Product Designer

📍 Job Overview

Job Title: Product Designer Company: League Inc. Location: Toronto, ON, Canada Job Type: Full-Time Category: Product Design / User Experience (UX) Date Posted: August 27, 2025 Experience Level: Mid-Senior Level (4+ years) Remote Status: Remote Eligible

🚀 Role Summary

• Drive the design strategy and execution for League's innovative healthcare consumer experience platform, focusing on AI-powered personalization and user engagement.
• Solve complex design challenges by creating intuitive, user-centered, and visually appealing digital solutions across responsive web, iOS, and Android platforms.
• Collaborate closely with Product Management, Engineering, and fellow Designers in agile environments to deliver high-quality, iterative product experiences.
• Contribute to and leverage a cohesive design system to ensure consistency and scalability across League's product portfolio.

📝 Enhancement Note: The "Product Designer" title, coupled with responsibilities like "solving hard problems," "creating best-in-class, usable and delightful design work," and "advocating for great user experience," strongly indicates a role focused on user-centered design (UCD) principles and interaction design within a product development lifecycle. The emphasis on AI and healthcare CX platform suggests a need for designers who can translate complex technical concepts into accessible and engaging user interfaces.

📈 Primary Responsibilities

• Conceptualize, design, and prototype user interfaces and experiences for League's AI-powered healthcare platform, ensuring a seamless and personalized user journey.
• Conduct user research, including customer interviews and usability testing, to gather insights and inform design decisions, translating findings into actionable design improvements.
• Develop high-fidelity mockups, interactive prototypes, and detailed design specifications for new features and product enhancements, ensuring alignment with business objectives and user needs.
• Actively participate in all phases of the product development lifecycle, from ideation and requirement gathering to final implementation and post-launch analysis, working in close partnership with product managers and engineers.
• Contribute to the evolution and maintenance of League's design system, ensuring adherence to established standards for visual consistency, usability, and accessibility across all digital touchpoints.
• Collaborate with cross-functional teams to understand technical constraints and opportunities, ensuring design solutions are feasible and effectively implemented.
• Champion a strong user-centric design culture within the organization, providing constructive feedback on peer designs and advocating for best practices.

📝 Enhancement Note: The description emphasizes "solving complex design problems" and "creating best-in-class, usable and delightful design work," which are core tenets of a senior product designer role. The mention of "customer interviews, peer feedback and UX research insights" highlights the importance of a data-driven and collaborative approach to design. The responsibility to "contribute to our design system" indicates a need for a designer who can not only use but also help shape design standards.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's or Master's degree in Design, Human-Computer Interaction (HCI), Computer Science, or a related field is often preferred for this level of role. Equivalent practical experience will also be strongly considered. Experience: 4+ years of hands-on experience in Product Design, UX Design, or Design Strategy, with a proven track record of delivering successful digital products.

Required Skills:

• Product Design: Expertise in end-to-end product design, from ideation and wireframing to high-fidelity prototyping and visual design.
• User-Centered Design (UCD): Deep understanding and application of UCD principles, methodologies, and best practices to create user-centric solutions.
• Cross-Platform Design: Demonstrated experience designing for diverse digital platforms, including responsive web, iOS, and Android applications.
• Portfolio: A strong, compelling portfolio showcasing user-centered design thinking, problem-solving skills, and a range of design projects across different platforms and complexities.
• Agile Collaboration: Proven ability to work effectively within cross-functional, agile development teams, adapting to iterative processes and contributing to sprint planning and execution.
• Prototyping Tools: Proficiency with industry-standard design and prototyping tools such as Figma, Sketch, Adobe XD, InVision, or similar.
• AI Fluency: Understanding of AI concepts and their application in user experience design, particularly within a personalized platform context.

Preferred Skills:

• Healthcare Industry Exposure: Familiarity with the healthcare sector, its unique challenges, user needs, and regulatory considerations.
• Design Systems: Experience in creating, maintaining, or contributing to design systems for consistency and scalability.
• User Research: Experience conducting qualitative and quantitative user research, including usability testing, user interviews, and surveys.
• Interaction Design (IxD): Strong skills in defining user flows, interaction patterns, and information architecture.
• Visual Design: Excellent visual design skills, including typography, color theory, and layout principles.

