Remote Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer (Remote)

Company: Jobgether (Partner Company)

Location: Connecticut, 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

• Design and deliver intuitive, mobile-first digital experiences for Medicare Advantage shoppers, simplifying complex decisions within a regulated healthcare environment.

• Collaborate closely with a cross-functional digital team, including engineers, design researchers, and content designers, to ensure cohesive, user-centered solutions.

• Utilize advanced Figma skills for creating low and high-fidelity prototypes, leveraging design systems and industry-leading patterns.

• Drive evidence-based design decisions by integrating insights from user research and data analytics, ensuring designs meet both user needs and business objectives.

• Champion and uphold mobile design standards, accessibility principles, and inclusive design practices across the product ecosystem.

📝 Enhancement Note: While the raw data lists this as a Senior Product Designer role, the description emphasizes specific responsibilities within a regulated healthcare context (Medicare Advantage). This implies a need for not only design expertise but also a strong understanding of compliance, user privacy, and the unique challenges of the healthcare industry. The "remote" aspect is further clarified as being based in Connecticut, suggesting potential state-specific compliance or operational considerations, though the role itself is fully remote.

📈 Primary Responsibilities

• Conceptualize, wireframe, and prototype user flows for Medicare Advantage enrollment and plan comparison, focusing on mobile-first principles to enhance user comprehension and engagement.

• Translate complex user needs and business requirements into elegant, accessible, and intuitive design solutions that adhere to mobile design standards and best practices.

• Develop and maintain high-fidelity prototypes in Figma, effectively utilizing component libraries, design systems, and advanced prototyping features to showcase interactive user experiences.

• Actively participate in agile development sprints, collaborating daily with engineering, design research, and content design counterparts to ensure seamless integration of design into the development lifecycle.

• Conduct and interpret user research findings and data analytics reports to inform design iterations, validate hypotheses, and ensure designs are optimized for user satisfaction and business outcomes.

• Advocate for and implement accessibility standards (e.g., WCAG) and inclusive design principles to ensure the platform is usable by a diverse range of users, including those with disabilities.

• Balance optimal user experience with the constraints of technical feasibility and stringent regulatory requirements inherent in the healthcare sector.

• Lead the design process from initial concept exploration through to final polished designs, ensuring a consistent and high-quality user experience across all touchpoints.

📝 Enhancement Note: The responsibilities are detailed to reflect the "Senior" title, emphasizing leadership in conceptualization, evidence-based decision-making, and cross-functional collaboration. The specific mention of Medicare Advantage and regulatory environments suggests a need for domain-specific understanding, which is integrated into the responsibility descriptions.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a strong portfolio demonstrating equivalent practical experience and mastery of design principles is paramount. Candidates with degrees in Design, HCI, Computer Science, or related fields will be considered.

Experience: 7+ years of progressive experience in product design, UX design, or a closely related field, with a proven track record of delivering successful digital products, particularly in a mobile-first context.

Required Skills:

• Product & UX Design: Demonstrated expertise in user-centered design methodologies, information architecture, interaction design, and visual design.

• Mobile-First Design: Proven ability to design intuitive and engaging experiences specifically for mobile devices, understanding the unique constraints and opportunities of smaller screens.

• Figma Proficiency: Advanced skills in Figma, including comprehensive experience with component libraries, design systems, auto layout, variants, and complex prototyping.

• Prototyping: Ability to create low-fidelity wireframes and high-fidelity interactive prototypes to effectively communicate design concepts and user flows.

• Agile Methodologies: Experience working within agile development frameworks (Scrum, Kanban) and collaborating effectively in fast-paced, iterative environments.

• User Research & Data Analysis: Proficiency in leveraging user research insights (qualitative and quantitative) and data analytics to inform design decisions and measure impact.

• Communication & Collaboration: Exceptional verbal and written communication skills, with the ability to articulate design rationale, build consensus with stakeholders, and collaborate effectively with cross-functional teams.

• Accessibility & Inclusive Design: Strong understanding of and practical experience applying accessibility standards (e.g., WCAG) and inclusive design principles.

Preferred Skills:

• Healthcare Industry Experience: Prior experience designing for regulated industries, particularly healthcare (e.g., health insurance, Medicare, Medicaid), is highly advantageous.

• Design Systems Management: Experience in creating, managing, or contributing significantly to comprehensive design systems.

