Senior Product Designer, MapMy

📍 Job Overview

Job Title: Senior Product Designer, MapMy
Company: Outside
Location: Remote (Colorado, United States)
Job Type: Full-Time
Category: Product Design / User Experience
Date Posted: May 8, 2026
Experience Level: 7+ Years
Remote Status: Remote Solely

🚀 Role Summary

• Lead end-to-end product design for the MapMy platform, encompassing mobile (iOS/Android) and web experiences, with a focus on high-leverage user surfaces.
• Establish and champion an AI-accelerated design practice, integrating tools like Claude, Cursor, and v0 into daily workflows for ideation, prototyping, and iteration.
• Own and evolve the MapMy design system, ensuring consistency, quality, and accessibility (WCAG) across the entire product suite.
• Drive the research agenda in partnership with Product leadership to ground design decisions in user needs through interviews, usability tests, and competitive analysis.

📝 Enhancement Note: This role is positioned as a senior individual contributor with significant strategic influence over design practice and product direction within the MapMy portfolio. The emphasis on AI integration and the requirement for autonomous operation in ambiguous spaces indicates a need for a highly proactive and forward-thinking designer.

📈 Primary Responsibilities

• Own the complete design lifecycle for MapMy's mobile (iOS/Android) and web applications, from initial problem framing and ideation through to final delivery and post-launch analysis.
• Define and implement an AI-accelerated design workflow, leveraging AI tools for rapid prototyping, code generation, and iterative design improvements to expedite the design process.
• Develop and maintain functional, interactive prototypes to validate design concepts and user experience hypotheses with stakeholders and real users before full development.
• Manage and advance the MapMy design system, ensuring high standards for visual design, interaction patterns, and component reusability across all platforms.
• Collaborate closely with Product Management to define the research strategy, conduct user interviews, usability testing, and market analysis to inform product decisions.
• Partner with Product, Engineering, and Data leadership to align design strategy with overarching business objectives and product roadmap.
• Mentor mid-level and junior designers, conduct design critiques, and foster a culture of design excellence and continuous improvement within the Consumer Apps organization.
• Establish key design success metrics, analyze A/B testing results, funnel data, and qualitative feedback to measure the impact of design initiatives and identify areas for optimization.
• Produce comprehensive design specifications, redlines, and asset handoffs, supplementing with interactive prototypes where they best communicate complex interactions or user flows.
• Set and uphold visual, interaction, and motion design standards, ensuring strict adherence to WCAG accessibility guidelines across all MapMy products.

📝 Enhancement Note: The responsibilities highlight a blend of hands-on design execution, strategic thinking, and leadership. The expectation to "raise the craft bar" and "mentor designers" suggests a need for strong communication and leadership skills in addition to technical design expertise.

🎓 Skills & Qualifications

Education: [While no specific degree is listed, a Bachelor's or Master's degree in Design, HCI, or a related field is often preferred for senior roles. Applicants with equivalent practical experience and a strong portfolio will also be considered.]
Experience: 7+ years of professional experience in product design, with a significant focus on shipping consumer-facing mobile or web products at scale.

Required Skills:

• Expert-level proficiency in Figma for UI design, wireframing, and prototyping.
• Fluent and daily practical application of AI tools (e.g., Claude, Cursor, v0) within the design workflow for ideation, rapid prototyping, and code generation.
• Deep understanding and practical application of iOS, Android, and responsive web design principles and best practices.
• Proven track record of collaborating effectively with senior Product, Engineering, and Data leaders in an agile development environment.
• Demonstrated experience in mentoring mid-level and junior designers, including conducting design reviews and providing constructive feedback.
• Exceptional communication skills, with the ability to articulate complex design rationale, tradeoffs, and strategic vision to executive and cross-functional stakeholders.
• Mastery of core design principles including typography, color theory, layout, and interaction design.
• Experience in building, scaling, or contributing significantly to design systems.
• Ability to develop functional, interactive prototypes independently, utilizing AI code-generation tools to demonstrate concepts quickly.
• Strong problem-solving skills with the ability to navigate ambiguous problem spaces and define strategic design direction.

