Remote Lead Product Designer

📍 Job Overview

Job Title: Lead Product Designer

Company: Jobgether (Partner Company)

Location: Minnesota, United States

Job Type: Full-time

Category: Product Design / UX Design

Date Posted: 2026-05-03

Experience Level: 7+ Years

Remote Status: Fully Remote

🚀 Role Summary

• Lead the design of intuitive, mobile-first digital experiences for Medicare Advantage shoppers, simplifying complex choices.

• Drive user-centered design initiatives, translating insights from research and data analytics into actionable design solutions.

• Collaborate closely with engineering, design research, and content design teams to ensure cohesive and high-quality user experiences.

• Leverage advanced Figma skills and design systems to create low and high-fidelity prototypes that effectively communicate design intent.

• Navigate a regulated healthcare environment, balancing ideal UX with technical feasibility and compliance requirements.

📝 Enhancement Note: While the title is "Lead Product Designer," the core responsibilities emphasize execution and collaboration more than direct team leadership. The role is senior-level, focusing on individual contribution and design ownership within a cross-functional team. The "remote" aspect is clearly defined for individuals based in Minnesota, United States.

📈 Primary Responsibilities

• Design best-in-class mobile-first experiences that simplify how Medicare Advantage shoppers navigate their options and make complex decisions.

• Translate user insights derived from design research and data analytics into intuitive, accessible, and human-centered designs that meet user needs and business objectives.

• Create detailed low and high-fidelity prototypes in Figma, effectively utilizing and contributing to design systems and industry-standard patterns.

• Partner closely with Engineers, Design Researchers, and Content Designers throughout the product development lifecycle to ensure a cohesive and consistent user experience across all touchpoints.

• Make evidence-based design decisions by integrating insights from qualitative user research, quantitative data analytics, and user feedback.

• Apply and uphold mobile design standards and best practices to ensure consistency, quality, and scalability across the entire digital product ecosystem.

• Proactively identify and balance ideal user experience goals with technical feasibility constraints and stringent regulatory requirements inherent in the healthcare sector.

• Lead the conceptualization and development of early-stage ideas, creating wireframes and interactive prototypes to effectively communicate design vision and gather stakeholder buy-in.

📝 Enhancement Note: The responsibilities highlight a strong emphasis on mobile-first design, user research integration, cross-functional collaboration, and navigating regulatory complexities within the healthcare sector. This indicates a need for a designer who can operate autonomously while also being a strong team player.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's or Master's degree in Design, Human-Computer Interaction, or a related field is often preferred for senior design roles and demonstrates a foundational understanding of design principles.

Experience: 7+ years of progressive experience in product design, UX design, or a closely related field, with a proven track record of delivering impactful digital products.

Required Skills:

• 7+ years of experience in product or UX design, evidenced by a strong, mobile-first portfolio showcasing end-to-end design process and outcomes.

• Advanced proficiency in Figma, including extensive experience with component libraries, advanced prototyping features, and collaborative design workflows.

• Demonstrated experience working effectively within agile development teams, actively partnering with developers, design researchers, and content designers.

• Proven ability to leverage user research findings and data analytics to inform, validate, and iterate on design decisions.

• Exceptional communication and presentation skills, with the ability to clearly articulate complex design decisions, rationale, and user insights to diverse stakeholders and build consensus.

Preferred Skills:

• Experience designing for regulated industries, particularly healthcare (e.g., Medicare, insurance).

• Familiarity with design system management and contribution.

• Experience with user journey mapping and service design.

• Prototyping with animation and micro-interactions.

• Understanding of front-end development principles to inform design feasibility.

📝 Enhancement Note: The requirement for a "mobile-first portfolio" is critical and suggests that candidates should highlight projects where mobile was the primary consideration and demonstrate a deep understanding of mobile UI/UX patterns. Advanced Figma skills imply more than just basic usage, likely involving complex component systems and interactive prototyping.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase a minimum of 3-5 significant product design projects that clearly demonstrate your end-to-end design process from problem definition to final solution.

• Emphasize mobile-first design projects, detailing the specific challenges, your approach, and the impact on user engagement and business goals.

• Include case studies that highlight your collaboration with cross-functional teams (engineers, researchers, content strategists) and how you navigated their input.

• Demonstrate your proficiency in Figma, including examples of complex component libraries, interactive prototypes, and how you've leveraged design systems.

Process Documentation:

• For each project, clearly outline the discovery phase, including user research methods and competitive analysis.

• Detail your design process, including wireframing, prototyping (specify tools and fidelity), user testing, and iteration cycles.

• Explain how you incorporated accessibility and inclusive design principles throughout your workflow.