📝 Enhancement Note: The requirement for "4+ years of hands-on experience" and a strong portfolio suggests a mid-to-senior level product designer. The emphasis on "cross-platform" design and "AI fluency" are key differentiators for this role, indicating a need for a designer comfortable with complex technological landscapes. Healthcare industry experience is listed as preferred, which is a valuable asset.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Case Studies: A curated selection of detailed case studies demonstrating your design process from problem identification to solution implementation, highlighting user research, ideation, iteration, and final outcomes.
• User-Centric Approach: Evidence of how user needs and feedback were integrated into the design process, showcasing empathy and a deep understanding of user behavior.
• Problem-Solving: Clear articulation of the design challenges faced, the strategic thinking applied, and the measurable impact of your design solutions.
• Cross-Platform Examples: Specific examples of designs for responsive web, iOS, and Android, illustrating your ability to create consistent yet platform-optimized experiences.
• Prototyping & Interaction: Demonstrations of interactive prototypes that effectively communicate user flows and interaction design principles.

Process Documentation:

• Showcase your ability to document design decisions, user flows, and interaction patterns clearly and concisely.
• Provide examples of how you have contributed to or utilized design systems, demonstrating an understanding of scalable design practices.
• Illustrate your experience in collaborative workflows, such as working with engineering on design handoffs and iterating based on technical feedback.

📝 Enhancement Note: For a Product Designer role, a portfolio is critical. The emphasis should be on demonstrating the process – how problems were identified, researched, designed for, tested, and iterated upon – rather than just presenting final UI screens. Highlighting user-centered design thinking and measurable outcomes is paramount.

💵 Compensation & Benefits

Salary Range: $118,200 - $147,800 CAD per year. This range is exclusive of bonus, equity, and benefits, reflecting base salary targets for this full-time position across all Canadian locations. The specific salary placement within this band will be determined by factors such as job-related skills, experience, and career progression.

Benefits:

• Comprehensive Health Benefits: Full medical, dental, and vision coverage to support employee well-being.
• Bonus Program: Performance-based bonuses to reward contributions and achievements.
• Employee Stock Option Program: Opportunity to become an owner and participate in the company's success.
• Unlimited Paid Time Off (PTO): Flexibility for employees to take the time they need to recharge, promoting a healthy work-life balance.
• Spending Accounts: Tax-advantaged accounts for healthcare and dependent care expenses.
• Wellness Days: Dedicated days throughout the year to prioritize mental and physical health.
• Growth Opportunities: Ample opportunities for professional development, skill enhancement, and career advancement within the organization.
• Mentorship Program: Access to guidance and support from experienced leaders to foster professional growth.
• Flexible Ways of Working: Options to work in a manner that enhances productivity and suits individual needs.

Working Hours: The standard working hours are assumed to be 40 hours per week, typical for a full-time role. The "Flexible Ways of Working" benefit suggests potential for flexibility in daily schedules, provided core responsibilities and team collaboration needs are met.

📝 Enhancement Note: The provided salary range is specific to Canada. The benefits package is robust, with particular emphasis on well-being (health benefits, wellness days, unlimited PTO) and long-term incentives (stock options). The "Flexible Ways of Working" is a key differentiator for attracting talent in today's market, especially for design roles.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology / HealthTech / SaaS. League operates within the rapidly evolving HealthTech sector, focusing on a consumer experience (CX) platform powered by AI. This industry demands innovation, adaptability, and a strong understanding of user needs in a sensitive domain. Company Size: League has grown significantly, having raised over $285 million in venture capital. While not explicitly stated, this funding level and the mention of reaching 63 million people globally suggest a medium to large-sized, fast-growing tech company. Founded: 2014. This indicates a company with established market presence and a history of innovation, moving beyond the startup phase into a growth and scaling phase.

Team Structure:

• The Product Design team likely operates within a larger Product or Engineering department. Designers collaborate closely with Product Managers (who define the 'what' and 'why') and Engineering teams (who build the product).
• Designers are expected to work collaboratively with other designers, contributing to a shared design system and providing peer feedback, suggesting a team-oriented approach.
• Cross-functional collaboration is a key element, with designers working across various feature sets and product areas.