• Content Design Collaboration: Familiarity with the principles of content design and how to effectively partner with content strategists.

• Regulatory Compliance: Understanding of how to balance user experience with regulatory requirements in the healthcare sector.

📝 Enhancement Note: The "7+ years" experience level from the AI data is incorporated. The skills are expanded to include specific design methodologies and the importance of cross-functional collaboration, aligning with senior-level expectations. The distinction between required and preferred skills is made, with healthcare experience highlighted as a valuable, though not strictly mandatory, asset.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Mobile-First Case Studies: Showcase at least 2-3 detailed case studies demonstrating your process for designing mobile-first experiences, highlighting problem definition, user research, iterative design, prototyping, and final outcomes.

• Figma Mastery: Include examples of your work within Figma, such as complex prototypes, component library usage, or design system contributions, to validate advanced tool proficiency.

• Problem-Solving Scenarios: Present case studies that illustrate your ability to navigate complex requirements, including technical constraints and regulatory considerations, and how you arrived at an optimal solution.

• Data-Informed Design: Demonstrate how you've used user research and/or data analytics to inform and validate your design decisions, showing measurable impact where possible.

• Cross-Functional Collaboration: Briefly describe your role and contributions within a team environment, illustrating how you collaborated with engineers, researchers, and other stakeholders.

Process Documentation:

• Workflow Design & Optimization: Be prepared to discuss your approach to mapping out user journeys, identifying pain points, and designing efficient, user-friendly workflows.

• System Implementation Standards: Articulate your understanding of how designs integrate with existing technical systems and the importance of working within established design systems and component libraries for consistency and scalability.

• Measurement & Performance Analysis: Discuss how you track the success of your designs post-launch, focusing on key metrics that demonstrate user adoption, satisfaction, and business impact.

📝 Enhancement Note: This section is crafted to be highly specific to a senior product designer role. The emphasis is on demonstrating a robust design process, practical application of tools like Figma, and the ability to translate complex requirements into tangible design outcomes. The inclusion of "regulatory considerations" and "data-informed design" directly addresses the nuances of the role.

💵 Compensation & Benefits

Salary Range: Based on industry benchmarks for Senior Product Designers with 7+ years of experience in a high-cost-of-living state like Connecticut, and considering the fully remote nature of the role, the estimated salary range is $130,000 - $170,000 annually. This range can vary based on the candidate's specific experience, skill set, and the partner company's compensation structure.

Benefits:

• Comprehensive Health Coverage: Health benefits are effective from day one of employment, covering medical, dental, and vision needs.

• Generous Paid Time Off: Includes paid time off (PTO), public holidays, dedicated volunteer time, and jury duty pay.

• Retirement Savings: A 401(k) retirement savings plan is available with a competitive employer match to support long-term financial planning.

• Educational Support: Tuition assistance programs and scholarships are offered for eligible dependents, fostering educational advancement.

• Family Support: Robust parental and caregiver leave policies are in place to support employees during significant life events.

• Community Engagement: An employee charity matching program encourages and supports philanthropic efforts.

• Professional Development: Access to Network Resource Groups (NRGs) provides professional support, networking, and development opportunities.

• Career Advancement: Dedicated career development opportunities are offered to support long-term professional growth within the organization.

Working Hours: The standard working hours are approximately 40 hours per week. While the role is fully remote, maintaining consistent availability during core business hours (likely aligning with Eastern Time for Connecticut-based operations) is expected for effective collaboration. Flexibility may be offered based on team needs and individual performance.

📝 Enhancement Note: The salary range is an estimation based on the provided experience level, job title, and a typical US East Coast market. The benefits are directly pulled from the provided text and presented in a structured, easy-to-read format. Working hours are clarified to align with typical full-time expectations while acknowledging the remote flexibility.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology, Healthcare, Insurance Services. The partner company operates within the highly regulated and rapidly evolving digital health insurance sector, specifically focusing on Medicare Advantage. This industry demands a strong emphasis on user trust, data security, regulatory compliance, and the simplification of complex information for consumers.

Company Size: While specific partner company size isn't provided, Jobgether's model suggests they partner with a range of companies, from startups to established enterprises. Typically, a role like Senior Product Designer would exist within a dedicated digital product or engineering team, likely comprising 20-100 individuals, within a larger organization.

Founded: The founding date of the partner company is not specified. However, the focus on modernizing Medicare Advantage sales through digital means suggests a company that is either a relatively newer entrant or has undergone significant digital transformation.

