Remote UX Designer - Senior

📍 Job Overview

Job Title: Remote UX Designer - Senior

Company: Jobgether (on behalf of a partner company)

Location: Illinois, 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 develop intuitive, mobile-first user experiences for Medicare Advantage shoppers, simplifying complex decision-making processes.

• Collaborate with cross-functional teams, including product managers, engineers, and design researchers, to ensure cohesive and user-centered digital solutions.

• Leverage user research, data analytics, and design thinking methodologies to inform and validate design decisions, driving impactful user engagement.

• Create high-fidelity prototypes and interactive designs using advanced Figma capabilities and established design systems to bring innovative concepts to life.

• Navigate and balance ideal user experience with technical feasibility and stringent regulatory requirements within the healthcare industry.

📝 Enhancement Note: The role is explicitly for a Senior UX Designer, indicating a need for demonstrated leadership, strategic thinking, and the ability to mentor or guide junior designers. The focus on "mobile-first" and "Medicare Advantage" suggests a specialized domain within healthcare technology. The mention of "regulated environment" implies a need for an understanding of compliance and accessibility standards.

📈 Primary Responsibilities

• Conceptualize, design, and deliver best-in-class mobile-first user interfaces that empower Medicare Advantage shoppers to easily understand and navigate their healthcare options.

• Translate complex user needs and business objectives into intuitive, accessible, and human-centered design solutions through wireframing, prototyping, and user flow mapping.

• Utilize advanced Figma functionalities, including component libraries and sophisticated prototyping features, to build and iterate on designs that adhere to established design systems.

• Actively participate in agile development cycles, fostering strong partnerships with engineers, design researchers, and content designers to ensure seamless integration and a unified user experience.

• Employ a data-driven approach by integrating insights from user research and analytics to validate design hypotheses and continuously optimize user journeys.

• Champion and enforce mobile design standards and best practices across the digital ecosystem to maintain consistency, quality, and brand integrity.

• Skillfully balance the pursuit of optimal user experience with practical considerations of technical feasibility and adherence to regulatory mandates in the healthcare sector.

• Lead the ideation and development of early-stage concepts, wireframes, and prototypes to effectively communicate design vision and gather stakeholder feedback.

📝 Enhancement Note: The responsibilities highlight a blend of strategic design thinking, hands-on execution with Figma, and cross-functional collaboration within an agile framework. The emphasis on balancing UX with regulatory and technical constraints is a critical aspect of this role within the healthcare domain.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's or Master's degree in Design, Human-Computer Interaction, Computer Science, or a related field is often beneficial and may be implicitly expected for senior roles.

Experience: A minimum of 7 years of professional experience in product design or UX design, with a proven track record demonstrated through a strong mobile-first portfolio.

Required Skills:

• Extensive experience in product design and UX design, with a deep understanding of user-centered design principles.

• Demonstrated expertise in creating mobile-first experiences with a keen eye for intuitive navigation and user engagement.

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

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

• Ability to translate insights from user research and data analytics into actionable design improvements and strategic recommendations.

• Excellent verbal and written communication skills, with the capacity to clearly articulate design rationale and build consensus among stakeholders.

• Familiarity with accessibility standards (e.g., WCAG) and a commitment to inclusive design principles.

Preferred Skills:

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

• Familiarity with design systems and the ability to contribute to or maintain them.

• Experience conducting and utilizing user research methodologies.

• Understanding of technical constraints and collaboration with engineering teams on implementation.

• Exposure to content design and its integration into UX.

📝 Enhancement Note: The requirement for "7+ years of experience" and "advanced Figma skills" strongly suggests a senior-level expectation where candidates are expected to be self-sufficient, lead design initiatives, and influence product direction. The emphasis on mobile-first and regulatory compliance points to specialized domain knowledge.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

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

• Detailed case studies demonstrating the end-to-end design process for at least 2-3 significant mobile applications or features.

• Evidence of complex problem-solving, including how user needs, business goals, and technical/regulatory constraints were balanced.

• Demonstrations of advanced Figma skills, including interactive prototypes, component libraries, and design system utilization.

Process Documentation:

• Case studies should clearly outline the design process, including:

  • Problem definition and user research phase.
  • Ideation and concept development (e.g., wireframes, user flows).
  • Prototyping and user testing methodologies.
  • Iteration based on feedback and data.
  • Final design solutions and their impact.

• Showcase an understanding of agile workflows and cross-functional collaboration throughout the design process.

• Highlight adherence to accessibility standards and inclusive design principles within the documented processes.

📝 Enhancement Note: For a senior role, the portfolio is paramount. It should not only display design execution but also strategic thinking, process ownership, and the ability to articulate the impact of design decisions, especially within a regulated context like healthcare.

