Product Designer (Remote)

📍 Job Overview

Job Title: Senior Product Designer

Company: Jobgether (Partner Company)

Location: Massachusetts, United States

Job Type: Full-time

Category: Product Design / UX Design

Date Posted: May 03, 2026

Experience Level: 7+ Years

Remote Status: Fully Remote

🚀 Role Summary

• Lead the design of best-in-class mobile-first experiences to simplify Medicare Advantage shopping for users.

• Translate complex user needs and insights into intuitive, accessible, and human-centered designs within a regulated healthcare environment.

• Drive innovation by collaborating with a dedicated digital team, including engineers, design researchers, and content designers, to create cohesive user experiences.

• Utilize advanced Figma skills to build and leverage design systems, component libraries, and high-fidelity prototypes.

• Make evidence-based design decisions informed by user research, data analytics, and an understanding of technical feasibility and regulatory constraints.

📝 Enhancement Note: This role is posted by Jobgether on behalf of a partner company, meaning the hiring and final decision-making will be managed by the end employer. The focus on "Medicare Advantage" and "regulated environment" suggests a strong emphasis on compliance, user safety, and ethical design practices within the healthcare sector. The senior title implies leadership in design strategy and execution.

📈 Primary Responsibilities

• Conceptualize, design, and deliver intuitive mobile-first user interfaces that simplify the Medicare Advantage selection process.

• Develop low and high-fidelity wireframes and interactive prototypes using Figma, adhering to established design systems and industry best practices.

• Collaborate closely with product managers, engineers, UX researchers, and content designers throughout the agile development lifecycle to ensure a unified and user-centric product.

• Conduct and leverage user research findings and data analytics to inform design decisions, validate concepts, and iterate on solutions.

• Ensure all designs comply with accessibility standards and inclusive design principles, promoting equitable access to healthcare information.

• Proactively identify and address potential usability issues and regulatory hurdles, balancing ideal user experience with practical constraints.

• Champion design excellence by applying and upholding mobile design standards to maintain consistency and quality across the digital product ecosystem.

• Lead the ideation and early-stage design process, from initial concept exploration to detailed wireframes and prototypes.

📝 Enhancement Note: The responsibilities emphasize end-to-end design ownership, from conceptualization to implementation support, with a strong focus on mobile-first design and user-centricity within a specialized domain (Medicare Advantage). The collaboration aspect highlights the importance of cross-functional teamwork in an agile setting.

🎓 Skills & Qualifications

Education: While no specific degree is listed, a background in Human-Computer Interaction (HCI), Graphic Design, Interaction Design, or a related field is typically expected for a Senior Product Designer role, often demonstrated through a strong portfolio.

Experience: Minimum of 7 years of progressive experience in product design or UX design, with a proven track record of delivering successful mobile-first digital products.

Required Skills:

• Demonstrated expertise in product and UX design, evidenced by a robust mobile-first portfolio showcasing complex problem-solving and user-centered solutions.

• Advanced proficiency in Figma, including mastery of component libraries, auto layout, design systems, and interactive prototyping capabilities.

• Proven experience working effectively within agile development teams, collaborating closely with engineers, design researchers, and content designers.

• Ability to effectively utilize user research methodologies and data analytics to inform design strategies and validate design decisions.

• Strong communication and presentation skills, with the ability to clearly articulate design rationale, build consensus, and influence stakeholders.

• Familiarity with and commitment to applying accessibility standards (e.g., WCAG) and inclusive design principles in all design outputs.

Preferred Skills:

• Experience designing for regulated industries, particularly healthcare or financial services.

• Familiarity with design thinking methodologies and other innovation frameworks.

• Experience with A/B testing and other methods for optimizing user flows and conversion rates.

• Understanding of front-end development principles to facilitate better collaboration with engineers.

📝 Enhancement Note: The emphasis on 7+ years of experience, advanced Figma skills, and experience within regulated environments suggests a need for seasoned designers who can operate independently and lead complex projects. The portfolio is explicitly called out as a critical requirement.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio showcasing a minimum of 7 years of product/UX design experience, with a pronounced emphasis on mobile-first projects.

• Detailed case studies that illustrate your process for tackling complex design challenges, from initial problem definition to final solution.

• Evidence of designing for user needs and business objectives, particularly within intricate or regulated domains.

• Examples demonstrating your ability to translate user research and data analytics into tangible design improvements.

Process Documentation:

• Showcase your approach to user research and how insights are integrated into the design process.

• Detail your methodology for creating wireframes, user flows, and high-fidelity prototypes.

• Demonstrate your experience in collaborating with cross-functional teams (engineering, research, content) throughout the design and development lifecycle.

• Provide examples of how you've balanced user experience with technical constraints and regulatory requirements.

• Illustrate your understanding and application of accessibility standards and inclusive design principles.

