, agile operations team focused on managing the network of clinicians, suppliers, and installers, as well as the logistics of home modifications.

• Product & Engineering: A growing team dedicated to building and iterating on the technology platform that facilitates Jukebox Health's services. This team will be the primary collaborator for the Senior Product Designer.

• Clinical & Field Operations: Teams responsible for direct engagement with users, clinicians, and service providers, providing crucial insights into user needs and operational challenges.

• Cross-functional Collaboration: Expect close partnerships between Product Design, Product Management, Engineering, and Operations to ensure seamless integration of design into the product development lifecycle and operational execution.

Methodology:

• Data-Driven Decision Making: Given the healthcare context and VC backing, expect a strong emphasis on using data to inform product strategy, design choices, and operational improvements.

• Agile Development: Common in startups, this likely involves iterative development cycles, rapid prototyping, and continuous feedback loops.

• User-Centric Design: The mission-driven nature of the company points towards a deep commitment to understanding and serving the needs of older adults, clinicians, and health plan partners.

• Lean Operations: The "limited process overhead" mentioned in qualifications suggests an emphasis on efficiency, speed, and minimizing bureaucracy, allowing for quick decision-making and execution.

Company Website: https://www.jukeboxhealth.com/

📝 Enhancement Note: The company's mission to improve home safety and accessibility for vulnerable populations provides a strong sense of purpose. The "remote-first" approach and "high trust environment" suggest a culture that values autonomy, accountability, and effective asynchronous communication. The blend of healthcare and technology demands a unique skill set and mindset from its employees.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior Product Designer role, signifying a mid-to-senior level position within the product design function. It implies significant autonomy, responsibility for major design initiatives, and the expectation to mentor or guide less experienced designers. The role is critical in shaping the foundational user experience for Jukebox Health's core platforms.

Reporting Structure: The Senior Product Designer will likely report to a Head of Product, Design Lead, or potentially a Director of Product. Collaboration will be extensive with Product Managers and Engineering Leads.

Operations Impact: The Senior Product Designer will have a direct and substantial impact on Jukebox Health's operational efficiency and scalability. By creating intuitive tools for clinicians and partners, the designer can streamline workflows, reduce errors, improve data accuracy, and ultimately enable the company to serve more individuals more effectively. The aesthetic quality and usability of the product directly influence user adoption, satisfaction, and retention, which are critical for the company's growth and success.

Growth Opportunities:

• Design Leadership: Potential to grow into a Design Lead or Manager role as the team expands, taking on more strategic responsibilities and team leadership.

• Specialization: Opportunity to deepen expertise in healthcare design, complex workflow tools, or design systems, becoming a subject matter expert.

• Strategic Influence: Contribute to product strategy and roadmap development, influencing the direction of Jukebox Health's offerings.

• Broader Impact: As a fast-growing startup, there are opportunities to wear multiple hats and gain experience across different facets of product development and business operations.

📝 Enhancement Note: The senior title and emphasis on end-to-end ownership suggest this role is ideal for an experienced designer looking for significant impact and autonomy. The growth trajectory within a scaling startup can be rapid, offering opportunities for leadership and specialized development in a mission-driven company.

🌐 Work Environment

Office Type: Fully Remote. Jukebox Health operates as a "remote-first" team, meaning that remote work is not just an option but the primary mode of operation. This suggests a deliberate effort to build a cohesive and productive remote culture.

Office Location(s): While the role is remote, the company is headquartered in the US (implied by ".com" domain and US-based VCs). The company also mentions "Frequent team off-sites and get-togethers around the country," indicating a distributed workforce across various US locations.

Workspace Context:

• Collaborative Environment: Despite being remote, the company fosters a collaborative team environment through various virtual means and in-person off-sites. Expect regular virtual meetings, asynchronous communication tools, and opportunities for team building.

• Operations Tools & Technology: Access to a modern technology stack, including Figma, prototyping tools, and collaboration platforms essential for remote design work. The company provides a $1000 stipend for home office setup, ensuring employees have the necessary equipment and comfortable workspace.

• Team Interaction: Opportunities for regular interaction with colleagues through virtual town halls, team meetings, and cross-functional projects. The emphasis on "high trust" encourages proactive communication and collaboration.

Work Schedule: While standard full-time hours (estimated 40 hours/week) are expected, the remote-first, high-trust environment likely allows for a degree of flexibility in managing one's schedule, provided work is completed effectively and collaboration needs are met. This flexibility is beneficial for deep work and managing personal commitments alongside professional responsibilities.