• Document how you approached balancing user needs with business objectives, technical constraints, and regulatory requirements.

• Showcase examples of how your designs simplified complex information or processes for end-users.

📝 Enhancement Note: The portfolio is paramount for this role. Candidates must be prepared to walk through their projects, explaining their thought process, design choices, and the impact of their work. Emphasis on "mobile-first" and "simplifying complexity" within a regulated environment should be evident in the chosen case studies.

💵 Compensation & Benefits

Salary Range: Given the "Lead" title and 7+ years of experience required, and considering a remote role in Minnesota, the estimated annual salary range for a Lead Product Designer in this market is approximately $130,000 - $170,000 USD. This estimate is based on industry benchmarks for senior-level product design roles in tech, adjusted for the specified location and remote work arrangements, which often command a premium.

Benefits:

• Health benefits effective day 1: Comprehensive medical, dental, and vision insurance plans.

• Paid time off (PTO), holidays, volunteer time, and jury duty pay: Generous leave policies to support work-life balance and civic engagement.

• 401(k) retirement savings plan with employer match: Financial planning support with a company contribution to retirement savings.

• Tuition assistance and scholarships for eligible dependents: Investment in education for employees and their families.

• Parental and caregiver leave: Support for employees during significant life events.

• Employee charity matching program: Opportunities to contribute to charitable causes with company support.

• Network Resource Groups (NRGs) for professional support: Employee-led groups fostering community, professional development, and inclusion.

• Career development opportunities: Access to training, mentorship, and pathways for professional growth within the organization.

Working Hours: Standard full-time hours are expected, likely around 40 hours per week. Given the remote nature, there may be flexibility in daily start and end times, but core collaboration hours will need to be observed, especially with teams potentially in different time zones.

📝 Enhancement Note: The salary range is an estimate based on publicly available data for similar roles in the US tech market, considering seniority and remote work. The benefits package is comprehensive, indicating a focus on employee well-being, financial security, and professional development.

🎯 Team & Company Context

🏢 Company Culture

Industry: The partner company operates within the Digital Healthcare / HealthTech sector, specifically focusing on solutions for Medicare Advantage. This industry is characterized by rapid technological advancement, a strong emphasis on user experience to navigate complex benefits, and strict regulatory compliance.

Company Size: Jobgether is a platform, but the partner company's size is not explicitly stated. However, the mention of "dedicated digital team" and "agile teams" suggests a mid-sized to larger organization with established product development processes. For operations professionals, this typically means a balance of structured processes and opportunities for significant impact.

Founded: The founding date of the partner company is not provided. However, the focus on transforming how Medicare Advantage is sold implies a company that is either established and innovating within its niche or a newer, disruptive player aiming to modernize the sector.

Team Structure:

• The design team is likely part of a larger digital product development group.

• The Product Designer will collaborate closely with Product Managers, Engineers (front-end, back-end), Design Researchers, and Content Designers.

• Reporting structure is likely to a Head of Design, Design Director, or a Senior Product Manager overseeing the design function for this product area.

Methodology:

• Emphasis on Agile methodologies for iterative development and rapid feedback loops.

• Data-driven decision-making, utilizing analytics and A/B testing to validate design choices.

• User-centered design principles are paramount, with ongoing user research and feedback integration.

• Focus on creating scalable and maintainable design systems and patterns.

Company Website: https://jobgether.com/ (This is the platform's website; the partner company's website is not directly linked but can be inferred to be in the HealthTech/Medicare space).

📝 Enhancement Note: The HealthTech sector implies a need for designers who can handle complexity, adhere to regulations, and prioritize user empathy. The collaborative structure suggests a team-oriented environment where input from various disciplines is valued.

📈 Career & Growth Analysis

Operations Career Level: This role is a Senior Product Designer position. It signifies a high level of individual contribution, design expertise, and the ability to lead design efforts on complex features or product areas. While "Lead" is in the title, it primarily denotes seniority and influence rather than direct people management, unless specified otherwise.

Reporting Structure: The designer will likely report to a Design Lead, Design Manager, or a Product Lead who oversees the product strategy and execution for Medicare Advantage digital experiences. They will work closely with product managers and engineering leads within their assigned product teams.

Operations Impact: The Product Designer will have a significant impact on the company's revenue and customer acquisition/retention by creating user experiences that simplify the complex process of selecting and enrolling in Medicare Advantage plans. A well-designed interface can directly lead to higher conversion rates, increased customer satisfaction, and reduced support costs.

Growth Opportunities:

• Skill Specialization: Deepen expertise in mobile-first design, healthcare UX, or design system management.

• Leadership Development: Transition into a formal Design Lead or Manager role, mentoring junior designers and overseeing design strategy for specific product lines.

