Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer

Company: OpenLoop Health

Location: United States

Job Type: FULL_TIME

Category: Product Design / UX/UI

Date Posted: 2026-08-24

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

Remote Status: Remote Solely

🚀 Role Summary

• Lead end-to-end design initiatives for both client-facing products and internal operational platforms, including those leveraging AI.

• Collaborate closely with Product Managers and Engineers to co-create solutions, moving beyond mere execution of predefined specifications.

• Drive the development and evolution of scalable design systems and information architecture to support product growth and consistency.

• Utilize AI tools to enhance design workflows, research, and prototyping efficiency in a fast-paced, ambiguous environment.

• Contribute to the strategic definition of problems and the exploration of innovative solutions that align with user needs and business objectives.

📝 Enhancement Note: The role is explicitly for a Senior Product Designer, implying a need for leadership, strategic thinking, and the ability to mentor or guide less experienced designers. The emphasis on "defining problems" and "co-creating solutions" suggests a proactive role in product strategy, not just execution. The mention of "internal tools (e.g., CRM, operational platforms)" indicates a need to understand business operations and how design impacts efficiency.

📈 Primary Responsibilities

• Spearhead the complete design lifecycle for complex product domains, encompassing discovery, concept development, iteration, and final delivery.

• Actively partner with Product Managers and Engineers to foster a collaborative environment for solution co-creation, ensuring design aligns with technical feasibility and business goals.

• Integrate AI tools into the design process to accelerate research, ideation, and prototyping, staying at the forefront of design technology.

• Translate ambiguous business challenges and user needs into clear, structured design approaches, defining scope and key deliverables.

• Architect and maintain scalable information architecture and product structures that support user comprehension and operational efficiency.

• Build, document, and evolve robust design systems that are actively adopted and consistently updated in alignment with product evolution.

• Design for both external, client-facing user experiences and critical internal tools, such as CRM systems and operational platforms.

• Employ rapid iteration cycles based on user feedback, technical constraints, and dynamic business requirements to optimize design outcomes.

📝 Enhancement Note: The responsibilities highlight a blend of strategic product thinking and hands-on design execution. The emphasis on "complex product areas," "scalable systems," and "design systems" suggests a need for a designer capable of thinking holistically and building foundational design elements. The inclusion of "internal tools (e.g., CRM, operational platforms)" indicates a crucial need for understanding business processes and how design can optimize them, positioning this role as integral to GTM and operational efficiency.

🎓 Skills & Qualifications

Education: A Bachelor's degree in Design, Human-Computer Interaction, or a related field is often preferred, but a strong portfolio demonstrating equivalent experience and skills will be highly valued.

Experience: 5-10 years of progressive experience in product design, with a proven track record of leading design initiatives from concept to launch.

Required Skills:

• System Thinking: Ability to design for complex, interconnected products and simplify ambiguity into coherent user experiences.

• Product Judgment: Sharp ability to frame problems, prioritize effectively, and make design decisions tied to tangible user and business impact.

• Collaboration: Highly collaborative approach with Product Managers and Engineers, comfortable navigating tradeoffs in a fast-paced, non-linear environment.

• Ambiguity Tolerance: Thrives in uncertain environments, moving quickly from idea to iteration without rigid adherence to predefined processes.

• Proactivity & Self-Direction: Demonstrates initiative to push work forward without constant direction or perfectly defined requirements.

• Technical Aptitude: Comfortable engaging with technical concepts and translating them into clear, scalable design solutions.

• Design Systems: Proven experience in building and evolving design systems that are actively used by development teams.

• Tool Proficiency: Strong craft and expertise in Figma and other modern design and prototyping tools.

• AI Integration: Familiarity with AI tools and a demonstrated interest in incorporating them into design workflows for efficiency and innovation.

• Portfolio: A portfolio showcasing clear thinking, strong structural design, rapid iteration, and evidence of measurable impact.

Preferred Skills:

• Experience designing for healthcare technology or telehealth platforms.

• Familiarity with CRM systems and operational platforms.

• Experience with user research methodologies and translating insights into design solutions.

• Understanding of AI/ML concepts and their application in product design.

• Experience working in a startup or fast-growth environment.

