Senior Product Designer

📍 Job Overview

Job Title: Senior Product Designer

Company: Legend

Location: Ontario, Canada

Job Type: Full-time

Category: Product Design / UX/UI

Date Posted: July 27, 2026

Experience Level: Senior (8+ years)

Remote Status: Hybrid

🚀 Role Summary

• Drive end-to-end product design for key areas of the Covers digital experience, focusing on web and mobile platforms.

• Craft intuitive and clean user interfaces for complex, data-rich sports betting products, simplifying intricate information for millions of users.

• Leverage user research and customer insights to inform product strategy and decision-making, ensuring user-centric design solutions.

• Collaborate closely with Product Managers, Engineers, and UX Researchers throughout the entire product development lifecycle, from discovery to delivery.

• Act as a design leader within the team, mentoring junior designers and contributing to the evolution of product design practices and design systems as the company scales.

📝 Enhancement Note: While the title is "Senior Product Designer," the responsibilities and experience requirements (8+ years, mentoring, influencing design practice) indicate a role with significant influence and potential for leadership within the design function, aligning with senior-level expectations. The focus on sports betting and data-rich interfaces suggests a specialized design challenge requiring strong information architecture and UX simplification skills.

📈 Primary Responsibilities

• Take ownership of the complete product design lifecycle for critical features and sections within the Covers web and mobile applications.

• Design sophisticated yet user-friendly interfaces that effectively present complex sports betting data, odds, and insights, empowering users to make informed decisions.

• Conduct user research, including interviews, surveys, and usability testing, to gather insights and validate design concepts.

• Partner effectively with Product Managers to define product strategy and roadmap, ensuring design alignment with business objectives.

• Collaborate with Engineers to ensure seamless implementation of designs, providing detailed specifications and support throughout the development sprints.

• Contribute to the advancement and maintenance of the company's design system, ensuring consistency and scalability across all products.

• Mentor and provide guidance to other product designers, fostering a culture of design excellence and continuous improvement.

• Play a pivotal role in shaping the user experience of high-traffic areas within the Covers platform, contributing to a period of significant investment and growth in the Sports Pillar.

📝 Enhancement Note: The responsibilities emphasize end-to-end ownership and a significant impact on a core product. The mention of "simplifying complex betting information" and "data-rich betting products" highlights a specific challenge within the sports betting domain that requires advanced UX and information design skills. The expectation to mentor and evolve design practices points to a senior individual contributor role with leadership potential.

🎓 Skills & Qualifications

Education: Bachelor's degree in Design, Human-Computer Interaction, or a related field, or equivalent practical experience.

Experience: 8+ years of progressive experience in Product Design, with a proven track record of shipping successful digital products.

Required Skills:

• Comprehensive expertise across the full product design process: discovery, user research, ideation, wireframing, prototyping, high-fidelity UI design, and successful delivery.

• Strong UX and UI craft, demonstrated through a robust portfolio showcasing experience with complex, information-rich digital products.

• Proficiency in simplifying intricate workflows and data into intuitive and user-friendly experiences.

• Proven ability to make data-informed and research-backed product decisions.

• Excellent communication and collaboration skills, with the ability to articulate design rationale and navigate trade-offs effectively with cross-functional partners (Product Managers, Engineers, Researchers).

• Expert-level proficiency with Figma and modern product design tools and methodologies.

• Experience in designing for both web and mobile platforms. Preferred Skills:

• Direct experience within the sports betting, gaming, or sports media industries.

• A genuine passion for and understanding of the sports betting landscape.

• Experience in evolving and contributing to design systems.

• Familiarity with agile development methodologies and working within product squads.

📝 Enhancement Note: The requirement for 8+ years of experience and the emphasis on mentoring and evolving design practices suggest a role that goes beyond typical senior designer duties, potentially including informal team leadership or specialized expertise. The "nice-to-have" for sports betting experience is a strong indicator of the domain's importance for this role's success.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A strong portfolio showcasing 3-5 shipped digital products that demonstrate end-to-end product design ownership.