• Cross-functional Leadership: Take on more strategic product responsibilities, influencing roadmap decisions based on design insights.

• Industry Expertise: Become a recognized expert in designing for complex, regulated industries like health insurance.

📝 Enhancement Note: The growth trajectory suggests moving from individual contribution to leading design initiatives, potentially mentoring others, and contributing to higher-level product strategy. The "Lead" title implies opportunities to influence design direction and best practices.

🌐 Work Environment

Office Type: This is a fully remote position, meaning there is no central office requirement. The "office" is wherever the designer chooses to work, provided they have a stable internet connection and a conducive environment for focused work.

Office Location(s): The role is designated for individuals located in Minnesota, United States. While remote, this geographic specification might be due to regulatory, tax, or team alignment reasons.

Workspace Context:

• Collaborative Environment: Expect frequent virtual collaboration via video conferencing, chat platforms, and shared design tools. This requires strong remote communication skills and proactive engagement.

• Tools & Technology: Access to industry-standard design software (Figma), collaboration tools (Slack, Zoom, Miro), and project management platforms (Jira, Asana).

• Team Interaction: Regular participation in stand-ups, sprint planning, design reviews, and cross-functional meetings. Building rapport and trust remotely is key.

Work Schedule: The role is full-time, typically 40 hours per week. While remote work offers flexibility, candidates should be prepared to align with core business hours for team collaboration and meetings, especially if the team includes members in other US time zones.

📝 Enhancement Note: The remote-first nature necessitates strong self-discipline and proactive communication. The Minnesota location might suggest a primary time zone alignment (Central Time - America/Chicago) for team meetings.

📄 Application & Portfolio Review Process

Interview Process:

• Application Screening: Initial review of resume and portfolio against core requirements, with an AI-powered matching process by Jobgether.

• Portfolio Review & Initial Call: A hiring manager or senior designer will likely review your portfolio in detail and conduct an initial call to discuss your experience and project highlights. Be prepared to articulate your process, decisions, and impact.

• Design Challenge/Case Study: You may be given a take-home design exercise or asked to present a deep dive into one of your portfolio projects. This assesses your problem-solving skills, design thinking, and ability to articulate rationale.

• Cross-functional Interviews: Interviews with engineers, product managers, and potentially other designers to assess collaboration style, technical understanding, and cultural fit.

• Final Interview: Potentially with a senior leader or executive to discuss overall fit and strategic vision.

Portfolio Review Tips:

• Curate Effectively: Select 3-5 of your strongest, most relevant projects. Prioritize mobile-first, complex problem-solving, and impactful outcomes.

• Tell a Story: For each project, clearly define the problem, your role, the process you followed, key decisions made, challenges overcome, and the measurable results. Use visuals to support your narrative.

• Highlight Collaboration: Explicitly mention how you worked with engineers, researchers, and content designers.

• Showcase Figma Proficiency: Demonstrate advanced use of Figma, including component libraries, prototyping, and design system contributions.

• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your designs (e.g., conversion rate improvements, user satisfaction scores, task completion rates).

Challenge Preparation:

• Understand the Problem: If given a challenge, ensure you fully grasp the user needs and business objectives. Ask clarifying questions.

• Structure Your Approach: Outline your design process clearly before diving into solutions.

• Focus on Rationale: Be prepared to explain why you made certain design choices.

• Consider Constraints: Acknowledge technical feasibility and regulatory requirements in your proposed solutions.

• Present Concisely: Practice delivering your presentation within the allotted time, focusing on key insights and outcomes.

📝 Enhancement Note: The application process emphasizes the portfolio heavily. Candidates should prepare a compelling narrative for each project, focusing on problem-solving, process, collaboration, and measurable impact, particularly in a mobile-first context.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for UI design, wireframing, prototyping, and collaboration. Advanced skills, including component libraries and design systems, are required.

• Prototyping Tools: Figma's built-in prototyping capabilities are key. Other tools like InVision or Principle might be supplementary depending on project needs.

• Design Systems: Experience in creating, contributing to, or utilizing established design systems for consistency and efficiency.

Analytics & Reporting:

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

• User Feedback Tools: Experience with tools for collecting and analyzing user feedback (e.g., surveys, in-app feedback widgets).

CRM & Automation:

• Project Management: Tools like Jira, Asana, Trello for managing tasks, sprints, and workflows within agile teams.

• Collaboration Tools: Slack, Zoom, Google Workspace, Miro for communication, virtual whiteboarding, and team collaboration.

📝 Enhancement Note: Proficiency in Figma is non-negotiable. Experience with analytics tools is crucial for making data-informed design decisions, which is a key responsibility. Familiarity with agile project management tools is also expected.

