Senior UX Product Designer

📍 Job Overview

Job Title: Senior UX Product Designer

Company: Litera

Location: Toronto, ON, Canada (Hybrid)

Job Type: Full-Time

Category: UX/Product Design

Date Posted: 2026-06-18

Experience Level: 5-10 Years

🚀 Role Summary

• Drive the end-to-end design of product areas, focusing on creating intuitive and impactful user experiences for legal professionals within a B2B SaaS environment.

• Collaborate closely with Product Management, Engineering, and Legal Subject Matter Experts (SMEs) to define complex problems and translate them into scalable, user-centered design solutions.

• Leverage UX research, analytics, and stakeholder insights to inform design decisions and identify opportunities for product enhancement and innovation.

• Deliver a range of design outputs, including concepts, user flows, prototypes, and detailed visual designs, to effectively advance product development initiatives.

• Lead cross-functional alignment on design direction, ensuring buy-in and driving informed decisions within fast-paced, evolving project environments.

📝 Enhancement Note: This role is positioned as a Senior UX Product Designer, indicating a need for a candidate who can operate with a high degree of autonomy, influence product strategy, and mentor junior designers. The emphasis on "shaping the future of legal tech" and "AI-driven innovation" suggests a forward-thinking environment where strategic design thinking and an understanding of emerging technologies are highly valued.

📈 Primary Responsibilities

• Own and execute the complete design lifecycle for assigned product areas, from conceptualization through to final implementation, ensuring high-quality, user-centric outcomes.

• Partner strategically with Product Managers, Engineers, Legal SMEs, and UX Researchers to collaboratively define product roadmaps, identify user needs, and shape innovative solutions.

• Utilize a mix of qualitative UX research methodologies (e.g., user interviews, usability testing) and quantitative data analytics to uncover user pain points and validate design hypotheses.

• Create and present compelling design deliverables, including wireframes, user flows, interactive prototypes, and high-fidelity mockups, tailored to the needs of the project and stakeholders.

• Facilitate design discussions, lead brainstorming sessions, and drive consensus among diverse teams to ensure alignment on design vision and technical feasibility.

• Articulate design rationale clearly and persuasively, effectively incorporating feedback from stakeholders to iterate and refine solutions for optimal user experience and business impact.

• Design seamless and efficient user experiences across multiple platforms, including web applications, mobile interfaces, and Microsoft Outlook add-ins, to enhance legal workflows.

• Rapidly acquire domain knowledge within the legal technology sector, demonstrating adaptability to new tools, evolving processes, and innovative ways of working.

📝 Enhancement Note: The responsibilities highlight a need for a candidate who can not only execute design tasks but also strategically influence product direction and mentor others. Experience with Microsoft add-ins is a specific technical requirement that should be emphasized.

🎓 Skills & Qualifications

Education: While no specific degree is listed, a Bachelor's or Master's degree in Design, HCI, Computer Science, or a related field is often preferred for senior roles in UX/Product Design. Equivalent practical experience will be considered.

Experience: 5+ years of professional experience in Product Design, with a strong preference for B2B SaaS environments and a portfolio showcasing shipped products.

Required Skills:

• 5+ years of dedicated Product Design experience, with a proven track record of delivering successful products, ideally within a B2B SaaS context.

• Demonstrated experience owning the design direction for a specific product area, managing the entire design process from conception to launch.

• Proven ability to design for diverse platforms, including web applications, mobile interfaces, and/or Microsoft add-ins.

• High proficiency in industry-standard design and prototyping tools, with a specific requirement for Figma.

• Strong foundational knowledge of UX research principles and methodologies, with the ability to effectively apply research insights to design decisions.

• Excellent communication and presentation skills, capable of clearly articulating design rationale and effectively managing cross-functional feedback loops.

• Experience collaborating effectively with cross-functional teams, including Product Management, Engineering, and Legal SMEs. Preferred Skills:

• Experience working within environments where design practices are actively evolving, with a demonstrated ability to help elevate overall design quality and maturity.

• Familiarity with AI design principles and a keen interest in emerging trends like agentic product design.

• Prior experience or domain knowledge within the LegalTech industry.

• Experience with prototyping tools beyond Figma, such as Replit or similar platforms, for rapid iteration and concept validation.

📝 Enhancement Note: The "Nice to Haves" strongly suggest a company that is forward-thinking and values candidates who can contribute to shaping design processes and embracing new technologies like AI. Candidates should be prepared to speak to how they've influenced design quality and their interest in AI.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate end-to-end product design ownership for at least one significant product area, showcasing problem definition, user research, design solutions, and outcomes.

• Feature case studies that clearly illustrate the application of user-centered design principles and methodologies.

• Include examples of designing for complex B2B SaaS applications, highlighting how user needs were met within a business context.

