Lead Product Designer (B2B Sponsorship Platform)

📍 Job Overview

Job Title: Lead Product Designer (B2B Sponsorship Platform)

Company: Two Circles

Location: Vancouver, British Columbia, Canada

Job Type: Full-Time

Category: Product Design / UX Design

Date Posted: March 02, 2026

Experience Level: 5-10 Years

Remote Status: On-site

🚀 Role Summary

• Lead the end-to-end product design for Two Circles' Partnership Intelligence platform, a B2B SaaS solution for sports and entertainment rights-holders.

• Drive the modernization and simplification of complex, data- and workflow-heavy tools, enhancing user experience for commercial, activation, and finance teams.

• Evolve and maintain a robust design system to ensure cross-product coherence, reusability, and increased development velocity.

• Collaborate closely with Product Management and Engineering to define product strategy, roadmap decisions, and champion design quality across multiple squads.

📝 Enhancement Note: This role is positioned as a senior individual contributor with leadership responsibilities, focusing on strategic design direction and execution for a complex B2B SaaS platform. The emphasis on "data- and workflow-heavy tools" and "expert users" indicates a need for a designer adept at handling intricate information architecture and user flows, rather than purely consumer-facing applications.

📈 Primary Responsibilities

• Product Design Leadership:

  • Lead design initiatives across multiple Partnership Intelligence platform domains, ensuring a unified and high-quality user experience.
  • Shape the end-to-end experience for commercial, activation, finance, and partnership teams, translating complex business needs into intuitive interfaces.
  • Define UX direction, actively participate in roadmap planning, and champion design excellence across the entire product suite.
  • Evolve and maintain the company's design system, focusing on increasing coherence, component reusability, and accelerating development velocity.
  • Drive consistency in user experiences that span multiple platform modules and diverse user groups.

• Design Execution & Craft:

  • Translate intricate data, complex workflows, and system logic into simple, elegant, and frictionless user interfaces.
  • Own and execute interaction design, user flows, and micro-interactions with a strong emphasis on polish and detail.
  • Elevate the standard of visual design, ensuring clarity, effective hierarchy, and overall high craft in all design outputs.
  • Contribute significantly to the design system by creating new patterns, components, and guidelines.
  • Solve complex system design challenges, including information architecture, modularity, and scalability.

• Research & Problem Solving:

  • Develop a deep understanding of user needs, behaviors, and motivations across various roles and geographical regions.
  • Proactively identify new problem spaces, areas of friction or inefficiency, and opportunities for innovation within the platform.
  • Partner with Product Managers, Engineers, and Data teams to validate design concepts and prioritize development efforts based on user insights and business value.
  • Utilize data and user evidence to reframe challenges and influence strategic product direction.

• Prototyping & Testing:

  • Create prototypes across various fidelity levels to explore, communicate, and validate design ideas effectively.
  • Conduct user testing sessions to gather feedback and iterate rapidly on design solutions.
  • Collaborate closely with Engineering to assess technical feasibility and understand system constraints.

• Cross-Team Collaboration:

  • Work closely with Product Managers to define requirements, user stories, and detailed user journeys.
  • Engage with Engineering teams early in the design process to ensure seamless and efficient implementation of designs.
  • Produce clear design documentation, specifications, and support materials for delivery teams throughout the development lifecycle.
  • Align design patterns and user experiences across different squads to eliminate fragmentation and ensure a cohesive product.

• DesignOps & Ways of Working:

  • Enhance the processes by which design plans, communicates, and collaborates with the wider product and engineering organization.

  • Implement design rituals, documentation standards, and best practices to improve quality and efficiency.

  • Contribute to the development of a more mature, scalable, and effective design practice within the company.

  • Mentor and potentially line-manage other designers, fostering high performance and professional development within the design team.

📝 Enhancement Note: The responsibilities highlight a senior role requiring leadership in design strategy and execution. The emphasis on "design system evolution," "complex systems," and "DesignOps" suggests a need for a candidate who can not only design but also contribute to the operational efficiency and scalability of the design practice itself. The mention of "mentoring and/or line managing" indicates potential for team leadership growth.