Preferred Skills:

• Background or demonstrable interest in fitness, health, wellness, or GPS/mapping technologies.
• Experience with motion design tools and principles to enhance user experience.
• Working knowledge of HTML, CSS, and JavaScript to better understand technical constraints and possibilities.
• Experience with advanced user research methodologies and data-informed design practices.

📝 Enhancement Note: The emphasis on AI tools is a critical differentiator. Candidates must not only be proficient in traditional design tools but also demonstrate a clear understanding and practical application of AI in their design process. The "7+ years" requirement coupled with "end-to-end design leadership" suggests a need for a designer who can operate with significant autonomy and strategic input.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate end-to-end design leadership through detailed case studies showcasing problem framing, user research insights, design exploration, prototyping, and shipped outcomes.
• Showcase expertise in utilizing AI tools within the design process for ideation, rapid prototyping, and iterative refinement, with clear explanations of how AI accelerated the workflow.
• Include examples of contributions to or ownership of design systems, highlighting improvements in consistency, scalability, and maintainability.
• Present clear evidence of impact through metrics and data analysis (e.g., A/B test results, funnel improvements, user engagement data) demonstrating how design decisions influenced business outcomes.
• Include examples of interactions with senior stakeholders and cross-functional teams, illustrating effective collaboration and communication of design strategy.

Process Documentation:

• Clearly articulate the design process employed for each case study, emphasizing how user needs were identified and translated into design solutions.
• Detail the methodology used for prototyping and user validation, including how AI tools were leveraged to expedite these stages.
• Document the approach to design system management, including contributions to component libraries, style guides, and governance.
• Illustrate how design success metrics were defined, tracked, and analyzed post-launch to inform future iterations and optimizations.

📝 Enhancement Note: The portfolio is a critical component for this role, particularly given the emphasis on AI integration and end-to-end ownership. Candidates should be prepared to walk through their process with a focus on how AI tools enhanced efficiency and effectiveness, and how their design work directly contributed to business goals and user satisfaction.

💵 Compensation & Benefits

Salary Range: $120,000 - $150,000 USD per year.
Explanation of Range: This range is provided for candidates located in Colorado, United States, as stated in the job description. The final salary will be determined based on factors including, but not limited to, applicant's location, market data, skills, prior experience, relevant degrees, and certifications.

Benefits:

• Comprehensive Health Care coverage.
• Vision insurance.
• Dental insurance.
• Retirement savings plan.
• Flexible Time Away (FTA) policy, encouraging work-life balance.
• Paid Sick Leave.
• Potential for bonus or commission.

Working Hours: While not explicitly stated, a standard full-time role typically involves approximately 40 hours per week. The remote nature of the position may offer some flexibility in scheduling, but core collaboration hours will likely be expected.

📝 Enhancement Note: The provided salary range is specific to Colorado. For candidates in other locations, the range could differ significantly due to cost of living and regional market rates. The "Flexible Time Away" benefit suggests a culture that values employee well-being and autonomy.

🎯 Team & Company Context

🏢 Company Culture

Industry: Media & Publishing, Technology, Active Lifestyle & Outdoors. Outside Interactive, Inc. operates as a premier hub for active lifestyle enthusiasts, providing content and experiences for outdoor, wellness, and endurance activities.

Company Size: [Company size not explicitly stated in the provided data, but the description of "Consumer Apps organization" and "MapMy platform serving millions of active users" suggests a medium to large organization with dedicated teams for product development.]

Founded: [Company founded date not provided.] Outside Interactive, Inc. has a mission to inspire a broad and diverse audience in their active pursuits and to drive positive change within the outdoor and fitness industries.

Team Structure:

• This role is within the Consumer Apps organization, which is responsible for strategy, growth, and product experience across various consumer-facing applications.
• The MapMy platform (MapMyRun, MapMyWalk, MapMyRide, MapMyFitness) is a core pillar of this organization, indicating a dedicated team structure focused on fitness tracking and mapping experiences.
• The Senior Product Designer will likely report to a Design Lead or Director within Consumer Apps and will partner closely with Product Managers, Engineering Leads, and Data Analysts for the MapMy portfolio.