• Showcase proficiency with Figma, providing examples of well-structured design systems, component libraries, or complex interactive prototypes.

• Present evidence of effective collaboration with cross-functional teams (Product, Engineering, SMEs) and how this collaboration influenced the design process and final product.

• Include examples of designing for multiple platforms if applicable, such as web, mobile, or Microsoft add-ins. Process Documentation:

• Highlight your approach to user research, including how you translate research findings into actionable design requirements and iterations.

• Detail your process for creating and iterating on user flows, wireframes, and prototypes to explore and refine design concepts.

• Showcase your methods for collaborating with engineering teams to ensure design feasibility and successful implementation, including handoff processes.

• Demonstrate how you gather and incorporate feedback from stakeholders and end-users to continuously improve product design.

📝 Enhancement Note: A strong portfolio is critical for this role. Candidates should focus on showcasing their ability to manage complex design projects independently and demonstrate tangible impact through their work. Specifically highlighting experience with Microsoft add-ins within the portfolio will be a significant advantage.

💵 Compensation & Benefits

Salary Range:

• Canada (Ontario): $100,000 - $135,000 CAD per year.

• United States (Illinois/Colorado): $78,000 - $98,000 USD per year.

Benefits:

• Comprehensive medical coverage.

• Dental coverage.

• Vision coverage.

• Retirement savings plan with company match.

• Eligibility for a company bonus plan.

• Incentive programs.

• Recognition programs. Working Hours:

• Standard full-time work week, likely around 40 hours per week.

• Hybrid work arrangement requiring at least 3 days per week in the office.

📝 Enhancement Note: The salary ranges provided are specific to different regions, reflecting local market conditions. The USD range appears lower than typical for a Senior UX Product Designer in major US tech hubs like Chicago, suggesting potential for negotiation or that the range is a baseline. The CAD range is more competitive for Toronto. Candidates should research local market rates for senior UX roles in their specific location.

🎯 Team & Company Context

🏢 Company Culture

Industry: Legal Technology (LegalTech), Software as a Service (SaaS). Litera operates in a critical sector, providing essential tools that empower legal professionals to manage complex workflows and deliver services more efficiently. The company's mission to "Raise The Bar™️" indicates a commitment to high standards and continuous improvement.

Company Size: Litera is a significant player in the LegalTech space. While exact employee numbers aren't provided in the input, the company's broad reach and multiple product offerings suggest an organization with hundreds or potentially thousands of employees, operating at scale.

Founded: Litera was founded in 1998. This history indicates a company with established market presence and experience, now focusing on innovation and transformation, particularly through AI.

Team Structure:

• The UX Product Design team likely operates within a broader Product or Engineering organization.

• As a Senior Designer, you will likely report to a Design Lead, Director of Product Design, or Head of Product.

• Collaboration is expected across Product Management, Engineering, UX Research, Legal SMEs, and potentially Marketing and Customer Success teams.

• The hybrid model (3 days in office) suggests a culture that values in-person collaboration for brainstorming, workshops, and team building, while also supporting remote flexibility. Methodology:

• Data-informed decision-making is a core aspect, utilizing UX research and analytics to guide design.

• Agile or Lean development methodologies are likely employed, necessitating adaptability and iterative design processes.

• A focus on user-centricity is paramount, ensuring solutions are tailored to the needs of legal professionals.

• The mention of AI-driven innovation suggests an embrace of emerging technologies and a forward-looking approach to product development.

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

📝 Enhancement Note: Litera's positioning as a LegalTech innovator, combined with its established presence, suggests a dynamic environment. Candidates should be prepared to discuss how they navigate both established processes and the introduction of new technologies like AI.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior UX Product Designer role. It signifies a level of expertise where an individual is expected to lead design initiatives, mentor junior designers, and significantly influence product strategy and design quality. It's a position that requires not only strong execution skills but also strategic thinking, problem-solving capabilities, and the ability to drive consensus within cross-functional teams.

Reporting Structure: Typically, a Senior UX Product Designer would report to a Design Manager, Director of Product Design, or Head of Product. They would be expected to work closely with Product Managers and Engineering Leads responsible for their designated product area.

Operations Impact: The role's impact is directly tied to enhancing the efficiency and effectiveness of legal professionals. By creating intuitive and powerful design solutions, Senior UX Product Designers at Litera contribute to:

• Increased user adoption and satisfaction with Litera's software.

• Improved productivity and reduced errors for legal professionals, directly impacting client service and firm profitability.

• The competitive positioning of Litera's products in the LegalTech market.

• The overall evolution and quality of design practices within the organization. Growth Opportunities:

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

• Specialization: Opportunity to deepen expertise in specific areas like AI design, LegalTech domain knowledge, or complex enterprise SaaS design.

• Cross-Functional Mobility: Potential to move into Product Management or other related roles within the company, leveraging design expertise.