📝 Enhancement Note: The portfolio is paramount for this role. Candidates must be prepared to present detailed case studies that not only showcase aesthetic design but also the strategic thinking, problem-solving processes, and collaborative efforts that led to successful product outcomes, especially within the context of mobile-first and regulated environments.

💵 Compensation & Benefits

Salary Range: While a specific range is not provided, for a Senior Product Designer role with 7+ years of experience in Massachusetts (a high cost-of-living area, even for remote roles anchored there), typical salaries can range from $130,000 to $180,000 annually. This estimate is based on industry benchmarks for senior design roles in major tech hubs and considering the remote nature.

Benefits:

• Health benefits effective from day one of employment.

• Comprehensive paid time off (PTO), including holidays, volunteer time, and jury duty pay.

• 401(k) retirement savings plan with a matching contribution from the employer.

• Educational benefits, including tuition assistance and scholarships for eligible dependents.

• Generous parental and caregiver leave policies.

• Employee charity matching program to support community involvement.

• Access to Network Resource Groups (NRGs) for professional development and networking.

• Robust career development opportunities designed to support professional growth.

Working Hours: Standard full-time hours are expected, typically around 40 hours per week. Given the remote nature of the role, there may be some flexibility in scheduling, but core collaboration hours will likely align with the team's operational needs, potentially East Coast time (America/New_York).

📝 Enhancement Note: The benefits package is comprehensive and reflects a company that invests in employee well-being, financial security, and professional growth. The estimated salary range is based on market data for similar roles in the specified region and experience level.

🎯 Team & Company Context

🏢 Company Culture

Industry: The partner company operates within the Healthcare and Technology sectors, specifically focusing on digital solutions for Medicare Advantage. This implies a mission-driven environment that leverages technology to improve access to and understanding of healthcare services, operating under strict regulatory oversight.

Company Size: While Jobgether is a platform, the partner company's size is not explicitly stated. However, the need for a "Senior Product Designer" and collaboration with "dedicated digital team" suggests a company with established product development processes and a functional digital team, likely a mid-sized to large organization or a well-funded startup with a clear product roadmap.

Founded: The founding date of the partner company is not provided. However, the focus on transforming Medicare Advantage sales through digital design indicates an organization likely established to address evolving needs in the healthcare market, potentially within the last 5-15 years to be competitive in digital transformation.

Team Structure:

• The Product Design team likely consists of designers with specialized skills (e.g., UX researchers, UI designers, content designers) working within a larger digital or product development department.

• Reporting structure would likely place the Senior Product Designer under a Head of Design, Director of Product, or a similar leadership role, with direct collaboration across Product Management and Engineering.

Methodology:

• Data-Driven Design: Decisions are expected to be informed by user research, analytics, and A/B testing to ensure effectiveness and user satisfaction.

• Agile Development: The design process is integrated into agile sprints, requiring iterative design, quick feedback loops, and adaptability.

• User-Centered Approach: A strong emphasis on understanding user needs, pain points, and behaviors to create intuitive and empathetic solutions.

• Mobile-First Strategy: All design efforts prioritize the mobile experience, recognizing its dominance in user interaction for healthcare information.

Company Website: The partner company's website is not directly provided, but Jobgether's platform is jobgether.com.

📝 Enhancement Note: The company culture is likely to be fast-paced, collaborative, and mission-oriented, with a strong emphasis on data-informed decision-making and adherence to industry regulations. The healthcare context adds a layer of responsibility and complexity to the design process.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior Product Designer role. It signifies a level of expertise where individuals are expected to not only execute high-quality design work but also to mentor junior designers, influence design strategy, and contribute to the evolution of design systems and processes. The role demands autonomy and the ability to lead complex projects from conception to launch.

Reporting Structure: The Senior Product Designer will likely report to a Design Lead, Head of Design, or Director of Product. They will work closely with Product Managers, Engineering teams (developers, QA), and UX Researchers, functioning as a key contributor within a cross-functional product team.

Operations Impact: The Senior Product Designer's work will directly impact the user's ability to navigate and understand complex Medicare Advantage options, influencing user acquisition, retention, and satisfaction. By simplifying user journeys and ensuring clarity, the design plays a critical role in driving business outcomes, such as increased enrollment, reduced customer support inquiries, and enhanced brand trust within a highly competitive and regulated market.

Growth Opportunities:

• Leadership Development: Opportunity to mentor junior designers, lead design initiatives, and potentially grow into a Design Lead or Manager role.

• Specialization: Deepen expertise in designing for regulated industries, mobile-first experiences, and complex information architecture.

• Cross-Functional Influence: Gain experience influencing product strategy and collaborating with diverse stakeholders across engineering, product, and business units.

• Skill Enhancement: Continuous learning through exposure to new design challenges, evolving technologies, and industry best practices in healthcare UX.