💵 Compensation & Benefits

Salary Range: Given the "Senior" title, "Remote" status within Illinois, and the 7+ years of experience requirement, a competitive salary range for a Senior UX Designer in this region typically falls between $120,000 to $170,000 per year. This estimate is based on industry benchmarks for senior UX/Product Designers in tech roles, adjusted for the US market and the specific experience level.

Benefits:

• Comprehensive health benefits package effective from day one of employment.

• Generous paid time off (PTO), including holidays, dedicated volunteer time, and paid jury duty leave.

• 401(k) retirement savings plan with a valuable employer match, supporting long-term financial planning.

• Educational support through tuition assistance and scholarships for eligible dependents, fostering personal and family growth.

• Robust parental and caregiver leave policies to support employees during significant life events.

• Employee charity matching program to amplify impact and support causes employees care about.

• Access to Network Resource Groups (NRGs) providing professional development and community support.

• Opportunities for career development, including training, mentorship, and advancement pathways.

Working Hours: Standard full-time commitment is expected, typically around 40 hours per week. While the role is remote, maintaining consistent availability during core business hours for collaboration within the US time zones (e.g., Central Time) is crucial for effective teamwork.

📝 Enhancement Note: The salary range is an estimate based on market data for senior UX/Product Designer roles in the US, considering the specified experience level and remote work. Actual compensation may vary based on the specific partner company's compensation structure and the candidate's qualifications. The benefits listed are comprehensive and typical for established tech companies.

🎯 Team & Company Context

🏢 Company Culture

Industry: The partner company operates within the Healthcare Technology (HealthTech) sector, specifically focusing on transforming how Medicare Advantage plans are sold and managed. This industry is characterized by innovation, a strong emphasis on user experience to simplify complex products, and rigorous adherence to regulatory compliance.

Company Size: While Jobgether facilitates the application, the partner company's size is not specified. However, the mention of a "dedicated digital team" and collaboration with "engineers, Design Researchers, and Content Designers" suggests a moderately sized, well-resourced organization with established product development processes.

Founded: The founding date of the partner company is not provided. However, the focus on modern digital experiences ("mobile-first," "innovative technologies") implies a company that is either a newer, digitally native organization or an established player undergoing significant digital transformation.

Team Structure:

• The UX Designer will be part of a "dedicated digital team," likely comprising product managers, UX/UI designers, engineers (front-end and back-end), quality assurance testers, and potentially product marketing.

• The reporting structure will likely place the Senior UX Designer under a Design Lead, Head of Product, or Director of UX, with direct collaboration across product and engineering squads.

Methodology:

• Data-Driven Design: Decisions are informed by user research, A/B testing results, and product analytics to ensure designs meet user needs and achieve business objectives.

• Agile Development: The team likely operates using agile methodologies (e.g., Scrum or Kanban), emphasizing iterative development, continuous feedback, and rapid adaptation.

• User-Centered Design: A deep commitment to understanding and addressing user pain points, particularly for Medicare Advantage shoppers, is foundational to the design process.

Company Website: Jobgether's website is jobgether.com. Information on the specific partner company is not provided, but candidates should research companies specializing in HealthTech, Medicare Advantage platforms, or digital insurance solutions.

📝 Enhancement Note: Understanding the HealthTech context is crucial. This industry often involves a slower pace of iteration due to regulatory hurdles but demands high accuracy and user empathy. Researching competitors in the Medicare Advantage digital sales space would be beneficial.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as Senior UX Designer. This level typically signifies an individual contributor with significant autonomy, responsibility for complex design challenges, and the ability to influence product strategy. Senior designers are expected to mentor junior team members, drive best practices, and champion user advocacy within the organization.

Reporting Structure: The Senior UX Designer will likely report to a Design Manager, Product Lead, or Head of Design. They will work closely within cross-functional product teams, collaborating daily with Product Managers, Engineers, and Design Researchers.

Operations Impact: The UX Designer's work directly impacts the company's ability to acquire and retain users by simplifying the complex process of selecting Medicare Advantage plans. Effective design can lead to increased conversion rates, higher customer satisfaction, reduced support costs, and a stronger brand reputation in a competitive market.

Growth Opportunities:

• Leadership Development: Potential to move into a Lead UX Designer or Design Manager role, overseeing a team and strategic design initiatives.

• Specialization: Deepen expertise in HealthTech, accessibility, or mobile-first design, becoming a go-to subject matter expert.

• Cross-Functional Mobility: Develop a strong understanding of product management or business strategy, opening doors to broader product leadership roles.

• Mentorship: Formal opportunities to mentor junior designers, enhancing leadership and coaching skills.