• Mentorship: Formal or informal opportunities to mentor junior designers, contributing to the growth of the design team.

• Impactful Projects: Involvement in high-visibility projects that have a significant impact on Litera's product portfolio and market position.

📝 Enhancement Note: This role offers a clear path for career advancement within the design discipline or into related product functions. The emphasis on AI and LegalTech provides opportunities for specialized skill development.

🌐 Work Environment

Office Type: Hybrid work environment, requiring a minimum of 3 days per week in the office. This indicates a company that values face-to-face interaction for collaboration, team building, and spontaneous idea generation, balanced with the flexibility of remote work.

Office Location(s): The role is based in Toronto, ON, Canada; Denver, CO, USA; or Chicago, IL, USA. The Toronto location is specifically noted as "Canada-Toronto, ON-Office".

• Toronto, ON: Likely a modern office space in a central business district, facilitating collaboration with local teams and easy access for employees.

• Denver, CO: Similar to Toronto, likely a well-equipped office in a business hub.

• Chicago, IL: Also expected to be a professional office environment in a major city.

Workspace Context:

• Collaborative Spaces: Expect modern office setups with dedicated areas for team meetings, brainstorming sessions, and informal discussions, supporting the hybrid model.

• Technology Access: Access to standard office technology, high-speed internet, and potentially specialized hardware or software relevant to design work.

• Team Interaction: Opportunities to engage with colleagues from various departments, fostering a cross-functional and integrated work environment.

• Comfort and Amenities: Offices are likely equipped with amenities to support employee well-being and productivity.

Work Schedule: The standard work schedule is likely Monday to Friday, with an expectation of approximately 40 hours per week. The hybrid arrangement provides flexibility on which days are worked remotely versus in the office, within the defined minimum in-office requirement.

📝 Enhancement Note: The hybrid model suggests a balance between in-person collaboration and individual work flexibility. Candidates should be prepared to discuss their preferences and strategies for maximizing productivity in a hybrid setting.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A recruiter or hiring manager will likely review applications and conduct an initial phone screen to assess basic qualifications, experience, and cultural fit.

• Portfolio Review & Presentation: Candidates will be asked to present their portfolio, showcasing key projects and design rationale. This is a critical step to evaluate design skills, problem-solving abilities, and communication effectiveness. Expect to discuss specific design choices, user research methodologies, and project outcomes.

• Technical/Design Challenge: A practical design exercise or case study may be assigned to assess problem-solving skills, design execution, and ability to work within constraints. This could involve critiquing an existing design, proposing a solution to a given problem, or sketching out user flows.

• Cross-Functional Interviews: Interviews with Product Managers, Engineers, and potentially Legal SMEs to assess collaboration skills, technical understanding, and ability to integrate design into the broader product development process.

• Hiring Manager/Team Lead Interview: A final interview to discuss role expectations, team dynamics, career growth, and overall fit.

Portfolio Review Tips:

• Curate Selectively: Choose 3-4 of your strongest, most relevant projects that best demonstrate your senior-level capabilities and B2B SaaS experience.

• Tell a Story: For each project, clearly articulate the problem, your role, the process you followed, the decisions you made, and the impact of your design. Quantify outcomes whenever possible (e.g., increased conversion, reduced support tickets).

• Highlight Figma Proficiency: Showcase your mastery of Figma, including any custom components, design systems, or advanced prototyping techniques used.

• Emphasize Collaboration: Explain how you worked with Product, Engineering, and SMEs. Provide examples of how you navigated disagreements or influenced decisions.

• Showcase LegalTech/B2B SaaS: If you have relevant experience, make it prominent. If not, draw parallels to complex enterprise software challenges.

• Prepare for AI Discussion: Be ready to discuss your understanding of AI design principles and your interest in agentic product design.

Challenge Preparation:

• Understand the Problem: If given a design challenge, ensure you fully understand the user needs and business objectives before diving into solutions.

• Think Aloud: Articulate your thought process as you work through the challenge, explaining your design choices and assumptions.

• Focus on Process: Demonstrate a structured approach to problem-solving, even if time is limited.

• Prioritize: If the challenge is broad, focus on the most critical user flows or features.

• Be Ready to Iterate: Show flexibility and an openness to feedback, even on assigned challenges.

📝 Enhancement Note: The interview process is heavily weighted towards portfolio presentation and demonstrating practical design skills. Candidates should prepare thoroughly for this stage, focusing on showcasing their strategic thinking and collaborative abilities.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Mandatory tool for design creation, prototyping, and collaboration. Proficiency is a must-have.

• Prototyping Tools: While Figma is primary, experience with tools like Replit is a plus, indicating a willingness to explore various rapid prototyping methods.

• Microsoft Office Suite: Essential for documentation, presentations, and collaboration, particularly given the mention of Microsoft add-ins.