Methodology:

• The team embraces an AI-accelerated design practice, utilizing AI tools for ideation, prototyping, and iteration to enhance efficiency and speed.
• Design decisions are grounded in user research, including interviews and usability testing, in partnership with Product.
• A strong emphasis is placed on data-informed design, using A/B testing results and funnel data for post-launch analysis and optimization.
• Agile development methodologies are likely employed, given the description of collaborating with Product and Engineering leadership.

Company Website: https://www.outsideinc.com/

📝 Enhancement Note: The company's focus on active lifestyles and its mission to inspire enthusiasts suggests a culture that values passion, community, and innovation in the outdoor and fitness spaces. The integration of AI into the design process points to a forward-thinking and experimental approach to product development.

📈 Career & Growth Analysis

Operations Career Level: Senior Individual Contributor (Product Designer). This role is for a seasoned professional who can operate autonomously, drive strategic design direction, and mentor others. It represents a significant step up from mid-level design roles, requiring leadership in craft and process.

Reporting Structure: The Senior Product Designer will likely report to a Design Lead or Director within the Consumer Apps organization. They will work in close partnership with Product Management and Engineering leadership for the MapMy platform.

Operations Impact: The role has a direct impact on the user experience of millions of active lifestyle enthusiasts. By defining the design vision and improving the MapMy platform, this designer will influence user engagement, retention, and the overall success of Outside's consumer-facing applications, contributing to the company's mission and revenue streams.

Growth Opportunities:

• Leadership in Design Practice: Opportunity to shape and lead the AI-accelerated design practice for the entire Consumer Apps organization, influencing how design is done.
• Product Portfolio Expansion: Potential to expand design ownership to other consumer-facing applications within Outside beyond MapMy.
• Skill Specialization: Deepen expertise in areas like AI-assisted design, design systems at scale, or fitness/mapping product innovation.
• Mentorship & Team Development: Develop leadership skills through mentoring junior designers and contributing to the growth of the design team.
• Strategic Influence: Gain experience in influencing product strategy and business goals through design leadership.

📝 Enhancement Note: This role offers substantial growth potential beyond traditional product design. The opportunity to define a new design methodology (AI-accelerated) and influence a broad product portfolio makes it attractive for designers looking to make a significant impact and advance their careers into leadership or strategic roles.

🌐 Work Environment

Office Type: Entirely remote. This position is fully remote, offering flexibility in where the employee is based, with a specific mention of Colorado, United States, as a potential location for salary benchmarking.

Office Location(s): Remote. The role does not require physical presence in a specific office location.

Workspace Context:

• Collaborative Environment: While remote, the role emphasizes close collaboration with Product, Engineering, and Data teams, requiring strong virtual communication and teamwork skills.
• Tools & Technology: Access to industry-standard design tools (Figma) and cutting-edge AI-assisted design and coding tools is expected and integral to the workflow.
• Autonomy & Initiative: The work environment is described as one where individuals operate with autonomy in ambiguous spaces, suggesting a culture that values self-starters and proactive problem-solvers.

Work Schedule: Standard full-time (approximately 40 hours/week). While remote, maintaining consistent availability for team collaboration and meetings is crucial. The "Flexible Time Away" benefit suggests a supportive approach to work-life balance.

📝 Enhancement Note: The remote-first nature of the role demands excellent asynchronous communication skills and the ability to foster strong working relationships virtually. The emphasis on autonomy means candidates should be comfortable managing their own workload and proactively seeking out information and collaboration.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Likely a review of resume and portfolio by a recruiter or hiring manager to assess basic qualifications and design experience.
• Portfolio Presentation & Deep Dive: Candidates will present their portfolio, focusing on case studies that demonstrate end-to-end design leadership, AI tool integration, and impact. This stage will involve in-depth discussions about design process, rationale, and problem-solving.
• Cross-Functional Interviews: Interviews with Product Management and Engineering leadership to assess collaboration style, strategic thinking, and ability to align design with business and technical objectives.
• Design Team Interaction: Potential meeting with other designers to evaluate cultural fit, mentorship potential, and contribution to team craft.
• Final Interview: Likely with a senior leader within Consumer Apps to discuss overall fit, vision, and strategic alignment.