🎓 Skills & Qualifications

Education: While not explicitly stated, a Bachelor's degree in Design (e.g., Graphic Design, Interaction Design, HCI) or a related field is typically expected for a Lead Product Designer role, or equivalent practical experience.

Experience: 5–8+ years of dedicated product design experience, with a significant focus on B2B SaaS products and/or data-heavy applications.

Required Skills:

• Product Design Leadership: Proven ability to lead design initiatives, define UX strategy, and influence product roadmaps.

• B2B SaaS Design: Deep experience designing for complex business applications, understanding enterprise user needs and workflows.

• Data-Heavy Product Design: Expertise in translating complex data sets and analytics into clear, actionable user interfaces.

• System Design: Strong understanding of information architecture, modular design principles, and component-based thinking for scalable systems.

• Interaction Design: Mastery of designing multi-step workflows, intricate states, and dynamic, data-driven interfaces with a high degree of polish.

• Visual Design Craft: A strong portfolio showcasing excellent visual design skills, hierarchy, typography, and overall aesthetic quality.

• Design Systems: Experience contributing to or evolving design systems, including pattern creation and component definition.

• Prototyping: Proficiency in creating prototypes across various fidelity levels (low to high) using industry-standard tools.

• User Research: Ability to conduct and leverage user research to deeply understand user needs and validate design decisions.

• Cross-Functional Collaboration: Demonstrated success working effectively with Product Managers, Engineers, and Data Analysts.

• Communication & Influence: Excellent verbal and written communication skills, with the ability to articulate design rationale and influence senior stakeholders.

• Autonomy: Proven track record of operating independently and leading design efforts across multiple product teams or squads.

Preferred Skills:

• Sports/Entertainment Industry Experience: Prior experience within the sports, entertainment, or media sectors, particularly with rights-holders.

• Multi-Region/Timezone Experience: Familiarity with designing for global products and collaborating with distributed, multi-timezone teams.

• DesignOps Experience: Direct involvement in shaping or improving design operations, processes, and team efficiency.

• Mentorship/Management: Experience mentoring junior designers or leading small design teams.

• Social/Digital Media/Streaming: Familiarity with digital media, streaming platforms, or related technologies.

• Computer Vision/Content Contextualization: Experience with technologies related to content analysis and understanding.

📝 Enhancement Note: The experience requirement is clearly defined, emphasizing B2B SaaS and data-heavy products. The required skills are a direct distillation of the responsibilities and qualifications mentioned in the job description, with a strong emphasis on systemic thinking, interaction design, and leadership. Preferred skills indicate areas that would make a candidate stand out, particularly domain-specific experience.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Complex System Design Case Studies: Showcase projects where you designed intricate, scalable B2B SaaS platforms or data-intensive applications.

• Workflow Simplification Examples: Demonstrate how you've translated complex, multi-step workflows into intuitive and efficient user experiences.

• Design System Contributions: Highlight instances where you've contributed to or led the evolution of a design system, including pattern creation and component design.

• Data Visualization & Interaction: Present examples of how you've designed interfaces to effectively display and interact with complex data sets.

• User Research Integration: Illustrate how user research informed your design decisions and led to measurable improvements in user satisfaction or efficiency.

• Cross-Functional Collaboration Evidence: Provide examples of successful collaborations with Product Managers and Engineers, showcasing how you navigated technical constraints and business requirements.

Process Documentation:

• For each case study, clearly articulate the design process followed, from initial problem definition and research to ideation, prototyping, testing, and final implementation.

• Detail the specific design methodologies and tools used.

• Explain how you collaborated with stakeholders and managed feedback loops.

• Quantify the impact of your design solutions using relevant metrics (e.g., increased adoption, reduced error rates, improved efficiency, time-to-value).