📝 Enhancement Note: The "remote-first" designation is key, indicating that the company is structured to support and optimize remote work. The stipend for home office costs and emphasis on team off-sites show a commitment to making remote work effective and engaging.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A brief call with a recruiter to assess basic qualifications, cultural fit, and interest in the role and company mission.

• Portfolio Review & Design Challenge: A deep dive into the candidate's portfolio, focusing on craft, process, and impact. This may be followed by a take-home design challenge or a live whiteboarding session to assess problem-solving skills, design thinking, and ability to articulate ideas under pressure. The challenge will likely focus on a complex workflow problem relevant to Jukebox Health's domain.

• Cross-Functional Interviews: Interviews with key stakeholders, including Product Managers, Engineering Leads, and potentially a senior executive, to evaluate collaboration skills, technical understanding, and strategic thinking.

• Final Interview: A conversation with a hiring manager or senior leader to discuss the role in detail, assess cultural alignment, and confirm fit.

Portfolio Review Tips:

• Curate Selectively: Showcase 3-5 of your strongest, most relevant projects. Prioritize those that demonstrate end-to-end ownership, complex problem-solving, and strong visual design craft.

• Tell a Story: For each case study, clearly articulate the problem, your role, the design process, key decisions, and measurable outcomes. Use visuals effectively to illustrate your points.

• Highlight Complexity: Explicitly detail how you approached and simplified complex workflows. Demonstrate your ability to translate ambiguity into clarity.

• Showcase Figma Proficiency: Be ready to discuss your Figma workflows, component usage, and design system contributions.

• Emphasize Collaboration: Describe how you worked with product and engineering, and how you integrated feedback.

Challenge Preparation:

• Understand the Domain: Research Jukebox Health's mission, target users (older adults, clinicians, health plans), and the healthcare services industry.

• Practice Workflow Design: Be prepared to sketch out user flows and interface concepts for complex, multi-step processes. Think about how to make them intuitive and efficient.

• Articulate Rationale: Practice explaining your design decisions clearly and concisely, justifying them with user needs, business goals, and design principles.

• Focus on Impact: Consider how your design solutions would measurably improve user experience, efficiency, or outcomes for Jukebox Health.

📝 Enhancement Note: The emphasis on "exceptional taste," "strong point of view," and "complex workflows" suggests that the interview process will heavily scrutinize the candidate's design maturity and ability to handle intricate problems. A well-prepared portfolio and thoughtful approach to potential design challenges will be critical.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: This is a core requirement, indicating it's the primary tool for UI design, prototyping, and collaboration. Proficiency in advanced Figma features, including auto-layout, components, variants, and collaborative editing, is expected.

• Prototyping Tools: Deep expertise in modern prototyping workflows using Figma or similar tools (e.g., ProtoPie, Framer) to create interactive and high-fidelity prototypes for user testing and stakeholder presentations.

Analytics & Reporting:

• User Research Platforms: Tools for conducting remote user interviews and usability testing (e.g., UserTesting.com, Lookback, Maze).

• Product Analytics Tools (Potential): Familiarity with tools like Amplitude, Mixpanel, or Google Analytics would be beneficial for understanding user behavior and measuring the impact of design changes, though not explicitly required.

CRM & Automation:

• Design System Management: Tools or methodologies for managing and scaling design systems (e.g., Zeroheight, Storybook, or well-structured Figma libraries).

• Project Management Tools: Experience with tools like Jira, Asana, or Trello for tracking design tasks and collaborating with engineering.

📝 Enhancement Note: The explicit mention of Figma and modern prototyping workflows underscores the technical expectations. The company likely utilizes a standard suite of collaboration and project management tools common in tech startups.

👥 Team Culture & Values

Operations Values:

• Mission-Driven: A strong commitment to Jukebox Health's mission of empowering independence and improving lives through accessible home modifications. This value drives decision-making and fosters a sense of purpose.

• User-Centricity: Prioritizing the needs and experiences of older adults, clinicians, and health plan partners in all design and product development efforts.

• Craftsmanship & Quality: A dedication to high standards of design excellence, aesthetic sensibility, and attention to detail across all aspects of the product.

• Collaboration & Trust: Fostering an environment where team members trust each other, communicate openly, and work together effectively, especially within a remote-first setting.

• Agility & Adaptability: Embracing a fast-paced startup environment, being comfortable with ambiguity, and adapting quickly to changing priorities and challenges.

• Ownership & Accountability: Taking responsibility for outcomes, driving initiatives forward independently, and delivering high-quality work.

Collaboration Style:

• Remote-First Communication: Emphasizing clear, concise, and asynchronous communication, supplemented by scheduled video calls and collaborative sessions.

• Cross-Functional Partnership: Working closely with Product Management and Engineering to ensure design is integrated seamlessly into the development process, with shared ownership of product success.