📝 Enhancement Note: This senior role offers significant opportunities for professional growth, not just in design execution but also in leadership, strategic thinking, and specialized domain expertise within the critical healthcare technology sector.

🌐 Work Environment

Office Type: This is a Fully Remote position. This means the team operates without a central physical office for this role, fostering a distributed workforce.

Office Location(s): While the role is remote, the primary location derived from the job posting is Massachusetts, United States. This may indicate that the partner company is based in Massachusetts, or that they are seeking candidates who reside within or are willing to work within a specific time zone (e.g., America/New_York) for better collaboration.

Workspace Context:

• Remote Collaboration: The workspace will be digital, relying heavily on collaboration tools like Slack, Zoom, Figma, and project management software to maintain team cohesion and productivity.

• Tools & Technology: Access to and proficient use of industry-standard design software (Figma), communication platforms, and potentially cloud-based project management and documentation tools.

• Team Interaction: Regular virtual meetings, stand-ups, design critiques, and brainstorming sessions will facilitate interaction and knowledge sharing among team members. The emphasis will be on asynchronous communication where possible, balanced with synchronous collaboration for key discussions.

Work Schedule: The role is full-time, typically around 40 hours per week. While remote work offers flexibility, candidates should be prepared to align their working hours with the core operational needs of the team and potentially maintain availability during standard business hours for the primary operational region (e.g., Eastern Time Zone).

📝 Enhancement Note: The fully remote nature requires strong self-discipline, excellent communication skills, and the ability to thrive in a distributed team environment. Candidates should be comfortable with digital collaboration tools and proactive in seeking engagement with their colleagues.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio by Jobgether's AI or a recruiter to assess basic qualifications and fit.

• Portfolio Deep Dive: A session with the hiring company's design lead or hiring manager to walk through your portfolio, discuss your design process, and understand your problem-solving approach. Be prepared to articulate your role in each project.

• Design Challenge/Case Study: You may be given a take-home design challenge or a live problem-solving exercise to assess your skills in a practical context, focusing on mobile-first design and navigating constraints.

• Cross-Functional Interviews: Interviews with engineers, product managers, and potentially design researchers to evaluate collaboration skills, technical understanding, and ability to work within an agile team.

• Final Interview: A discussion with senior leadership to assess cultural fit, strategic thinking, and alignment with the company's mission.

Portfolio Review Tips:

• Highlight Mobile-First: Ensure your portfolio prominently features mobile design projects and clearly articulates your mobile-first design strategy.

• Showcase Process: For each case study, detail your design process: problem identification, user research, ideation, wireframing, prototyping, testing, and iteration. Explain why you made certain decisions.

• Quantify Impact: Whenever possible, use data (user feedback, analytics, conversion rates) to demonstrate the impact of your design solutions.

• Address Constraints: For this role, explicitly show how you've navigated technical feasibility and regulatory requirements in your past work.

• Figma Proficiency: Be ready to discuss your advanced Figma skills, including your experience with design systems and complex prototyping.

Challenge Preparation:

• Understand the Domain: Research Medicare Advantage, common user pain points, and the regulatory landscape.

• Practice Mobile-First Design: Familiarize yourself with current mobile UI/UX trends and best practices.

• Simulate Constraints: Practice designing solutions that are mindful of technical limitations and compliance requirements.

• Articulate Rationale: Prepare to clearly explain the reasoning behind your design choices, focusing on user needs and business objectives.

📝 Enhancement Note: The interview process will heavily scrutinize the portfolio and the candidate's ability to articulate their design process, especially concerning mobile-first strategies and navigating complex constraints. The "partner company" aspect means candidates should research the end employer if possible.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: This is the core design tool. Advanced proficiency is required, including mastery of component libraries, design systems, auto layout, and interactive prototyping.

• Prototyping Tools: Figma's prototyping capabilities will be key, but familiarity with other tools like InVision or Adobe XD might be beneficial for understanding broader industry practices.

• Design Systems: Experience in creating, maintaining, or heavily utilizing design systems is critical for ensuring consistency and scalability.

Analytics & Reporting:

• User Analytics Platforms: Familiarity with tools like Google Analytics, Mixpanel, Amplitude, or similar platforms to understand user behavior and inform design decisions.

• A/B Testing Tools: Experience with tools that facilitate A/B testing (e.g., Optimizely, VWO, or built-in platform features) to validate design hypotheses.

CRM & Automation:

• While not directly a design tool, an understanding of how design impacts CRM (Customer Relationship Management) and marketing automation workflows can be beneficial for holistic product thinking, especially in user acquisition and engagement.

📝 Enhancement Note: Figma is the central technology. Candidates should be prepared to demonstrate deep expertise in this tool and its ecosystem components like design systems and advanced prototyping. Familiarity with analytics and testing tools is crucial for making data-informed design decisions.