📝 Enhancement Note: The requirements emphasize soft skills like "system thinking," "product judgment," and "thriving in ambiguity" as much as technical proficiency. This suggests the company values designers who can think strategically and operate autonomously. The explicit mention of "internal tools (e.g., CRM, operational platforms)" indicates that understanding business operations and user needs within those contexts is a significant advantage, bridging the gap between product design and operational efficiency.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Case Studies: Showcase 3-5 comprehensive case studies that detail your end-to-end design process for complex problems. Each case study should clearly articulate the problem, your role, the design process, key decisions, and measurable outcomes.

• System Design: Include examples of how you've designed for complex systems, demonstrating your ability to manage interconnectedness and ensure scalability. Highlight any experience with information architecture.

• Design System Contribution: Present evidence of your involvement in building, maintaining, or evolving design systems, including examples of components, guidelines, and their impact on team efficiency.

• Impact & Metrics: Clearly articulate the measurable impact of your designs, using data and metrics to demonstrate improvements in user engagement, conversion rates, operational efficiency, or other relevant KPIs.

• AI Integration Examples: If possible, include examples of how you've leveraged AI tools in your design process or designed AI-powered features.

Process Documentation:

• Discovery & Research: Illustrate how you approach problem discovery and user research, including methodologies used and how insights informed design decisions.

• Iteration & Prototyping: Demonstrate your ability to rapidly iterate on designs, showcasing wireframes, prototypes, and user testing feedback loops.

• Collaboration & Handoff: Provide examples of how you collaborate with Product Managers and Engineers, including documentation and handoff processes that ensure clear communication and efficient implementation.

📝 Enhancement Note: The portfolio requirements are geared towards demonstrating a holistic approach to design, emphasizing strategic thinking, system-level design, and measurable impact. The specific mention of "internal tools (e.g., CRM, operational platforms)" suggests that case studies involving business process optimization or internal user experience improvements would be highly relevant and valued. The inclusion of AI tools in the portfolio is also a key differentiator.

💵 Compensation & Benefits

Salary Range: For a Senior Product Designer role in the United States with 5-10 years of experience, a competitive salary range can be estimated between $130,000 - $180,000 annually. This estimate accounts for the senior level, the specialized nature of product design in a tech/healthtech context, and the fully remote nature of the position, which often commands a slightly higher compensation to account for varied cost of living.

Benefits:

• Comprehensive Medical, Dental, and Vision insurance plans.

• Flexible Spending Accounts (FSA) and Health Savings Accounts (HSA) for healthcare expense management.

• Generous Flexible Paid Time Off (PTO) policy.

• 401(k) retirement savings plan with a company match.

• Life Insurance coverage.

• Additional benefits such as Pet Insurance and more.

Working Hours: Standard full-time employment, typically around 40 hours per week. The remote nature may offer some flexibility in scheduling, but consistent availability for team collaboration and meetings is expected.

📝 Enhancement Note: Salary is estimated based on industry benchmarks for Senior Product Designers in the US, considering the remote work arrangement. The benefits listed are standard for full-time salaried positions in tech companies, with a focus on health and well-being, financial security, and work-life balance.

🎯 Team & Company Context

🏢 Company Culture

Industry: Health Technology (HealthTech), specifically focusing on Telehealth and Virtual Care Delivery Solutions.

Company Size: OpenLoop Health operates with a relatively flat organizational structure, encouraging autonomy and idea contribution. While specific numbers aren't provided, this implies a dynamic, potentially fast-growing environment where individual impact is significant.

Founded: Co-founded by Dr. Jon Lensing and COO Christian Williams, with a vision to "bring care anywhere." This founding principle underscores a mission-driven culture focused on innovation and patient access.

Team Structure:

• The Product Design team likely works in close proximity with Product Management and Engineering, forming cross-functional pods or squads.

• The flat organizational structure suggests direct access to leadership and fewer layers of hierarchy, enabling quicker decision-making and collaboration.

• As a Senior Designer, you are expected to contribute to the team's overall strategy and potentially mentor junior members. Methodology:

• Data-Driven & Iterative: The company emphasizes "iterating quickly" and using "feedback, constraints, and changing business needs" to refine designs, suggesting a strong focus on agile methodologies and data-informed decision-making.