Team Structure:

• Digital Product Team: This role is part of a dedicated digital team focused on product development. This team likely includes product managers, engineers (front-end, back-end, mobile), design researchers, content designers, and QA testers.

• Reporting Structure: The Senior Product Designer will likely report to a Design Lead, Head of Product, or a Director of Product Design, depending on the partner company's organizational hierarchy.

• Cross-functional Collaboration: Strong collaboration is expected with Product Managers for strategy and requirements, Engineers for technical implementation, Design Researchers for user insights, and Content Designers for clear communication.

Methodology:

• Data-Driven Design: Decisions are expected to be informed by user research, A/B testing, and product analytics to ensure product-market fit and continuous improvement.

• Agile Development: The team likely operates within an agile framework, emphasizing iterative development, regular feedback loops, and adaptability to change.

• User-Centricity: A core principle is understanding and prioritizing user needs, aiming to create intuitive and accessible experiences that solve real problems.

Company Website: Jobgether's website is jobgether.com. Information about the specific partner company can be obtained through the application process.

📝 Enhancement Note: The "Industry" is expanded to include the specific context of digital health insurance and Medicare Advantage, as inferred from the description. The "Company Size" and "Founded" sections acknowledge the missing information while providing reasonable assumptions based on the role and Jobgether's operational model. The "Team Structure" and "Methodology" are detailed to reflect typical digital product team operations in a tech-forward company.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior individual contributor role. It signifies a level of expertise and autonomy where the designer is expected to lead significant design initiatives, mentor junior designers, and influence product strategy. The focus is on driving complex design challenges to completion with minimal supervision.

Reporting Structure: The Senior Product Designer will report to a design leadership role (e.g., Design Manager, Head of Design), who oversees the overall design strategy and team. They will work closely with product managers and engineering leads as peers in cross-functional teams.

Operations Impact: The designer's work directly impacts the core business objectives by simplifying the complex process of Medicare Advantage selection and enrollment. Successful designs can lead to increased user adoption, higher conversion rates, improved customer satisfaction, and a stronger brand reputation in a competitive market.

Growth Opportunities:

• Leadership in Design: Potential to grow into a Lead Product Designer role, managing a small team or a specific product area, and taking on more strategic responsibilities.

• Specialization: Opportunity to deepen expertise in healthcare design, focusing on complex user journeys, regulatory compliance, and accessibility within this specific domain.

• Mentorship: Ability to mentor and guide junior designers, contributing to the growth of the design team and developing leadership skills.

• Strategic Influence: As a senior member, contribute to product strategy discussions, roadmap planning, and the overall design vision of the company.

• Skill Expansion: Exposure to advanced design tools, emerging technologies, and cutting-edge UX research methodologies.

📝 Enhancement Note: This section interprets the "Senior" title and its implications for career progression and impact within a product design context. The growth opportunities are tailored to a design career path, emphasizing leadership, specialization, and strategic contribution. The "Operations Impact" is framed around how design directly influences business outcomes in the specified industry.

🌐 Work Environment

Office Type: Fully Remote. This role operates entirely outside of a traditional office setting, allowing for flexibility in work location within Connecticut, United States.

Office Location(s): While the role is remote, the hiring company is based in or primarily operates within Connecticut, United States. This may mean that while you can work from anywhere in Connecticut, some team members or leadership might be based there, influencing core working hours.

Workspace Context:

• Collaborative Digital Environment: The primary workspace is digital, utilizing collaboration tools (e.g., Slack, Zoom, Miro, Figma) for communication, ideation, and design reviews.

• Tools & Technology: Access to a robust technology stack, including advanced design software (Figma), project management tools, and communication platforms, is essential.

• Team Interaction: Regular virtual meetings, design critiques, and brainstorming sessions will foster interaction with the design team, product managers, and engineers, ensuring a connected remote work experience.

Work Schedule: The role is full-time, typically 40 hours per week. While remote, adherence to core business hours for team synchronization and collaboration is expected. This likely means being available during standard Eastern Time business hours to engage with colleagues in the US.

📝 Enhancement Note: The "Work Environment" is detailed to reflect the fully remote nature of the position, emphasizing digital collaboration tools and the importance of maintaining connectivity despite geographical distance. The Connecticut location is noted as a potential anchor for core working hours.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio by Jobgether's AI and then by their team to assess initial fit.