Methodology:

• Agile Development: The company operates in agile environments, requiring designers to be comfortable with iterative development, sprint cycles, and continuous feedback loops.
• Data-Driven Design: The emphasis on "customer interviews, peer feedback and UX research insights" points to a data-driven approach to design, where decisions are validated by user behavior and feedback.
• AI Integration: League's platform is powered by AI, suggesting that design processes may involve understanding and integrating AI capabilities to enhance personalization and user experience.

Company Website: https://league.com/

📝 Enhancement Note: League's focus on AI and healthcare CX positions it at the intersection of cutting-edge technology and a critical industry. This implies a culture that values innovation, user empathy, and a data-informed approach to problem-solving. The company's significant venture funding suggests a dynamic, growth-oriented environment.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a mid-to-senior level Product Designer. It requires significant hands-on experience (4+ years) and the ability to independently solve complex design problems, contribute to design systems, and influence product direction. The designer is expected to be a key contributor within product teams. Reporting Structure: While not explicitly stated, a Product Designer typically reports into a Design Lead, Head of Product, or Director of Product Design. They work closely with Product Managers and Engineering Leads on a day-to-day basis. Operations Impact: Product Designers at League are instrumental in shaping the user experience of their AI-powered healthcare platform. Their work directly impacts user engagement, satisfaction, and the overall success of the product in the market. By creating intuitive and effective solutions, they contribute to League's mission of improving health outcomes and delivering personalized healthcare experiences.

Growth Opportunities:

• Skill Specialization: Opportunity to deepen expertise in areas like AI-driven UX, health tech design, or advanced prototyping techniques.
• Design Leadership: Potential to grow into a Senior Product Designer, Lead Product Designer, or Design Manager role, taking on more strategic responsibilities and mentoring junior designers.
• Cross-functional Exposure: Opportunities to work on diverse product initiatives and collaborate with various stakeholders, broadening understanding of the business.
• Mentorship Program: Access to guidance from experienced leaders can accelerate career development and provide strategic insights.
• Company Growth: As League scales, new opportunities for leadership and specialized roles are likely to emerge.

📝 Enhancement Note: The role offers a clear path for career progression within product design. The emphasis on AI and HealthTech provides opportunities to develop specialized skills highly valued in the current market. The company's growth trajectory suggests potential for advancement into leadership positions.

🌐 Work Environment

Office Type: League is a technology company that offers "Flexible Ways of Working." This typically implies a hybrid model or a fully remote option for eligible roles, supported by modern office spaces for those who prefer or are required to work on-site. Office Location(s): The primary listed location is Toronto, ON, Canada. The company may have additional offices, but the remote eligibility suggests a distributed workforce is supported.

Workspace Context:

• Collaborative: Designers are expected to work closely with Product Managers, Engineers, and other designers, indicating a collaborative and communicative work environment.
• Tech-Forward: As a HealthTech company leveraging AI, the workspace is likely equipped with modern technology, design tools, and collaboration software to support innovation.
• User-Focused: The core mission revolves around the user experience, suggesting a culture where user feedback and insights are actively sought and incorporated into daily work.

Work Schedule: While the core working hours are likely aligned with standard business days (e.g., 9 AM to 5 PM in Toronto's timezone), the "Flexible Ways of Working" benefit suggests that some flexibility in daily start and end times may be available, provided that team collaboration and project deadlines are met.

📝 Enhancement Note: The "Flexible Ways of Working" is a key aspect of the work environment, indicating a modern, trust-based culture that prioritizes results and employee well-being over strict adherence to traditional office hours or locations.

📄 Application & Portfolio Review Process

Interview Process:

• Application Review: Recruiters conduct an initial review of applications, looking for alignment with the required skills and experience.
• Recruiter Screen: A recruiter will reach out to discuss your goals and share details about the team-specific interview process. This is an opportunity to highlight your relevant experience and understand the role better.
• Portfolio Presentation/Review: Expect a session where you present your portfolio, discussing your design process, problem-solving approach, and the impact of your work. This is often a crucial step.
• Design Exercise/Challenge: You might be asked to complete a take-home design exercise or a live collaboration exercise to assess your design thinking, problem-solving skills, and ability to articulate your process.
• Team/Stakeholder Interviews: Interviews with Product Managers, Engineers, and potentially other designers to assess technical skills, collaboration style, and cultural fit.
• Final Stages: Typically involves interviews with senior leadership and potentially a final offer.