• AI Integration: A key aspect of their methodology is leveraging AI tools to transform care delivery and operations, indicating a forward-thinking approach to technology adoption.

• Problem Framing: The role requires translating "ambiguous problems into clear, structured design approaches," highlighting a methodology centered on deep problem understanding before solution design.

Company Website: https://openloophealth.com/

📝 Enhancement Note: The company culture is described as autonomous, competent, and belonging-oriented, fostering an environment where employees are empowered and supported. This suggests a collaborative yet independent work style, ideal for proactive individuals. The focus on AI and telehealth positions OpenLoop Health at the cutting edge of healthcare innovation.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior Product Designer role, indicating a mid-to-senior level position. It demands significant autonomy, strategic input, and the ability to lead complex design projects independently. The expectation is for the individual to not only execute but also to help shape product direction and process.

Reporting Structure: While specific reporting lines aren't detailed, Senior Designers typically report to a Head of Product Design, Design Lead, or a Director of Product. They will work closely with Product Managers and Engineering Leads on a day-to-day basis.

Operations Impact: The Senior Product Designer's work directly impacts the efficiency and effectiveness of OpenLoop Health's core business operations. By designing intuitive client-facing products and robust internal tools (like CRMs and operational platforms), they enhance user adoption, streamline workflows, reduce operational friction, and ultimately contribute to the company's ability to deliver scalable telehealth solutions. This role is crucial for optimizing the "go-to-market care delivery" process.

Growth Opportunities:

• Design Leadership: Potential to grow into a Lead Designer or Design Manager role, overseeing a team and setting design strategy for larger product areas.

• Specialization: Opportunity to deepen expertise in specific areas like AI-driven product design, healthcare UX, or complex system architecture.

• Product Strategy: Influence product roadmaps and strategic decisions, moving beyond design execution to product definition and vision.

• Cross-Functional Advancement: Develop a strong understanding of business operations, potentially leading to roles in Product Management or GTM strategy.

• Mentorship: Opportunity to mentor junior designers and contribute to building a strong design culture.

📝 Enhancement Note: The growth trajectory for a Senior Product Designer at OpenLoop Health is strong, with clear paths toward leadership and specialization within the burgeoning healthtech and AI sectors. The role's direct impact on operational efficiency makes it a strategic position within the company.

🌐 Work Environment

Office Type: This position is fully remote ("TELECOMMUTE"), allowing employees to work from anywhere within the United States.

Office Location(s): While the company is headquartered in the US, the remote nature means the team is distributed. Specific office locations are not relevant for this role, but team members may be located across various US time zones.

Workspace Context:

• Remote Collaboration: Expect a highly collaborative environment facilitated by digital tools (e.g., Slack, Zoom, Figma). Strong communication and asynchronous collaboration skills are essential.

• Tech-Enabled: Access to modern design and collaboration tools is a given. The company's focus on AI suggests a willingness to invest in cutting-edge technology.

• Autonomy & Trust: The emphasis on autonomy and a flat structure implies a work environment built on trust, where individuals are empowered to manage their time and tasks effectively.

Work Schedule: Standard full-time working hours (approximately 40 hours/week). While remote work offers flexibility, candidates should be prepared to align with core working hours for team collaboration and be responsive to business needs, particularly in a fast-paced startup environment.

📝 Enhancement Note: The fully remote nature of the role is a key feature. Candidates should be comfortable with asynchronous communication and virtual collaboration. The emphasis on autonomy suggests an environment that trusts employees to manage their time and deliverables effectively, while still requiring responsiveness for team syncs.

📄 Application & Portfolio Review Process

Interview Process:

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

• Portfolio Review & Design Challenge: A deeper dive into your portfolio, often involving a presentation of your work. This may be followed by a design challenge, either take-home or live, to assess your problem-solving skills, design process, and system thinking.

• Cross-Functional Interviews: Meetings with Product Managers and Engineers to evaluate collaboration style, communication, and technical understanding.

• Hiring Manager/Leadership Interview: A final conversation to discuss strategic alignment, career aspirations, and cultural fit.

Portfolio Review Tips:

• Narrative Focus: Structure your case studies to tell a compelling story. Clearly define the problem, your unique contribution, the design process, and the impact.