• Case studies must clearly articulate your role, the problem space, your design process, key decisions, and the resulting impact (metrics or qualitative outcomes).

• Demonstrate expertise in simplifying complex data and workflows into intuitive user experiences.

• Include examples of designing for both web and mobile applications, ideally showcasing responsive design principles.

• Showcase your proficiency with Figma and other relevant design and prototyping tools. Process Documentation:

• Portfolios should highlight a structured approach to the design process, from initial discovery and user research through to detailed UI design and delivery.

• Evidence of user research methodologies employed (e.g., user interviews, usability testing, surveys) and how insights informed design decisions.

• Examples of how you collaborated with Product Managers, Engineers, and Researchers, illustrating cross-functional partnership.

• Documentation of contributions to or creation of design systems, including examples of component usage and design rationale.

📝 Enhancement Note: Given the senior nature of the role and the emphasis on complex data simplification, the portfolio review will likely focus heavily on the candidate's process for tackling ambiguity, their research-backed decision-making, and their ability to deliver elegant solutions for information-dense products. Demonstrating impact with quantifiable results will be crucial.

💵 Compensation & Benefits

Salary Range:

Given the Senior Product Designer title, 8+ years of experience, and location in Ontario, Canada, a competitive salary range can be estimated. For a Senior Product Designer in Ontario, Canada, with this level of experience, the typical salary range would fall between CAD $110,000 to $160,000 annually, depending on specific skills, experience, and the exact location within Ontario. This estimate is based on industry benchmarks for senior design roles in major Canadian tech hubs, considering cost of living and market demand.

Benefits:

• Annual discretionary bonus to acknowledge and reward contributions.

• Generous paid annual leave allowance.

• Additional paid time off during the festive season (offices closed between Christmas and New Year's).

• Opportunities for engaging professional development and learning.

• Tailored flexibility to support work-life balance.

• Exciting global Legend events for team building and strategic alignment.

• Access to comprehensive global benefits and perks, with country-specific details available upon inquiry.

Working Hours: 40 hours per week, with a focus on tailored flexibility to support work-life balance.

📝 Enhancement Note: The salary range is an estimate based on typical market rates for a Senior Product Designer in Ontario, Canada, with 8+ years of experience. The actual compensation may vary based on the candidate's specific qualifications, interview performance, and the company's internal compensation structure. The benefits listed are directly sourced from the provided job description and tailored for clarity.

🎯 Team & Company Context

🏢 Company Culture

Industry: Digital Media, Sports Betting, Gaming, Sports & Recreation. Legend is a leading Sports and Gaming marketing company, with Covers being a prominent digital media entity within the sports betting sector.

Company Size: 600+ employees globally across 22+ countries. This size indicates a well-established company with significant resources and a global reach, offering opportunities for diverse project involvement and cross-cultural collaboration.

Founded: Legend has over 20 years of proven success, indicating a mature and stable organization with a deep understanding of the sports and gaming market.

Team Structure:

• The Senior Product Designer will join one of the product squads within the Sports Pillar at Covers.

• These squads are typically cross-functional, comprising Product Managers, Engineers, Researchers, and Designers.

• The reporting structure will likely involve reporting to a Head of Design or a Design Lead, with direct collaboration across Product and Engineering leadership within the Sports Pillar.

• Collaboration is expected to be dynamic and iterative, driven by agile methodologies and a focus on rapid learning and delivery. Methodology:

• Data-driven decision-making is a core tenet, with emphasis on leveraging customer insights and analytics to shape product direction.

• Agile and iterative product development methodologies are employed to ensure speed, flexibility, and continuous improvement.

• A strong focus on user-centric design, ensuring that user needs and behaviors are at the forefront of product development.