👥 Team Culture & Values

Operations Values:

• User Centricity: A deep commitment to understanding and advocating for the user's needs, ensuring that designs are intuitive, accessible, and valuable.

• Data-Driven Decision Making: Relying on research, analytics, and testing to inform design choices and measure their impact, fostering a culture of continuous improvement.

• Collaboration & Transparency: Working openly with cross-functional teams, sharing insights, seeking feedback, and building consensus to achieve shared goals.

• Innovation & Excellence: Pushing creative boundaries to develop novel solutions while maintaining high standards of quality, usability, and aesthetic appeal.

• Adaptability & Resilience: Thriving in a dynamic environment, embracing change, and effectively navigating technical and regulatory complexities.

Collaboration Style:

• Integrated Teamwork: Designers are embedded within agile product teams, working hand-in-hand with product managers, engineers, and researchers daily.

• Constructive Feedback: A culture that encourages open and honest feedback during design reviews and team discussions to elevate the quality of work.

• Knowledge Sharing: Active participation in sharing design best practices, learnings, and insights across the team and broader organization.

• Solution-Oriented: A collective focus on solving problems effectively and efficiently, prioritizing impact and user value.

📝 Enhancement Note: The team culture likely emphasizes a blend of user advocacy, data-informed rigor, and collaborative execution. Success in this environment requires strong interpersonal skills and a proactive approach to teamwork, particularly in a remote setting.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Regulatory Hurdles: Designing within the strict regulatory framework of Medicare Advantage requires careful attention to compliance, clarity, and avoiding misleading information, which can constrain creative freedom.

• Simplifying Complexity: The inherent complexity of healthcare insurance plans and options presents a significant challenge in creating truly simple and intuitive user experiences.

• Balancing Mobile-First with Diverse Needs: Ensuring a seamless and effective experience across various mobile devices and user contexts while adhering to best practices.

• Remote Collaboration Dynamics: Maintaining strong team cohesion, effective communication, and a shared sense of purpose in a fully remote environment.

Learning & Development Opportunities:

• Domain Expertise: Opportunity to become a subject matter expert in healthcare UX, specifically within the Medicare Advantage space.

• Leadership & Mentorship: Potential to mentor junior designers, lead design critiques, and contribute to the growth of the design team.

• Advanced Design Skills: Continuous refinement of skills in Figma, design systems, user research interpretation, and data analysis for design.

• Industry Trends: Staying abreast of evolving digital healthcare trends, design patterns, and assistive technologies.

📝 Enhancement Note: The challenges presented are inherent to the industry and role, offering significant learning opportunities for designers who can master them. The growth path is geared towards developing both deep domain expertise and leadership capabilities.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for a highly regulated industry. What were the key challenges, and how did you overcome them?" (Focus on your process for balancing UX with compliance.)

• "Walk us through your most impactful mobile-first design project. What was the problem, your approach, and the measurable outcome?" (Be ready to detail your role, design decisions, and use of data/research.)

Company & Culture Questions:

• "What interests you specifically about designing for Medicare Advantage?" (Show research and genuine interest in the domain.)

• "How do you approach collaboration with engineers and product managers in an agile environment?" (Highlight your teamwork and communication style.)

Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly articulate the problem, your role, the process you followed, the solutions you designed, and the results achieved.

• Focus on Mobile-First: Emphasize how your designs are optimized for mobile user journeys and experiences.

• Show, Don't Just Tell: Use visuals effectively (wireframes, mockups, prototypes) and be prepared to discuss specific design choices and their rationale.

• Quantify Impact: Present metrics and data that demonstrate the success of your designs.

• Be Ready for Figma Questions: Discuss your advanced Figma skills, design system contributions, and prototyping techniques.

📝 Enhancement Note: Candidates should prepare to discuss their experience with regulated industries and mobile-first design extensively. The ability to articulate their design process, demonstrate problem-solving skills, and showcase quantifiable impact through their portfolio will be critical.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on jobs.lever.co, ensuring your profile is complete.

• Portfolio Customization: Tailor your resume and portfolio to highlight your most relevant experience in mobile-first design, complex problem-solving, and working within regulated or intricate domains. Ensure your portfolio is easily accessible and showcases your Figma proficiency.

• Resume Optimization: Clearly articulate your 7+ years of experience, focusing on achievements and quantifiable results. Use keywords from the job description such as "mobile-first," "Figma," "user research," "agile," and "accessibility."

• Interview Preparation: Practice articulating your design process and past project successes, paying special attention to how you approach challenges in regulated environments. Prepare to discuss specific design decisions and their rationale.

• Company Research: If possible, research the partner company to understand their specific products, market position, and recent developments in the Medicare Advantage space. This will help you tailor your responses 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.