📝 Enhancement Note: For a senior role, growth is often about increased scope, strategic influence, and leadership. Candidates should look for opportunities to demonstrate these aspects in their portfolio and during interviews.

🌐 Work Environment

Office Type: The role is Fully Remote, meaning there is no requirement for physical presence in a specific office location. This offers flexibility and the ability to work from anywhere within the designated remote region (Illinois, United States).

Office Location(s): While the role is remote, the company has a presence or operates within Illinois, United States. This might indicate a headquarters or a significant operational base in that state, influencing time zone considerations for collaboration.

Workspace Context:

• Remote Collaboration Tools: Expect heavy reliance on digital collaboration tools such as Slack, Zoom, Google Workspace, Miro, and project management software (e.g., Jira, Asana).

• Design Software Access: The company will likely provide licenses for essential design tools like Figma.

• Team Interaction: While remote, there will be structured opportunities for team interaction through daily stand-ups, sprint reviews, design critiques, and virtual team-building activities. The focus will be on asynchronous communication supplemented by synchronous meetings.

Work Schedule: A standard full-time work schedule (approximately 40 hours per week) is expected. While remote work offers flexibility, maintaining consistent availability during core business hours for the relevant US time zones (likely Central Time, given the Illinois location) is essential for effective collaboration and timely responses.

📝 Enhancement Note: As a fully remote role, the candidate's ability to self-manage, communicate effectively asynchronously, and leverage digital tools for collaboration will be critical to success.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening (Jobgether): AI-powered matching and initial review by Jobgether to ensure alignment with core requirements.

• Hiring Manager/Recruiter Screen: A conversation to assess overall fit, experience, and understanding of the role's objectives.

• Portfolio Review & Design Challenge: A deep dive into the candidate's portfolio, often followed by a design challenge or a presentation of a past project's case study. This is where the ability to articulate process, decisions, and outcomes is evaluated.

• Cross-Functional Interviews: Meetings with engineers, product managers, and other designers to assess collaboration style, technical understanding, and problem-solving approach.

• Final Interview: Likely with a senior leader (e.g., Head of Product, VP of Design) to discuss strategic alignment, leadership potential, and cultural fit.

Portfolio Review Tips:

• Mobile-First Focus: Ensure your portfolio prominently features mobile design projects, showcasing your understanding of mobile constraints and opportunities.

• Case Study Depth: For each project, clearly articulate the problem, your role, the design process, key decisions made (and why), the solutions you designed, and the measurable impact or outcomes. Use data and metrics where possible.

• Figma Proficiency: Be prepared to discuss your advanced Figma skills, including your approach to component libraries, design systems, and complex prototyping.

• Regulatory Awareness: If applicable, highlight projects where you navigated regulatory or compliance requirements, demonstrating your ability to balance UX with these constraints.

• Storytelling: Present your work as compelling narratives that demonstrate your problem-solving abilities and design thinking.

Challenge Preparation:

• Understand the Context: If given a design challenge, thoroughly analyze the problem statement, target users, and any constraints provided.

• Process Over Perfection: Focus on demonstrating a sound design process, clear rationale for decisions, and effective communication, rather than delivering a pixel-perfect final design within a limited timeframe.

• Time Management: Allocate your time wisely across research, ideation, prototyping, and presentation.

• Articulate Rationale: Be prepared to explain every decision you make during the challenge and how it addresses the core problem.

📝 Enhancement Note: The Jobgether platform's AI screening suggests candidates should ensure their resumes and portfolios are optimized with relevant keywords and clearly showcase achievements matching the job description. The interview process is likely multi-stage, focusing heavily on portfolio and practical design skills.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for UI design, wireframing, prototyping, and collaborating on design systems. Advanced skills are a requirement.

• Prototyping Tools: Figma's built-in prototyping is key, but familiarity with other tools like InVision or Principle might be beneficial for specific use cases.

• Design Systems: Experience in creating, maintaining, or heavily utilizing design systems is expected.

Analytics & Reporting:

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

• A/B Testing Tools: Understanding how to design for and interpret results from A/B tests is valuable.

CRM & Automation:

Collaboration & Project Management:

• Slack/Microsoft Teams: For real-time communication.

• Jira/Asana/Trello: For managing design tasks within agile workflows.

• Miro/FigJam: For collaborative whiteboarding and brainstorming.

📝 Enhancement Note: Figma proficiency is a non-negotiable requirement. Experience with analytics platforms is crucial for a data-informed design approach, which is explicitly mentioned in the responsibilities.

👥 Team Culture & Values

Operations Values:

• User Empathy: A deep commitment to understanding and advocating for the user, especially those navigating complex healthcare decisions.