• Show, Don't Just Tell: Use visuals (wireframes, mockups, prototypes, user flows) to illustrate your thinking and design solutions.

• Highlight Seniority: Emphasize your strategic contributions, system-level thinking, and ability to navigate ambiguity. Showcase how you've influenced product direction.

• Demonstrate Process: Clearly articulate your design process, including how you conduct research, iterate, and collaborate.

• Quantify Impact: Whenever possible, use metrics and data to demonstrate the success of your designs and their contribution to business goals or operational efficiency.

• Address AI & Internal Tools: If you have experience designing AI-powered features or internal operational tools, highlight these projects prominently.

Challenge Preparation:

• Understand the Business: Research OpenLoop Health’s mission, services, and target audience. Understand the challenges of telehealth and healthcare delivery.

• Process Over Outcome: For design challenges, focus on clearly articulating your thought process, problem-solving approach, and rationale behind your design decisions, rather than just the final visual output.

• Constraints & Tradeoffs: Be prepared to discuss design tradeoffs and how you would balance user needs with business constraints and technical feasibility.

• AI Considerations: If the challenge involves AI, think about ethical implications, user trust, and how AI can enhance, not just replace, human interaction.

📝 Enhancement Note: The interview process is designed to assess not only design skills but also strategic thinking, collaboration, and the ability to operate effectively in a fast-paced, ambiguous environment. The portfolio review is critical, and candidates should prepare to articulate the "why" behind their design decisions and their measurable impact.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Explicitly mentioned as a required tool; expect advanced proficiency in creating designs, prototypes, and potentially managing design systems within Figma.

• Prototyping Tools: Proficiency beyond Figma, potentially including tools for interactive prototyping and user flow mapping.

• Design System Management: Tools or methodologies for creating, documenting, and maintaining scalable design systems.

Analytics & Reporting:

• User Analytics Platforms: Familiarity with tools like Google Analytics, Mixpanel, Amplitude, or similar, for understanding user behavior and measuring product impact.

• Heatmapping & Session Recording: Tools like Hotjar or FullStory to gain qualitative insights into user interactions.

CRM & Automation:

• CRM Systems: Experience with or understanding of CRM platforms (e.g., Salesforce, HubSpot) is beneficial, given the role's involvement in designing for internal operational platforms.

• Collaboration & Project Management: Tools like Jira, Asana, Trello for task management, and Slack or Microsoft Teams for communication.

• AI Tools: Familiarity with AI-powered design assistants, research tools, or platforms that can augment the design workflow.

📝 Enhancement Note: The emphasis on Figma and modern design tools is clear. The mention of "internal tools (e.g., CRM, operational platforms)" suggests that understanding the ecosystem of business operations software is a significant advantage, as the designer will be contributing to tools that support these functions. Familiarity with AI tools is also a key differentiator.

👥 Team Culture & Values

Operations Values:

• Autonomy: Employees are trusted and empowered to take ownership of their work and drive initiatives forward with minimal oversight.

• Competence: A focus on skill development and high performance, encouraging individuals to be experts in their fields and deliver quality work.

• Belonging: Fostering an inclusive environment where everyone feels valued, supported, and has a voice, regardless of their role.

• Innovation: Encouraging new ideas and the exploration of cutting-edge technologies like AI to transform care delivery and operations.

• User-Centricity: A commitment to understanding and solving user problems, whether for external clients or internal operational teams.

Collaboration Style:

• Cross-Functional Partnership: Close collaboration with Product Managers and Engineers is fundamental, with a focus on co-creation and shared ownership of solutions.

• Direct Communication: The flat organizational structure promotes direct and open communication channels, encouraging proactive feedback and idea sharing.

• Agile & Iterative: A culture of rapid iteration and continuous improvement, where feedback is welcomed and used to refine designs and processes.

• Proactive & Self-Directed: Team members are expected to be proactive, identify opportunities, and drive their work forward with minimal hand-holding.

📝 Enhancement Note: The company culture strongly emphasizes empowerment, expertise, and inclusivity. This translates to a work environment where designers are encouraged to be proactive, collaborate openly, and contribute strategically, aligning well with the demands of a Senior Product Designer role.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Ambiguity: The role requires comfort with ill-defined problems and the ability to structure solutions independently. This can be challenging but offers significant learning opportunities in strategic problem-solving.