Portfolio Review Tips:

• Highlight AI Integration: Clearly articulate how AI tools were used in each project to accelerate ideation, prototyping, or iteration, and what the tangible benefits were.
• Show End-to-End Ownership: For each case study, walk through the entire design process from problem identification and user research to final shipped product and measured outcomes.
• Quantify Impact: Use data and metrics (e.g., conversion rates, engagement metrics, A/B test results) to demonstrate the business impact of your design decisions.
• Showcase Design System Contributions: If applicable, detail your role in building or evolving a design system, and how it improved product consistency and development efficiency.
• Articulate Tradeoffs: Be prepared to discuss difficult design decisions, the tradeoffs considered, and the rationale behind the final choices.
• Focus on Collaboration: Illustrate how you partnered with Product, Engineering, and Data teams, and how you managed stakeholder expectations.

Challenge Preparation:

• Candidates may be asked to complete a take-home design challenge or participate in a live design exercise focusing on a specific problem space relevant to fitness tracking or user engagement.
• Be prepared to discuss your approach to ambiguity and how you would tackle a new, undefined problem in a remote, AI-augmented environment.
• Practice articulating your design strategy, rationale, and potential solutions clearly and concisely, as if presenting to senior leadership.

📝 Enhancement Note: The interview process will heavily scrutinize the candidate's ability to integrate AI into their workflow and demonstrate tangible results from their design work. Portfolio presentations should be structured to clearly showcase these aspects.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Expert proficiency required for UI design, wireframing, and prototyping.
• AI Design & Coding Tools: Daily use of tools such as Claude, Cursor, and v0 for ideation, rapid prototyping, and code generation is a core requirement.
• Prototyping Tools: Beyond Figma, candidates should be comfortable with tools that allow for functional and interactive prototypes.

Analytics & Reporting:

• Familiarity with A/B testing platforms and analysis of results.
• Experience with funnel data analysis and user behavior tracking tools (e.g., Amplitude, Mixpanel, Google Analytics) to measure design impact.
• Ability to interpret data to inform design decisions and post-launch optimizations.

CRM & Automation: [Not directly mentioned as primary tools for this role, but understanding how design integrates with broader consumer platforms may be beneficial.]

• General awareness of how user data and design impact customer journeys within consumer applications.

📝 Enhancement Note: The explicit mention of AI tools like Claude, Cursor, and v0 indicates a significant investment in leveraging AI for design efficiency. Proficiency here is not just preferred but essential.

👥 Team Culture & Values

Operations Values:

• Innovation & Experimentation: A strong emphasis on embracing new tools and methodologies, particularly AI, to push the boundaries of design practice.
• User-Centricity: Decisions are grounded in real user needs, driven by research, and validated through testing.
• Data-Informed Decision Making: Utilizing analytics and A/B testing to measure impact and guide iterative improvements.
• High Standards & Craftsmanship: A commitment to delivering polished, high-quality design solutions with attention to detail, visual appeal, and interaction quality.
• Collaboration & Mentorship: Fostering a supportive team environment where knowledge is shared, designers mentor each other, and cross-functional partnerships are strong.
• Autonomy & Ownership: Valuing individuals who can operate independently, take ownership of their work, and drive initiatives forward with conviction.

Collaboration Style:

• Cross-Functional Partnership: Close collaboration with Product, Engineering, and Data teams is fundamental to the role and the team's success.
• Remote & Asynchronous: Effective communication and collaboration strategies for a distributed team, likely involving a mix of synchronous meetings and asynchronous communication tools.
• Feedback Culture: An environment that encourages constructive design reviews and open feedback to continuously improve design work and processes.

📝 Enhancement Note: The culture appears to be a blend of cutting-edge technological adoption (AI) and traditional design excellence, supported by strong collaboration and a user-focused ethos. Candidates should demonstrate adaptability and a proactive approach to teamwork in a remote setting.