• Hiring Manager Interview: A conversation with the hiring manager (or a design lead) to discuss your experience, design philosophy, and suitability for the role and team. Expect questions about your approach to mobile-first design and working in regulated environments.

• Design Challenge/Portfolio Review: A dedicated session to walk through your portfolio. You will be expected to present 1-2 key case studies, detailing your process, decision-making, and the impact of your designs. Be prepared for detailed questions about your Figma skills and how you handle complex requirements.

• Cross-Functional Interviews: Meetings with potential peers, such as engineers, product managers, or researchers, to assess collaboration style and technical understanding.

• Final Interview: Potentially a meeting with senior leadership to discuss strategic alignment and cultural fit.

Portfolio Review Tips:

• Focus on Process: Clearly articulate your design process for each case study, from problem identification through to solution and impact.

• Highlight Mobile-First: Emphasize your mobile design approach, showcasing specific UI/UX decisions made for mobile interfaces.

• Showcase Figma Skills: Be ready to demonstrate your Figma capabilities, perhaps by sharing specific components, prototypes, or design system elements.

• Address Complexity: For case studies, explicitly mention how you tackled challenges related to regulation, technical constraints, or user segmentation.

• Quantify Impact: Whenever possible, use metrics to demonstrate the success of your designs (e.g., increased conversion rates, improved user satisfaction scores).

• Tailor to Healthcare: If possible, highlight any experience or understanding of the healthcare industry or complex regulated environments.

Challenge Preparation:

• Understand the Domain: Research Medicare Advantage and the challenges consumers face when choosing plans.

• Practice Figma Prototyping: Be ready to create quick prototypes or mockups to illustrate ideas during an interview or as part of a take-home challenge.

• Articulate Design Rationale: Prepare to clearly explain why you made specific design choices, linking them back to user needs and business goals.

• Prepare for Behavioral Questions: Think about examples demonstrating collaboration, problem-solving, and handling constructive feedback.

📝 Enhancement Note: This section provides actionable advice for candidates, breaking down the likely interview stages and offering specific tips for portfolio presentation and challenge preparation, directly referencing the role's requirements (Figma, mobile-first, healthcare regulation).

🛠 Tools & Technology Stack

Primary Tools:

• Figma: This is the core design tool. Proficiency in its advanced features, including component libraries, variants, auto layout, collaborative editing, and prototyping, is essential. Experience in building and maintaining design systems within Figma is highly valued.

• Prototyping Tools: While Figma's prototyping capabilities are primary, familiarity with other tools like InVision, Marvel, or Axure for specific prototyping needs might be beneficial.

Analytics & Reporting:

• Product Analytics Platforms: Experience with tools like Amplitude, Mixpanel, Google Analytics, or similar platforms to analyze user behavior, track key performance indicators (KPIs), and inform design decisions.

• A/B Testing Tools: Familiarity with platforms for conducting A/B tests (e.g., Optimizely, VWO) to validate design hypotheses and measure their impact on user engagement and conversion.

CRM & Automation:

• Project Management & Collaboration: Tools such as Jira, Asana, Trello for managing tasks, sprints, and project workflows.

• Communication Platforms: Slack, Microsoft Teams, or similar for real-time team communication and collaboration.

• Whiteboarding & Ideation: Tools like Miro or Mural for virtual brainstorming sessions, user journey mapping, and collaborative design thinking.

📝 Enhancement Note: The tools are identified based on the common stack for a Senior Product Designer, with Figma being explicitly called out as the primary tool. Analytics and collaboration tools are included as they are integral to a data-driven and agile design process.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A deep commitment to understanding and advocating for the user, ensuring that all design decisions prioritize user needs, accessibility, and intuitive experiences.

• Collaboration & Transparency: Fostering an environment where open communication, constructive feedback, and shared knowledge are encouraged across all disciplines (design, engineering, product, research).

• Data-Driven Decision Making: Valuing evidence from user research and analytics to guide design strategy and validate the effectiveness of solutions.

• Innovation & Iteration: Embracing a mindset of continuous improvement, encouraging experimentation, and iterating on designs based on feedback and performance data.

• Accountability & Ownership: Taking responsibility for design outcomes, from initial concept to successful implementation, and contributing to the overall success of the product.

Collaboration Style:

• Cross-Functional Integration: A highly collaborative approach where designers work hand-in-hand with product managers, engineers, and researchers from discovery through to delivery.