• Emphasis on collaborative workflows, encouraging open communication and shared ownership among cross-functional teams.

Company Website: chooselegend.com

📝 Enhancement Note: The company culture is described as ambitious, fast-paced, and focused on growth, with a strong emphasis on team strength and a belief in individual development. The global presence and diverse team composition suggest an inclusive and dynamic work environment. The "Sports Pillar" context implies a specialized focus within the larger organization, offering deep dives into a specific market segment.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a Senior Product Designer, indicating a level of expertise and autonomy beyond entry-level or mid-level positions. It involves end-to-end ownership of design problems, strategic input, and the ability to mentor others.

Reporting Structure: The Senior Product Designer will report into the design leadership within the Sports Pillar, likely a Head of Design or Design Manager. They will work in close partnership with Product Managers and Engineers within their assigned product squad.

Operations Impact: The role has a direct and significant impact on the user experience of Covers, a critical product in the sports betting industry. The designer's work will influence how millions of users interact with complex betting information, directly affecting user engagement, decision-making, and ultimately, business outcomes. Contributions to design systems and practices also have a broader, scalable impact.

Growth Opportunities:

• Design Leadership: Potential to grow into a Lead Product Designer or Design Manager role, taking on more strategic oversight and team management responsibilities.

• Specialization: Deepen expertise within the sports betting and gaming industry, becoming a subject matter expert in this niche.

• Cross-functional Advancement: Develop strong product strategy skills and potentially transition into Product Management roles, leveraging design expertise.

• Skill Development: Continuous learning opportunities through challenging projects, mentorship, and access to professional development resources, allowing for skill enhancement in areas like advanced UX research, design strategy, and system thinking.

📝 Enhancement Note: The emphasis on mentoring and evolving design practices suggests a clear path for growth into leadership or specialized expert roles. The company's investment in growth and development indicates a supportive environment for career advancement.

🌐 Work Environment

Office Type: The job is listed as "Hybrid," indicating a blend of remote and in-office work. This suggests that while flexibility is provided, there will be an expectation for in-person collaboration and presence at a designated office location within Ontario, Canada.

Office Location(s): The primary location is specified as Ontario, Canada. Specific office address details would typically be provided during the application process or by the hiring manager.

Workspace Context:

• The hybrid model supports a balanced approach to work, allowing for focused individual work remotely and collaborative sessions in the office.

• The office environment is likely designed to foster collaboration, with meeting spaces, brainstorming areas, and opportunities for informal interaction with colleagues.

• As part of a global company, designers will have access to modern design tools and technologies, including Figma, and will work within a structured product development environment.

• Opportunities for interaction with a diverse, global team of designers, product managers, and engineers will be available, facilitating knowledge sharing and cross-pollination of ideas.

Work Schedule: Standard full-time working hours (approximately 40 hours/week) are expected, with flexibility offered to support work-life balance. Specific in-office days for the hybrid arrangement would be determined by team needs and company policy.

📝 Enhancement Note: The hybrid work environment suggests a balance between autonomy and collaboration. The expectation for in-office days is likely tied to team-building, intensive brainstorming sessions, and key stakeholder meetings, which are crucial for senior-level design roles.

📄 Application & Portfolio Review Process

Interview Process:

• 1st Stage: Talent Screening (30 min): An initial call with the Talent team to assess overall fit, motivation, and basic qualifications. Be prepared to briefly discuss your career trajectory and interest in Legend/Covers.

• 2nd Stage: Head of Design Interview (Portfolio Deep Dive): This is a critical stage where you'll present your portfolio. Focus on 2-3 of your strongest projects that best showcase end-to-end design, complex problem-solving, and impact. Be ready to discuss your design process, rationale, and how you handled challenges.

• 3rd Stage: Designer & UX Researcher Interview: This interview will likely focus on your practical design skills, collaboration style, and how you approach specific design challenges. Expect discussions on UX principles and research integration.