Portfolio Review Tips:

• Tell a Story: Structure your case studies to narrate the problem, your process, your contributions, and the outcomes. Focus on the "why" behind your design decisions.
• Highlight Process: Clearly demonstrate your user-centered design methodology, including research, ideation, wireframing, prototyping, testing, and iteration.
• Quantify Impact: Whenever possible, include metrics or data that show the positive impact of your designs (e.g., increased engagement, improved conversion rates, reduced user errors).
• Showcase Collaboration: Mention how you collaborated with product managers, engineers, and other stakeholders throughout the design process.
• Tailor to League: Understand League's mission, AI focus, and healthcare CX platform. Highlight projects that demonstrate relevant skills and thinking.
• Be Prepared for Questions: Anticipate questions about your design choices, challenges faced, and how you handle feedback.

Challenge Preparation:

• Understand the Brief: If given a design exercise, thoroughly read and understand the problem statement, constraints, and objectives.
• Structure Your Approach: Plan how you will tackle the challenge, outlining your steps (e.g., research, ideation, wireframing, UI).
• Focus on Process: Even if time is limited, demonstrate your thinking process. Explain your assumptions and how you would validate them.
• Communicate Clearly: Practice articulating your design decisions and rationale concisely and effectively.

📝 Enhancement Note: The interview process is designed to assess not only design skills but also the ability to collaborate, communicate, and think strategically within a product development context. A strong portfolio presentation is key to demonstrating these capabilities.

🛠 Tools & Technology Stack

Primary Tools:

• Design & Prototyping: Figma (highly likely given industry trends and collaborative features), Sketch, Adobe Creative Suite (Illustrator, Photoshop), InVision.
• User Research & Testing: UserTesting.com, Maze, Optimal Workshop, or similar platforms for usability testing and remote research.
• Collaboration & Project Management: Jira, Confluence, Asana, Trello, Slack, Miro (for whiteboarding and ideation).

Analytics & Reporting:

• While not a primary design tool, familiarity with analytics platforms like Google Analytics, Mixpanel, or Amplitude can be beneficial for understanding user behavior post-launch.
• Experience with data visualization tools for presenting research findings or performance metrics might be useful.

CRM & Automation:

• Not directly utilized by Product Designers, but awareness of CRM (e.g., Salesforce) and marketing automation platforms can provide context for how user data is managed and leveraged across the organization.

📝 Enhancement Note: Proficiency in modern design tools, particularly Figma, is almost a given for this role. Experience with collaboration tools is essential due to the cross-functional nature of the work. An understanding of how design impacts user data and performance metrics is increasingly valuable.

👥 Team Culture & Values

Operations Values:

• User Obsessed: A commitment to deeply understanding and serving the needs of users, driving design decisions based on user empathy and research.
• Collaborative: A strong emphasis on teamwork, open communication, and cross-functional partnership to achieve shared goals.
• Innovative: A drive to explore new technologies (like AI), creative solutions, and push the boundaries of what's possible in healthcare CX.
• Data-Driven: Using insights from user data, research, and feedback to inform design choices and measure impact.
• Efficient & Iterative: A focus on delivering value quickly through iterative design and development cycles, embracing feedback for continuous improvement.

Collaboration Style:

• Cross-Functional Integration: Designers are expected to be integrated members of product teams, working hand-in-hand with Product Managers and Engineers.
• Constructive Feedback: A culture of providing and receiving constructive feedback among designers to elevate the quality of work and foster learning.
• Shared Ownership: A sense of shared responsibility for the product's success, encouraging designers to think beyond just the UI and consider the broader user journey and business impact.

📝 Enhancement Note: The company culture likely values innovation, user focus, and teamwork. The "Flexible Ways of Working" benefit also suggests a culture of trust and autonomy.