• Design Critiques & Feedback: Regular design critique sessions are a standard practice, providing a forum for constructive feedback and collective problem-solving.

• Knowledge Sharing: Encouraging the sharing of best practices, design patterns, and learnings across the team to elevate the overall design capability.

📝 Enhancement Note: This section extrapolates the likely culture and values based on the job description's emphasis on collaboration, user-centricity, and data-driven decision-making within a tech-forward environment. These values are framed to be relevant to operations professionals.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating Regulatory Landscapes: Designing within the strict guidelines of healthcare regulations (e.g., HIPAA, CMS rules for Medicare Advantage) requires careful attention to detail and a deep understanding of compliance.

• Simplifying Complexity: The inherent complexity of insurance products and enrollment processes presents a significant challenge in creating truly intuitive and easy-to-understand user experiences.

• Balancing User Needs with Business Goals: Effectively aligning user desires with business objectives and technical constraints while ensuring a seamless experience.

• Remote Collaboration Effectiveness: Maintaining strong team cohesion and efficient communication in a fully remote setting requires proactive effort and effective use of digital tools.

Learning & Development Opportunities:

• Healthcare UX Specialization: Deepen expertise in the unique challenges and best practices of designing for the healthcare sector, a high-demand specialization.

• Advanced Design System Contribution: Opportunities to contribute to or lead the evolution of sophisticated design systems, enhancing scalability and consistency.

• Mentorship & Leadership Development: Gain experience mentoring junior designers and potentially taking on leadership responsibilities for specific product features or initiatives.

• Industry Trends & Technologies: Stay abreast of emerging design trends, accessibility standards, and new technologies shaping digital product development.

📝 Enhancement Note: Challenges are identified based on the industry context (healthcare regulation, complexity) and the remote work setup. Growth opportunities are aligned with the senior-level role and potential career paths within design and product development.

💡 Interview Preparation

Strategy Questions:

• "Describe your process for designing a complex, mobile-first user flow within a highly regulated industry. How did you ensure compliance and user clarity?" (Focus on your structured approach, research integration, and trade-offs.)

• "Walk us through a project where you used data or user research to significantly alter your initial design direction. What was the insight, and what was the outcome?" (Prepare a specific case study highlighting data-informed decision-making.)

Company & Culture Questions:

• "What interests you about designing for Medicare Advantage and the healthcare industry specifically?" (Show genuine curiosity and understanding of the domain's impact.)

• "How do you stay updated on mobile design trends and accessibility standards?" (Demonstrate your commitment to continuous learning and best practices.)

Portfolio Presentation Strategy:

• Tell a Story: Frame each case study as a narrative: the problem, your role, the process, the solution, and the results.

• Show, Don't Just Tell: Use visuals effectively. Highlight key screens, interactive prototypes, user flows, and any research artifacts.

• Be Prepared for Deep Dives: Anticipate detailed questions about your Figma usage, design decisions, and how you handled specific challenges.

• Quantify Impact: Clearly present metrics and outcomes. If exact numbers aren't available, discuss anticipated impact or key learnings.

• Connect to the Role: Explicitly link your experience and skills back to the requirements of this Senior Product Designer role, especially regarding mobile-first and regulated environments.

📝 Enhancement Note: Interview preparation is tailored with specific example questions that a candidate might encounter, focusing on the core requirements of the role: mobile-first design, regulated industries, Figma proficiency, and collaborative remote work. The portfolio presentation strategy reinforces best practices for demonstrating design impact.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided application link on Jobgether.

• Portfolio Customization: Tailor your portfolio to highlight 2-3 of your strongest mobile-first design case studies, emphasizing projects that demonstrate problem-solving in complex or regulated environments. Ensure your Figma expertise is evident.

• Resume Optimization: Update your resume to clearly articulate your 7+ years of experience, specific accomplishments in UX/product design, and proficiency with key tools like Figma. Use keywords from the job description such as "mobile-first," "Figma," "agile," and "accessibility."

• Interview Practice: Prepare to walk through your portfolio case studies, focusing on explaining your design process, rationale, and measurable outcomes. Practice articulating your experience with remote collaboration and regulated industries.

• Company Research: Research Jobgether and any available information about their partner companies in the healthcare technology space. Understand the unique challenges and opportunities of designing for Medicare Advantage.

⚠️ 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.