• Final Stage: Pillar Leadership Conversation: A final discussion with leadership within the Sports Pillar to assess strategic alignment, cultural fit, and your potential contribution to their key initiatives.

Portfolio Review Tips:

• Curate Strategically: Select projects that directly align with the requirements, especially those involving complex data, web/mobile design, and simplifying information.

• Tell a Story: For each case study, clearly articulate the problem, your role and process, the key decisions you made (and why), and the measurable outcomes or impact. Use visuals effectively.

• Showcase Figma Mastery: Highlight your proficiency in Figma, including how you leverage its features for collaboration, prototyping, and design system integration.

• Demonstrate Impact: Quantify your achievements whenever possible (e.g., increased conversion rates, improved user satisfaction scores, reduced task completion times). If quantitative data isn't available, articulate qualitative improvements and user feedback.

• Prepare for Questions: Anticipate questions about your design decisions, how you handle disagreements, your approach to mentorship, and your understanding of the sports betting domain.

Challenge Preparation:

• While not explicitly mentioned, be prepared for potential design exercises or hypothetical problem-solving scenarios during the interview process, especially in the 3rd stage.

• Practice articulating your thought process clearly and concisely, focusing on user-centered solutions and business impact.

• Be ready to discuss your understanding of the sports betting market and how design can enhance user experience within this competitive landscape.

📝 Enhancement Note: The interview process is structured to progressively assess different aspects of the candidate's profile. The portfolio deep-dive with the Head of Design is the most crucial part, requiring a well-prepared and targeted presentation of relevant work. The emphasis on "simplifying complex betting information" suggests that case studies demonstrating this specific skill will be highly valued.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Expert-level proficiency is a mandatory requirement. This will be the primary tool for UI design, prototyping, and collaboration.

• Prototyping Tools: While Figma covers much of this, familiarity with advanced prototyping features or other related tools may be beneficial.

Analytics & Reporting:

• User Analytics Platforms: Experience with tools like Google Analytics, Amplitude, Mixpanel, or similar platforms to track user behavior, understand product performance, and inform design decisions.

• Data Visualization Tools: Familiarity with tools or methods for visualizing data to support design rationale and communicate insights to stakeholders.

CRM & Automation:

• While not directly a designer's tool, an understanding of how CRM systems and marketing automation platforms integrate with user-facing products can be beneficial for context.

📝 Enhancement Note: The explicit requirement for expert Figma skills is a key technical differentiator for this role. Proficiency in analytics platforms is crucial for a data-informed design approach, which is highly valued in senior roles.

👥 Team Culture & Values

Operations Values:

• Team Strength & Culture: Legend emphasizes the strength of its team and culture as a driver of success. Designers are expected to be collaborative, ambitious, and supportive colleagues.

• Growth Mindset: "Growth isn't a perk, it's the standard." This highlights a company commitment to continuous learning, skill development, and career progression for its employees.

• Winning Together: A focus on collaboration and shared success. Designers will work closely with cross-functional teams to achieve common goals.

• Data-Driven Decisions: A strong emphasis on using data and customer insights to guide product development and design choices.

• Player Experience: A core focus on creating exceptional experiences for users, particularly within the sports and gaming domain.

Collaboration Style:

• Cross-functional Partnership: Designers work hand-in-hand with Product Managers, Engineers, and Researchers in agile product squads. This involves regular communication, feedback loops, and shared ownership of outcomes.

• Iterative Design: A culture that embraces iteration and continuous improvement, encouraging designers to test, learn, and refine their work based on user feedback and performance data.

• Mentorship and Knowledge Sharing: Senior designers are expected to mentor others, and there's an implicit value placed on sharing knowledge and best practices across the design team.

📝 Enhancement Note: The values are geared towards a high-performing, collaborative, and growth-oriented environment. For a designer, this means being proactive, data-curious, and a strong team player who is comfortable with iterative development and continuous learning.