⚡ Challenges & Growth Opportunities

Challenges:

• Defining AI-Accelerated Design: Establishing and evolving a novel design practice that effectively integrates AI tools into daily workflows, requiring continuous learning and adaptation.
• Scaling Design Systems: Maintaining and growing a design system across a complex product portfolio (MapMy) to ensure consistency and efficiency.
• Balancing Innovation with Execution: Driving forward new AI-driven approaches while ensuring timely delivery of polished, high-quality user experiences.
• Remote Collaboration: Building strong working relationships and driving consensus across distributed teams without the benefit of in-person interaction.
• Ambiguous Problem Spaces: Operating autonomously in areas where the problem or solution is not clearly defined, requiring strong strategic thinking and initiative.

Learning & Development Opportunities:

• Cutting-Edge AI Tooling: Gaining deep expertise in the practical application of emerging AI tools for design and development.
• Strategic Design Leadership: Developing skills in setting design vision, influencing product strategy, and mentoring design teams.
• Design System Mastery: Deepening knowledge in the architecture, implementation, and governance of scalable design systems.
• Industry Trend Leadership: Becoming a thought leader in AI-accelerated design practices within the broader product design community.
• Cross-Functional Influence: Enhancing abilities to partner effectively with Product, Engineering, and Data to drive business outcomes.

📝 Enhancement Note: This role presents significant opportunities for professional growth, particularly for designers interested in shaping the future of design through AI. The challenges are substantial but directly tied to high-impact learning and development pathways.

💡 Interview Preparation

Strategy Questions:

• "How would you approach defining and implementing an AI-accelerated design practice for the MapMy portfolio? What are the key challenges and how would you mitigate them?" (Focus on strategy, AI integration, and proactive problem-solving.)
• "Describe a time you had to set a design direction in an ambiguous problem space. What was your process, and what was the outcome?" (Assess autonomy, strategic thinking, and ability to navigate uncertainty.)
• "How do you balance the need for rapid iteration and prototyping with maintaining high standards for visual and interaction design, especially when leveraging AI tools?" (Evaluate craft, process, and ability to manage tradeoffs.)

Company & Culture Questions:

• "What excites you about Outside's mission and the MapMy platform? How do you see your design expertise contributing to our goals?" (Assess cultural fit and passion for the domain.)
• "Describe your experience mentoring junior designers. What is your philosophy on mentorship and how do you foster growth in others?" (Evaluate leadership and team development potential.)
• "How do you measure the success of your design work, beyond just shipping features? How do you use data to inform your design decisions?" (Focus on impact, data literacy, and continuous improvement.)

Portfolio Presentation Strategy:

• AI Integration Narrative: For each relevant case study, clearly articulate the specific AI tools used, the problem they helped solve, and the resulting efficiency or quality improvements.
• Quantifiable Impact: Present metrics and data that demonstrate the business value and user impact of your design solutions. Link design decisions directly to outcomes.
• End-to-End Storytelling: Structure your case studies to clearly show the entire design process from problem identification through to post-launch analysis, highlighting your ownership at each stage.
• Design System Contribution: If applicable, showcase your contributions to design systems with clear examples of components, guidelines, and the impact on consistency and development speed.
• Concise & Focused: Given the seniority, be prepared to dive deep into specific aspects of your work but also to provide a high-level strategic overview quickly.

📝 Enhancement Note: Interviewers will be looking for candidates who not only possess strong design fundamentals but also demonstrate a forward-thinking mindset regarding AI and a proven ability to deliver measurable business impact through their design work.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Outside's careers page.
• Portfolio Customization: Curate your portfolio to prominently feature case studies that highlight your end-to-end design leadership, your practical application of AI tools in the design process, and the measurable impact of your work.
• Resume Optimization: Tailor your resume to emphasize your 7+ years of experience in consumer-facing product design, your expertise in Figma and AI-assisted workflows, your experience with design systems, and any relevant background in fitness or mapping technologies.
• Prepare for Portfolio Presentation: Practice walking through your case studies, clearly articulating your design process, the role of AI, your collaborative approach, and the quantitative results achieved. Be ready to discuss your vision for AI-accelerated design.
• Company Research: Familiarize yourself with Outside's mission, its various brands (especially MapMy), and its commitment to the active lifestyle community. Understand their approach to technology and innovation.

⚠️ 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.