• Collaboration: Valuing teamwork and open communication across disciplines to achieve shared goals.

• Data-Informed Decisions: Relying on research and analytics to guide design choices and measure impact.

• Innovation: Encouraging creative solutions and pushing boundaries to improve user experiences in a regulated field.

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

• Adaptability: Willingness to iterate, learn, and adapt to evolving user needs, business requirements, and regulatory landscapes.

Collaboration Style:

• Cross-Functional Integration: Proactive engagement with Product Management, Engineering, and Research to ensure designs are aligned, feasible, and user-validated.

• Constructive Feedback: A culture that encourages open and honest feedback during design critiques and reviews, fostering continuous improvement.

• Shared Ownership: While individual roles are defined, there's an emphasis on collective responsibility for product success and user satisfaction.

• Transparency: Open communication regarding design decisions, challenges, and progress.

📝 Enhancement Note: The emphasis on user empathy and navigating a regulated environment suggests a culture that is both user-centric and process-aware. Candidates should demonstrate an understanding of these dual priorities.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing UX with Regulation: Designing intuitive experiences within the constraints of healthcare regulations (e.g., HIPAA, CMS guidelines) requires careful navigation.

• Simplifying Complexity: Making the Medicare Advantage selection process straightforward for users who may have limited health literacy or be under stress.

• Remote Collaboration: Maintaining strong team cohesion and effective communication in a fully remote environment.

• Data Interpretation: Effectively translating raw analytics and research findings into actionable design improvements.

• Stakeholder Alignment: Gaining consensus among diverse stakeholders with potentially competing priorities.

Learning & Development Opportunities:

• HealthTech Domain Expertise: Deepening knowledge of the healthcare industry, Medicare, and related regulatory frameworks.

• Advanced Design Techniques: Opportunities to hone skills in areas like accessibility, inclusive design, and advanced prototyping.

• Leadership and Mentorship: Developing skills in leading design projects and mentoring junior team members.

• Cross-Functional Understanding: Gaining insights into product management, engineering practices, and business strategy.

• Industry Conferences: Potential for attending relevant UX and HealthTech conferences.

📝 Enhancement Note: The challenges presented are typical for senior roles in specialized industries. Highlighting how one has successfully navigated similar challenges in past roles will be key for candidates.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to significantly balance user needs with strict regulatory requirements. How did you approach it, and what was the outcome?" (Focus on process, compromise, and rationale.)

• "How do you ensure your mobile-first designs are accessible to users with disabilities, and what specific standards do you follow?" (Demonstrate knowledge of WCAG and inclusive design principles.)

• "Walk us through a complex design problem you solved for a mobile application. What was your process from discovery to delivery, and what was the impact?" (Prepare a detailed case study from your portfolio.)

Company & Culture Questions:

• "What interests you about designing for the Medicare Advantage market specifically?" (Research the market and articulate your motivations.)

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

• "Describe your experience with design systems. How do you ensure consistency and scalability in your designs?" (Showcase your understanding of design system principles.)

Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly outline the problem, your role, the process, your key contributions, the solutions, and measurable results.

• Highlight Mobile-First: Emphasize the mobile aspects of your designs and the rationale behind them.

• Showcase Figma: Be prepared to discuss your advanced Figma techniques, component usage, and prototyping capabilities.

• Quantify Impact: Use data and metrics whenever possible to demonstrate the success of your designs (e.g., increased conversion, improved task completion rates, reduced error rates).

• Be Ready for Questions: Anticipate questions about your design decisions, challenges faced, and alternative approaches considered.

📝 Enhancement Note: Candidates should prepare to present detailed case studies that not only showcase design execution but also strategic thinking, problem-solving, and quantifiable impact, particularly within the context of mobile-first and regulated environments.

📌 Application Steps

To apply for this operations position:

• Submit your application through the provided Jobgether application link.

• Customize Your Resume: Ensure your resume clearly highlights your 7+ years of product/UX design experience, specific mobile-first projects, advanced Figma proficiency, and experience in agile environments. Integrate keywords from the job description naturally.

• Curate Your Portfolio: Select 2-3 of your strongest mobile-first case studies that demonstrate your problem-solving process, advanced Figma skills, and quantifiable impact. Ensure each case study clearly outlines the problem, your approach, and the results.

• Prepare Your Narrative: Practice articulating your portfolio case studies concisely, focusing on your role, design decisions, and the outcomes. Be ready to discuss how you balance UX with technical feasibility and regulatory requirements.

• Research the Domain: Familiarize yourself with the Medicare Advantage market, common user challenges in selecting health insurance, and the general landscape of HealthTech companies.

⚠️ 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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