• Balancing Stakeholder Needs: Effectively managing the needs and priorities of Product Managers, Engineers, and potentially business stakeholders to deliver optimal design solutions.

• Rapid Iteration in a Fast-Paced Environment: Keeping pace with quick development cycles and evolving business needs while maintaining high design quality.

• Designing for Complex Systems: Creating coherent and scalable designs across both client-facing products and intricate internal operational platforms.

• Integrating AI Responsibly: Leveraging AI tools effectively while ensuring ethical considerations, user trust, and a positive user experience.

Learning & Development Opportunities:

• Advanced Design Skills: Deepen expertise in areas like AI-assisted design, complex information architecture, and scalable design systems.

• Product Strategy Acumen: Gain a deeper understanding of product strategy, market dynamics, and business operations through close collaboration with product teams.

• Leadership Development: Opportunities to mentor junior designers, lead design initiatives, and potentially transition into leadership roles.

• Industry Exposure: Working within the innovative HealthTech and AI sectors provides exposure to cutting-edge trends and technologies.

• Cross-Functional Learning: Develop a comprehensive understanding of engineering processes, product management methodologies, and business operations.

📝 Enhancement Note: The challenges presented are typical for senior roles in fast-growing tech companies, particularly those focused on innovation. The growth opportunities are robust, offering paths for both technical and leadership development within specialized and high-demand fields like AI and HealthTech.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you took an ambiguous problem and translated it into a structured design solution. What was your process, and what was the outcome?" (Focus on problem framing, system thinking, and measurable impact).

• "How do you approach collaborating with Product Managers and Engineers when there are differing opinions or constraints?" (Highlight your negotiation, communication, and compromise skills).

• "Tell me about a complex product or system you designed. What were the key challenges, and how did you ensure scalability and coherence?" (Emphasize system design, information architecture, and long-term vision).

• "How have you used AI tools in your design process, or how would you propose integrating them into OpenLoop Health's product development?" (Demonstrate your forward-thinking approach and understanding of AI applications). Company & Culture Questions:

• "What interests you about OpenLoop Health's mission and our approach to telehealth and AI?" (Showcase your research and alignment with company values).

• "Describe your ideal work environment and how you thrive in an autonomous, fast-paced setting." (Connect your working style to the company's culture of autonomy and speed).

• "How do you contribute to a culture of competence and belonging within a design team?" (Highlight your collaborative, supportive, and proactive nature). Portfolio Presentation Strategy:

• Structure for Impact: Begin with a high-level overview of the project and its business goals. Clearly state your role and key responsibilities.

• Focus on Process & Rationale: For each case study, walk through your design process step-by-step. Explain why you made certain decisions, referencing user research, data, or strategic thinking.

• Showcase Systemic Thinking: If applicable, explicitly demonstrate how your designs fit into a larger system or product architecture.

• Quantify Results: Present metrics and data to prove the impact of your work. Discuss how your designs contributed to user success or business objectives.

• Highlight Ambiguity Navigation: Point out areas where requirements were unclear and how you proactively sought clarity or defined the path forward.

• Interactive Elements: Be prepared to answer detailed questions about your designs and potentially make minor adjustments or discuss alternative solutions on the spot.

📝 Enhancement Note: Interview preparation should focus on demonstrating strategic thinking, a strong understanding of the design process, and the ability to articulate impact. Candidates should be ready to discuss their experience with complex systems, AI tools, and their approach to collaboration in a fast-paced, remote environment.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Ashby.

• Tailor Your Resume: Highlight experience in product design, system thinking, design systems, and any relevant healthcare or AI experience. Quantify achievements with metrics where possible.

• Curate Your Portfolio: Select 3-5 of your strongest case studies that best demonstrate your end-to-end design process, system thinking, and measurable impact. Ensure clear articulation of your role and the problem solved.

• Prepare Your Presentation: Practice walking through your portfolio case studies, focusing on your strategic contributions, design rationale, and the impact of your work. Be ready to discuss your approach to ambiguity and collaboration.

• Research OpenLoop Health: Understand their mission, vision, and how they are leveraging technology (especially AI) to transform healthcare delivery and operations. 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.