📝 Enhancement Note: While a specific "portfolio" section isn't in the raw input, the role's demands strongly imply a portfolio is crucial. This section infers the types of projects and skills a strong portfolio should demonstrate for this specific B2B SaaS, data-heavy, and system-focused role. The emphasis is on demonstrating process, impact, and systemic thinking.

💵 Compensation & Benefits

Salary Range: For a Lead Product Designer role with 5-8+ years of experience in Vancouver, BC, Canada, the estimated salary range is CAD $120,000 - $170,000 per year. This estimate is based on industry benchmarks for senior design roles in major Canadian tech hubs, considering the B2B SaaS specialization and leadership responsibilities.

Benefits: While specific benefits are not listed, typical offerings for a company like Two Circles in the tech sector often include:

• Comprehensive health, dental, and vision insurance plans.

• Extended health benefits and potential wellness programs.

• Generous paid time off (vacation days, personal days, paid holidays).

• Retirement savings plans (e.g., RRSP matching).

• Professional development opportunities, including training, conferences, and certifications.

• Potential for stock options or performance-based bonuses.

• Relocation assistance if applicable.

• Flexible working arrangements (though this role is specified as on-site).

Working Hours: The standard working hours are estimated at 40 hours per week, typical for a full-time role. While the role is on-site, there might be flexibility in daily start and end times, subject to team and business needs.

📝 Enhancement Note: Salary is an estimate based on role, experience, and location (Vancouver, BC, Canada). Benefits are inferred based on standard practices for full-time tech roles in Canada. The "on-site" status implies a more traditional work schedule, but some flexibility may exist.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology, specifically focused on Sports and Entertainment, with a core offering in data management, fan engagement, and commercial partnership intelligence. Two Circles operates at the intersection of sports analytics, CRM, and B2B SaaS.

Company Size: Two Circles is a growing international company with 14 offices globally and over 950 clients. While a precise employee count isn't provided, this scale suggests a dynamic, fast-paced environment with established processes but also room for innovation and individual impact.

Founded: Founded in 2015, Two Circles is a relatively young but rapidly expanding company, indicating a culture that is likely ambitious, forward-thinking, and focused on growth and market leadership.

Team Structure:

• The Lead Product Designer will work within a product organization that includes Product Managers, Engineers, Data Scientists, and potentially other designers.

• This role involves leading design across "multiple squads," suggesting a matrixed or agile team structure where designers are embedded within or closely aligned with specific feature teams.

Methodology:

• Data-Driven Insights: The company's core business revolves around managing and leveraging fan data, implying a strong emphasis on data analysis and evidence-based decision-making across all functions, including design.

• Agile Development: The mention of "squads" and working closely with Engineering points towards an agile or iterative product development methodology.

• User-Centric Design: The focus on understanding user needs, behaviors, and motivations, and translating complex problems into simple solutions, highlights a user-centric approach to product development.

• Design System Approach: The emphasis on evolving a design system points to a structured approach to design consistency, efficiency, and scalability.

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

📝 Enhancement Note: The company's industry and focus on data management for sports and entertainment are crucial context. The size and age suggest a company that has moved beyond startup chaos but retains an ambitious growth mindset. The "squads" structure and emphasis on data inform the likely collaborative and analytical culture.

📈 Career & Growth Analysis

Operations Career Level: This role is at a Lead level within the Product Design discipline. It signifies a senior individual contributor with significant experience and the capacity to lead design efforts across multiple product areas. This level typically involves strategic thinking, mentorship, and a high degree of autonomy, bridging individual contribution with team influence.

Reporting Structure: The Lead Product Designer will likely report to a Head of Design, Director of Product Design, or a senior Product leader. They will work closely with Product Managers and Engineering Leads within their respective squads, and may have direct reports or be responsible for mentoring other designers.