⚡ Challenges & Growth Opportunities

Challenges:

• Simplifying Complexity: The primary challenge will be distilling complex sports betting data and workflows into intuitive, user-friendly experiences for a broad audience.

• Balancing User Needs and Business Goals: Effectively translating user insights and business objectives into cohesive and impactful design solutions.

• Scaling Design Practices: Contributing to the evolution and scaling of design systems and processes as the company grows.

• Cross-functional Alignment: Navigating diverse stakeholder perspectives and ensuring design alignment across product, engineering, and research.

Learning & Development Opportunities:

• Advanced Design Skills: Opportunities to hone expertise in UX research, information architecture, and designing for complex data environments.

• Industry Specialization: Deepen knowledge and experience within the dynamic sports betting and gaming industry.

• Leadership Development: Potential to take on mentorship roles, lead design initiatives, and grow into formal leadership positions.

• Exposure to Growth Initiatives: Work on high-impact products during periods of significant investment and growth, offering exposure to strategic product development.

📝 Enhancement Note: The challenges are inherent to the nature of the product and industry, offering significant opportunities for a designer to develop specialized skills and strategic thinking. The company's stated commitment to growth ensures ample avenues for professional development.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you simplified a highly complex or data-rich experience. What was your process, and what was the outcome?" (Focus on your methodology, research, and impact.)

• "How do you approach balancing user needs with business objectives in your design process?" (Highlight your ability to understand both perspectives and find optimal solutions.)

• "Walk us through your process for evolving or contributing to a design system. What are the key considerations?" (Demonstrate your understanding of system thinking and scalability.)

• "How do you collaborate with Product Managers and Engineers? Describe a situation where you had to navigate trade-offs." (Showcase your communication and negotiation skills.) Company & Culture Questions:

• "What interests you about the sports betting industry and Covers specifically?" (Research the company and industry trends.)

• "How do you see yourself contributing to our design culture and mentoring other designers?" (Reflect on your senior experience and leadership potential.)

• "How do you stay updated on design trends and best practices, especially in fast-paced industries?" (Demonstrate your commitment to continuous learning.) Portfolio Presentation Strategy:

• Structure is Key: For each case study, follow a clear narrative: Problem -> Your Role & Process -> Solution -> Impact.

• Focus on "Why": Clearly articulate the rationale behind your design decisions, referencing user research, data, or business goals.

• Quantify Impact: Wherever possible, present measurable results. If not, articulate qualitative improvements and user feedback that validate your solution.

• Showcase Figma Expertise: Be prepared to discuss your Figma workflow, how you manage complex files, and your experience with design systems within Figma.

• Be Concise and Engaging: Respect the time allotted. Practice your presentation to ensure it flows well and keeps the interviewer engaged.

📝 Enhancement Note: Preparation should heavily focus on demonstrating the ability to handle complexity and data, as this is a core requirement. The interview will assess not only design craft but also strategic thinking, collaboration, and leadership potential.

📌 Application Steps

To apply for this Senior Product Designer position:

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

• Portfolio Customization: Curate your portfolio to prominently feature 2-3 case studies that best exemplify your experience with complex data, web/mobile design, and user-centric problem-solving. Ensure these projects clearly showcase your end-to-end design process and impact.

• Resume Optimization: Tailor your resume to highlight your 8+ years of experience, specific accomplishments in product design, proficiency with Figma, and any relevant experience in sports betting, gaming, or media. Use keywords from the job description.

• Interview Preparation: Practice articulating your design process, decision-making rationale, and project outcomes. Prepare specific examples for questions about collaboration, mentorship, and handling complex design challenges. Rehearse your portfolio presentation to be clear, concise, and impactful.

• Company Research: Thoroughly research Legend, Covers, and the sports betting industry. Understand their mission, target audience, and competitive landscape. This will enable you to ask informed questions and demonstrate genuine interest.

⚠️ 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.