• Iterative Design Process: A culture of continuous feedback, prototyping, and iteration to refine designs based on user input and data.

• Design System Advocacy: Promoting the use and consistent application of the design system across products to ensure a unified user experience.

📝 Enhancement Note: The culture appears to value both purpose and execution. Team members are expected to be self-starters who are passionate about the mission, possess strong design skills, and can collaborate effectively in a distributed environment.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Complex Healthcare Workflows: Translating intricate clinical and operational processes into simple, intuitive user interfaces requires deep empathy and analytical skill.

• Balancing Ambiguity with Quality: Operating in a fast-paced startup with "limited process overhead" means navigating uncertainty while maintaining high design standards and exceptional craft.

• Scaling a Design System: Developing and maintaining a design system that supports a growing product suite and diverse user needs presents an ongoing challenge.

• Cross-Functional Alignment: Ensuring consistent understanding and buy-in for design decisions across product, engineering, and potentially operations teams requires strong communication and negotiation skills.

• Remote Collaboration: Maintaining strong team cohesion, effective communication, and a shared design vision within a fully remote environment.

Learning & Development Opportunities:

• Healthcare Design Specialization: Deepen expertise in the unique challenges and opportunities of designing for the healthcare industry.

• Design System Leadership: Take on a leading role in evolving and scaling the company's design system.

• Product Strategy Contribution: Gain exposure to and influence product strategy through close collaboration with product leadership.

• Mentorship: Opportunity to mentor junior designers as the team grows, developing leadership skills.

• Exposure to VC-backed Growth: Experience the rapid scaling and strategic decision-making common in venture-backed technology companies.

📝 Enhancement Note: The challenges align with the senior nature of the role, requiring strategic thinking and problem-solving beyond just execution. The growth opportunities are significant for a designer seeking to make a substantial impact and advance their career in a dynamic setting.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for a particularly complex workflow. What was your process, and how did you ensure usability?" (Focus on methodology, problem-solving, and user-centricity).

• "How do you approach translating ambiguous user needs or business requirements into concrete design solutions?" (Highlight your ability to handle uncertainty and drive clarity).

• "Walk us through your process for building or contributing to a design system. What are the key considerations for scalability and adoption?" (Demonstrate understanding of design systems and their strategic value).

• "How do you balance the need for high design quality and aesthetic appeal with the constraints of a fast-paced startup environment?" (Showcase your pragmatism and ability to deliver under pressure). Company & Culture Questions:

• "What interests you about Jukebox Health's mission, and how do you see design contributing to it?" (Connect your passion for design with the company's purpose).

• "Describe your experience working in a remote-first environment. What strategies do you use to collaborate effectively with distributed teams?" (Highlight your remote work skills and adaptability).

• "How do you handle disagreements with product managers or engineers regarding design decisions?" (Illustrate your communication, negotiation, and collaborative problem-solving skills).

• "How do you ensure your design decisions are grounded in user needs and data?" (Emphasize your research-driven approach and user advocacy). Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly outline the problem, your role, the process, key decisions, challenges, and outcomes.

• Quantify Impact: Wherever possible, use metrics to demonstrate the success of your designs (e.g., increased conversion, reduced error rates, improved task completion time).

• Showcase Craft: Be prepared to discuss the visual design choices, typography, color palettes, and micro-interactions that contribute to the overall quality and user experience.

• Demonstrate Figma Mastery: Be ready to share your Figma files, explain your component structure, and discuss how you leverage its features for efficiency and collaboration.

• Practice Your Pitch: Rehearse your presentation to ensure you can deliver it confidently and within the allotted time, leaving ample room for Q&A.

📝 Enhancement Note: Expect interviewers to probe deeply into your design process, your ability to handle complexity, and your collaborative approach. Being able to articulate your rationale clearly and connect your work directly to user needs and business impact will be crucial.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Greenhouse.

• Prepare a strong portfolio: Curate 3-5 of your most impactful product design projects, focusing on those that demonstrate end-to-end ownership, complex workflow design, and exceptional visual craft. Ensure each case study clearly outlines the problem, your role, process, decisions, and outcomes.

• Tailor your resume: Highlight experience relevant to complex tools, user research, design systems, and fast-paced environments. Use keywords from the job description, such as "Figma," "UX Research," "workflow optimization," and "design systems."

• Practice your portfolio walkthrough: Be ready to present your projects confidently, articulating your design process, rationale, and the impact of your work. Prepare to discuss specific design decisions and how you handled challenges.

• Research Jukebox Health: Understand their mission, target users, and the healthcare services industry. Prepare thoughtful questions about the product, team, and company culture that demonstrate your engagement and 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.