Operations Impact: The Lead Product Designer's work directly impacts the usability, efficiency, and adoption of the Partnership Intelligence platform. By simplifying complex workflows and improving user experience, they enable clients (sports and entertainment organizations) to better manage, value, and activate their commercial partnerships. This directly contributes to client retention, satisfaction, and the overall value proposition of Two Circles' B2B SaaS offering, indirectly driving revenue growth.

Growth Opportunities:

• Design Leadership: Potential to grow into a Design Manager or Director role, overseeing larger teams and strategic design initiatives.

• Product Strategy Influence: Deeper involvement in product strategy, roadmap prioritization, and business-level decision-making.

• Design System Ownership: Opportunity to become the primary owner or lead for the company's design system, driving its strategic development and adoption.

• Domain Expertise: Deepen expertise in the sports and entertainment industry and the intricacies of B2B partnership management.

• Cross-Functional Skill Development: Further hone skills in collaborating with Product and Engineering, understanding business metrics, and contributing to Go-To-Market (GTM) strategies.

• Mentorship & Coaching: Develop leadership and coaching skills by mentoring junior designers and shaping the design culture.

📝 Enhancement Note: This role is a clear step towards design leadership, offering significant impact and growth potential within a specialized B2B SaaS environment. The "operations" aspect here refers to the operational efficiency and effectiveness of the design process and its output, contributing to the overall operational success of the product.

🌐 Work Environment

Office Type: The role is specified as "On-site," indicating a physical office presence is required. This suggests a traditional office environment that facilitates in-person collaboration, team-building, and spontaneous interactions.

Office Location(s): The role is based in Vancouver, British Columbia, Canada. Two Circles has a global presence, but this specific position is tied to their Vancouver office. The office environment likely supports a collaborative culture, with meeting rooms, common areas, and dedicated workspaces.

Workspace Context:

• Collaborative Spaces: The office environment is expected to facilitate close collaboration with Product Managers, Engineers, and fellow designers, essential for iterative design processes.

• Tools & Technology: Access to standard design software (e.g., Figma, Sketch), prototyping tools, and digital collaboration platforms will be provided.

• Team Interaction: Regular team meetings, design critiques, and cross-functional syncs are integral to the workflow, fostering a connected team environment despite the on-site requirement.

Work Schedule: The role operates on a standard work schedule, likely Monday to Friday, with an estimated 40 hours per week. While on-site, there may be some flexibility in daily start/end times, but the expectation is consistent presence in the office to support team collaboration and project delivery.

📝 Enhancement Note: The "on-site" requirement is key here, implying a preference for in-person collaboration and team cohesion, which is often beneficial for complex design projects requiring frequent communication and whiteboarding.

📄 Application & Portfolio Review Process

Interview Process:

1. Application Screening: Initial review of resumes and portfolios to assess experience, skills, and alignment with the role's requirements.

2. Hiring Manager / Recruiter Call: An introductory conversation to discuss the role, company, your background, and initial fit.

3. Design Portfolio Review & Presentation: A dedicated session where you present selected case studies from your portfolio. This will involve discussing your design process, problem-solving approach, collaboration, and the impact of your work. Be prepared to articulate your rationale for design decisions.

4. Design Challenge / Whiteboarding Session: A practical exercise, potentially involving a problem-solving scenario or a design critique, to assess your design thinking, problem-solving skills, and ability to articulate solutions under pressure. This might include system design or workflow simplification tasks.

5. Cross-Functional Interviews: Meetings with Product Managers and Engineering Leads to evaluate your collaboration skills, technical understanding, and ability to work effectively within a product team.

6. Final Interview: A discussion with senior leadership to assess cultural fit, strategic thinking, and overall leadership potential.

Portfolio Review Tips:

• Curate Strategically: Select 2-3 of your strongest B2B SaaS or data-heavy product design case studies that best showcase your skills in handling complexity, system design, and workflow simplification.

• Focus on Process & Impact: Clearly articulate the problem you were solving, your research and ideation process, your design decisions (and the rationale behind them), and the measurable impact your solutions had. Use data and metrics wherever possible.