⚡ Challenges & Growth Opportunities

Challenges:

• Translating AI Complexity: Designing intuitive user experiences for AI-powered features requires careful consideration of how to communicate AI capabilities, limitations, and outputs clearly to users.
• Healthcare Nuances: Navigating the complexities of the healthcare industry, including privacy regulations (like HIPAA), diverse user needs (patients, providers), and the sensitive nature of health data, presents unique design challenges.
• Balancing Innovation with Usability: Ensuring that cutting-edge features, especially those involving AI, remain accessible, understandable, and easy to use for a broad audience.
• Design System Evolution: Keeping a design system up-to-date and ensuring its consistent application across a growing product suite while accommodating new patterns and technologies.

Learning & Development Opportunities:

• AI in Design: Deepen understanding of how AI can be ethically and effectively integrated into UX design for personalized experiences.
• HealthTech Trends: Stay abreast of the latest innovations and best practices in the rapidly evolving HealthTech sector.
• Advanced Prototyping: Explore and master new prototyping techniques and tools to create more sophisticated and realistic user simulations.
• Mentorship: Benefit from guidance through the company's mentorship program to develop strategic thinking and career planning skills.

📝 Enhancement Note: The challenges are largely tied to the innovative nature of League's product (AI in healthcare) and the inherent complexities of the HealthTech industry. The growth opportunities are significant for designers looking to specialize in these high-demand areas.

💡 Interview Preparation

Strategy Questions:

• Design Process: "Walk me through a complex product you designed. What was the problem, your approach, your role, and the outcome?" (Be prepared to showcase your portfolio case studies).
• User-Centricity: "How do you ensure your designs are user-centered, especially when dealing with complex technologies like AI?" (Discuss your research methods, empathy techniques, and how you incorporate user feedback).
• Collaboration: "Describe a time you had a disagreement with a Product Manager or Engineer regarding a design decision. How did you handle it?" (Focus on communication, compromise, and data-driven arguments).
• Design Systems: "What is your experience with design systems? How do you contribute to or leverage them?" (Be ready to discuss principles of consistency, scalability, and modularity).
• Healthcare Context: "What interests you about designing for the healthcare industry, and what unique considerations do you think are important for healthtech UX?" (Showcase research into the industry and thoughtful consideration of user needs).

Company & Culture Questions:

• "What do you know about League and our platform? What excites you about working here?" (Research the company's mission, products, recent news, and values).
• "How do you approach continuous learning and staying updated with design trends and technologies?" (Highlight your proactive approach to professional development).
• "How do you handle ambiguity or rapidly changing requirements in a fast-paced environment?" (Emphasize adaptability, communication, and problem-solving skills).

Portfolio Presentation Strategy:

• Structure: Begin with a brief overview of your portfolio and the types of projects included. Then, dive into 2-3 detailed case studies.
• Narrative: For each case study, clearly articulate the problem statement, your role and responsibilities, the design process (research, ideation, iteration), key design decisions, challenges, and the final outcome/impact.
• Visuals: Use high-quality visuals, mockups, and prototypes. Explain your design choices and how they address the user needs and business goals.
• Interaction: Be prepared to discuss specific interactions and user flows. If possible, have interactive prototypes ready to demo.
• Conciseness: Be mindful of time. Practice your presentation to ensure it fits within the allocated slot, focusing on the most impactful aspects of your work.

📝 Enhancement Note: Preparing specific examples and structuring your portfolio presentation to highlight your process and impact will be critical for success. Understanding League's specific domain (AI, HealthTech CX) and articulating your interest and relevant experience will be key.

📌 Application Steps

To apply for this Product Designer position:

• Submit your application through the provided Greenhouse link.
• Portfolio Tailoring: Ensure your portfolio prominently features case studies that demonstrate your user-centered design process, cross-platform experience, and problem-solving skills, ideally with examples relevant to complex platforms or AI integration.
• Resume Optimization: Update your resume to clearly highlight your 4+ years of experience, proficiency in key design tools (Figma, Sketch, etc.), and experience in agile environments. Quantify achievements where possible.
• Interview Preparation: Practice articulating your design process and key project outcomes. Prepare to present your portfolio confidently, focusing on the "why" behind your design decisions and their impact.
• Company Research: Familiarize yourself with League's platform, mission, AI focus, and recent news to effectively articulate your interest and align with their values during the interview process.

⚠️ 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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