👥 Team Culture & Values

Operations Values: (Inferred based on industry and role description)

• User-Centricity: A deep commitment to understanding and solving user problems, especially for a demographic navigating complex healthcare choices.

• Data-Driven Innovation: Using insights from research and analytics to guide design decisions and drive measurable improvements.

• Collaboration & Transparency: Open communication and close partnership with cross-functional teams to achieve shared goals.

• Quality & Craftsmanship: A dedication to high-quality design execution, attention to detail, and adherence to best practices.

• Adaptability & Resilience: The ability to navigate evolving technologies, regulatory landscapes, and business needs within the dynamic health tech sector.

Collaboration Style:

• Embedded Team Member: The designer is expected to be an integral part of product teams, actively participating in all phases of development.

• Proactive Communication: Regularly sharing work, seeking feedback, and communicating design rationale clearly and concisely.

• Constructive Feedback: Willingness to both give and receive feedback constructively to improve designs and processes.

• Cross-functional Alignment: Ensuring design decisions are aligned with engineering capabilities, research insights, and content strategy.

📝 Enhancement Note: The culture likely values proactive communication, a strong sense of ownership over design work, and a collaborative spirit, especially in a remote setting. The "transforming the way Medicare Advantage is sold" mission suggests a culture focused on impact and innovation.

⚡ Challenges & Growth Opportunities

Challenges:

• Simplifying Complexity: The primary challenge is distilling intricate Medicare Advantage plan information and enrollment processes into simple, intuitive user experiences.

• Regulatory Navigation: Designing within a highly regulated industry requires careful attention to compliance, legal review, and potential limitations on user experience.

• Balancing Ideal UX with Feasibility: Striking the right balance between creating the best possible user experience and adhering to technical constraints and development timelines.

• Remote Collaboration: Effectively collaborating and building strong relationships with team members in a fully remote environment.

Learning & Development Opportunities:

• Specialized Skill Development: Opportunities to deepen expertise in mobile UX, accessibility, and designing for complex financial/healthcare products.

• Mentorship Programs: Potential for mentorship from senior design leaders or opportunities to mentor junior designers as experience grows.

• Industry Conferences and Workshops: Access to learning resources and events focused on UX, product design, and health tech innovation.

• Exposure to Product Strategy: Involvement in strategic discussions about product roadmaps and future feature development.

📝 Enhancement Note: The challenges are specific to the domain and role, requiring strategic thinking and problem-solving. The growth opportunities are geared towards deepening expertise and potentially moving into leadership roles within design or product.

💡 Interview Preparation

Strategy Questions:

• "How would you approach simplifying the process of comparing Medicare Advantage plans for a first-time shopper?" (Focus on user research, information architecture, and clear comparison tools.)

• "Describe a time you had to balance conflicting user needs with business requirements or technical constraints. How did you resolve it?" (Highlight your problem-solving process, negotiation skills, and outcome.)

Company & Culture Questions:

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

• "How do you approach collaborating with engineers and product managers in a remote setting?" (Emphasize communication, empathy, and proactive engagement.)

Portfolio Presentation Strategy:

• Structure: Begin with a high-level overview of the company and the problem, then dive into your specific role and contributions, followed by your design process, key decisions, and finally, the outcomes and learnings.

• Visuals: Use clear, high-quality mockups, prototypes, and wireframes. Annotate key design decisions and user flows.

• Data & Metrics: Present any quantifiable results of your work. If metrics are unavailable, discuss how you would measure success.

• Conciseness: Be mindful of time. Practice your presentation to ensure it flows well and hits all critical points without being overly long. Be prepared for deep dives into specific areas based on interviewer interest.

📝 Enhancement Note: Interview preparation should focus on demonstrating a holistic understanding of the design process, strong problem-solving skills, excellent communication, and a clear ability to translate complex requirements into user-friendly designs, especially for the target demographic and within regulatory constraints.

📌 Application Steps

To apply for this Lead Product Designer position:

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

• Portfolio Customization: Ensure your portfolio prominently features mobile-first design projects, clearly articulating your process, decision-making, and the impact of your work. Highlight any experience in regulated industries like healthcare.

• Resume Optimization: Tailor your resume to highlight your 7+ years of product/UX design experience, advanced Figma skills, experience with agile teams, and proficiency in user research and data analytics. Use keywords from the job description.

• Interview Preparation: Practice articulating your design process and project case studies, focusing on how you simplify complexity, collaborate, and use data. Prepare for questions about mobile-first design and navigating regulated environments.

• Company Research: Understand Jobgether's role as a platform and research the general landscape of HealthTech and Medicare Advantage solutions to demonstrate genuine interest and domain awareness.

⚠️ 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.

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