• Highlight Systemic Thinking: Emphasize how you approached information architecture, modularity, and scalability in your designs. Showcase your contributions to or understanding of design systems.

• Demonstrate Collaboration: Explain how you worked with Product Managers and Engineers, including how you navigated trade-offs and feedback.

• Visual Polish: Ensure your presentation is visually clean, well-organized, and professional, reflecting your own design craft.

Challenge Preparation:

• Understand the Platform: Familiarize yourself with Two Circles and the Partnership Intelligence platform as much as possible from their website.

• Practice Design Thinking: Be ready to walk through your problem-solving process for a given design challenge. This includes clarifying requirements, identifying user needs, brainstorming solutions, and outlining how you'd validate them.

• System Design Scenarios: Prepare for questions related to designing scalable systems, information architecture for complex data, and maintaining consistency across a product suite.

• Articulate Trade-offs: Be ready to discuss the trade-offs involved in design decisions, especially between ideal user experience, technical feasibility, and business goals.

📝 Enhancement Note: The interview process is structured to assess a range of skills critical for a Lead Product Designer in a B2B SaaS environment. The emphasis on portfolio presentation and design challenges highlights the need for practical, demonstrable skills in complex system design and user-centric problem-solving.

🛠 Tools & Technology Stack

Primary Design Tools:

• Figma: Likely the primary tool for UI design, prototyping, and collaboration, especially given its prevalence in modern design teams and its robust features for design systems.

• Sketch: Potentially used, especially if the team has legacy projects or specific preferences.

• Adobe Creative Suite (Photoshop, Illustrator): May be used for asset creation, icons, or more advanced visual design tasks.

Prototyping & User Testing:

• Figma Prototyping: For interactive prototypes.

• InVision, Marvel, Axure: Other potential prototyping or user testing platforms.

• UserTesting.com / Maze.co: Platforms for remote user testing and feedback collection.

Collaboration & Project Management:

• Jira / Confluence: Standard tools for agile development, task management, and documentation, essential for collaborating with engineering and product.

• Slack / Microsoft Teams: For day-to-day communication and team coordination.

• Miro / Mural: For virtual whiteboarding, brainstorming, and collaborative workshops.

Design System Management:

• Storybook (for developers): Often used in conjunction with design systems to document and showcase components.

• Internal Documentation Platforms: Such as Notion or Confluence, for design guidelines and system documentation.

📝 Enhancement Note: The core tools are inferred from industry standards for product design, particularly in B2B SaaS companies that emphasize design systems and agile development. Figma is a strong probability for UI/UX and prototyping.

👥 Team Culture & Values

Operations Values:

• Data-Driven Decision Making: A core tenet, expecting designers to support their proposals with user research, analytics, and business logic.

• Efficiency & Optimization: A drive to streamline complex processes and workflows, making tools more intuitive and productive for expert users.

• Clarity & Precision: Embracing the challenge of making complicated information and systems understandable and manageable.

• Collaboration & Partnership: Fostering strong working relationships across Product, Engineering, and other internal teams to achieve shared goals.

• User Focus: Deeply understanding and advocating for the needs of B2B clients and their users.

• Continuous Improvement: A commitment to evolving the product, the design system, and the design practice itself.

Collaboration Style:

• Agile & Iterative: Working in cross-functional squads, likely participating in daily stand-ups, sprint planning, and retrospectives.

• Transparent Communication: Openly sharing design progress, challenges, and rationale through tools like Slack, Jira, and design critiques.

• Evidence-Based Discussions: Engaging in constructive debates where design decisions are supported by data, user insights, and strategic alignment.

• Cross-Disciplinary Integration: Seamlessly integrating design work with product strategy and engineering implementation from conception through delivery.

📝 Enhancement Note: These values and collaboration styles are inferred from the job description's emphasis on data, complexity, collaboration, and iterative development within a B2B SaaS context.

⚡ Challenges & Growth Opportunities

Challenges:

• Complexity Management: Translating highly complex data, business logic, and multi-stage workflows into simple, intuitive user interfaces.

• Cross-Product Coherence: Ensuring a consistent and unified user experience across a platform that may have evolved modules and diverse user groups.

• Balancing User Needs with Technical Constraints: Effectively negotiating design solutions that meet user needs while remaining feasible for engineering and align with business objectives.

• Driving Design Adoption: Championing design best practices and the design system across multiple squads and potentially influencing product strategy.

• Global User Base Nuances: Designing for users across different regions and time zones, understanding potential cultural or operational differences.

Learning & Development Opportunities:

• Advanced Design System Development: Opportunity to own and strategically evolve a comprehensive design system.

• Deep Dive into Sports & Entertainment Tech: Gaining specialized knowledge in a dynamic and data-rich industry.

• Leadership & Mentorship: Developing skills in leading design initiatives and guiding other designers.

• Product Strategy Contribution: Influencing the direction and roadmap of a critical B2B SaaS platform.

• Exposure to Scalable B2B SaaS Architectures: Understanding the technical considerations for building large-scale enterprise software.

📝 Enhancement Note: Challenges are derived from the nature of the product (complex, data-heavy B2B SaaS) and the role's explicit responsibilities. Growth opportunities are framed around advancing within the design discipline and contributing strategically to the company.

💡 Interview Preparation

Strategy Questions:

• "How would you approach designing a new feature for a platform that manages complex sponsorship data, considering users with varying levels of technical expertise?" (Focus on breaking down complexity, user research, iterative design)

• "Describe a time you had to simplify a highly complex workflow or data interface. What was your process, and what was the outcome?" (Showcase problem-solving, user-centricity, impact measurement)

• "How would you ensure consistency and coherence across multiple product modules or features designed by different teams?" (Highlight design system thinking, collaboration, documentation)

Company & Culture Questions:

• "What interests you about Two Circles and our work in the sports and entertainment industry?" (Research company mission, clients, and values)

• "How do you see your role as a Lead Product Designer contributing to our company's growth and client success?" (Connect your skills to business impact)

Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly outline the problem statement, your role, the process (research, ideation, design, testing), key decisions, and the measurable results.

• Show, Don't Just Tell: Visually present your designs, prototypes, and wireframes. Explain your design choices and the underlying rationale.

• Focus on Impact: Quantify the success of your designs with metrics related to user adoption, efficiency gains, or client satisfaction.

• Highlight Systemic Thinking: If applicable, show how your work fits into or evolves a larger design system.

• Be Ready for Deep Dives: Anticipate questions about your specific contributions, challenges faced, and alternative solutions considered.

📝 Enhancement Note: Interview preparation advice is tailored to the specifics of a Lead Product Designer role in a B2B SaaS, data-heavy environment, emphasizing the need to demonstrate strategic thinking, complex problem-solving, and a strong understanding of product development lifecycles.

📌 Application Steps

To apply for this Lead Product Designer position:

• Submit your application, resume, and portfolio through the provided link on Workable.

• Portfolio Customization: Tailor your portfolio to highlight 2-3 key B2B SaaS or data-intensive product design case studies that demonstrate your ability to handle complexity, system design, and workflow simplification. Ensure each case study clearly articulates your process, impact, and collaborative approach.

• Resume Optimization: Ensure your resume clearly outlines your 5-8+ years of relevant product design experience, emphasizing your work on B2B SaaS, complex systems, and your leadership contributions. Use keywords from the job description such as "B2B SaaS," "complex systems," "design system," "interaction design," and "leadership."

• Interview Preparation: Practice articulating your design process and rationale for your portfolio case studies. Prepare to discuss your experience with user research, cross-functional collaboration, and how you approach problem-solving for expert users of data-heavy platforms.

• Company Research: Thoroughly research Two Circles, their mission, their clients (NFL, Premier League, etc.), and the Partnership Intelligence platform. Understand their market position and how design contributes to their B2B value proposition.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

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