Analytics & Reporting:

• UX Analytics Tools: Familiarity with tools like Google Analytics, Mixpanel, Amplitude, or similar platforms for understanding user behavior and product usage.

• Data Visualization Tools: Experience with tools that can present data clearly, such as Tableau, Power BI, or even advanced Figma features for mockups.

CRM & Automation:

• CRM Systems: While not directly a UX role, understanding how CRM systems (e.g., Salesforce) integrate with SaaS products and influence user workflows can be beneficial.

• Project Management Tools: Proficiency with tools like Jira, Asana, Trello, or similar for managing design tasks, sprints, and collaborating with engineering.

• Collaboration Platforms: Tools like Slack, Microsoft Teams for daily communication and team interaction.

📝 Enhancement Note: Figma is the core design tool. Candidates should be prepared to discuss how they use analytics to inform design decisions and how they integrate with project management tools used by engineering teams.

👥 Team Culture & Values

Operations Values:

• Integrity: A commitment to ethical practices and honest communication, essential in the legal field.

• Collaboration: A strong emphasis on teamwork, mutual support, and shared success across departments and global teams.

• Innovation: A drive to push boundaries, leverage new technologies (like AI), and transform how legal professionals work.

• Customer Focus: Dedication to understanding and solving the complex problems faced by legal professionals to deliver high-impact solutions.

• Excellence: A pursuit of high standards in all aspects of work, reflected in the company slogan "Raise The Bar™️".

Collaboration Style:

• Cross-Functional Integration: Designers are expected to work seamlessly with Product Managers, Engineers, and Legal SMEs, contributing to a holistic product development approach.

• Open Communication: A culture that encourages open dialogue, feedback exchange, and constructive critique to foster continuous improvement.

• Knowledge Sharing: Opportunities to share best practices, learnings, and design insights across the team and wider organization.

• Agile and Adaptive: The ability to adapt to changing priorities and project requirements within a fast-paced environment.

📝 Enhancement Note: Litera emphasizes a supportive, collaborative, and innovative culture. Candidates should align their own values and working style with these principles, demonstrating how they contribute to a positive and productive team environment.

⚡ Challenges & Growth Opportunities

Challenges:

• Evolving Design Practices: Helping to mature and standardize design processes within a growing organization, potentially balancing established methods with new approaches.

• AI Integration: Designing intuitive and trustworthy user experiences for AI-powered features, which is a rapidly evolving field.

• Domain Complexity: Quickly gaining deep expertise in the intricacies of legal workflows and terminology to design effective solutions.

• Cross-Platform Consistency: Ensuring a cohesive and high-quality user experience across web, mobile, and Microsoft add-ins, each with unique constraints.

• Stakeholder Alignment: Navigating diverse stakeholder needs and priorities to drive consensus on design direction.

Learning & Development Opportunities:

• AI and Agentic Design: Deep dive into cutting-edge AI product design principles and applications.

• LegalTech Specialization: Become an expert in the legal technology domain, understanding unique user needs and market trends.

• Leadership Skills: Develop skills in mentoring, team leadership, and strategic planning through senior-level responsibilities.

• Cross-Functional Exposure: Gain a deeper understanding of product management, engineering, and business operations within a SaaS company.

• Industry Conferences & Training: Opportunities to attend relevant design conferences, workshops, and pursue certifications to enhance skills.

📝 Enhancement Note: The role presents opportunities to tackle complex design challenges related to AI and specialized industry needs, offering significant professional development. Candidates should express enthusiasm for learning and adapting to new technologies and domain specifics.

💡 Interview Preparation

Strategy Questions:

• "Describe a complex B2B SaaS product you designed end-to-end. What was the problem, your process, and the impact?" (Focus on ownership, process, and quantifiable results.)

• "How do you approach designing for users who are experts in their field but may not be tech-savvy? Provide an example from your experience." (Demonstrate user empathy, simplification, and effective communication in design.)

• "Imagine we're introducing an AI feature that automates contract review. What are the key UX considerations and potential challenges you'd anticipate?" (Showcase understanding of AI design, user trust, and ethical considerations.) Company & Culture Questions:

• "What interests you about Litera and the LegalTech industry specifically?" (Research Litera's mission, products, and recent news. Connect your passion for design to their goals.)

• "How do you contribute to a collaborative team environment, especially in a hybrid setting?" (Provide examples of active listening, constructive feedback, and proactive communication.)

• "Litera's slogan is 'Raise The Bar™️'. How does this translate into your approach to product design?" (Discuss your commitment to quality, innovation, and continuous improvement.) Portfolio Presentation Strategy:

• Structure is Key: Organize your presentation logically: problem, your role, process, solution, and impact. Use clear headings and transitions.

• Highlight Key Decisions: For each project, articulate why you made certain design choices. This demonstrates critical thinking and strategic rationale.

• Showcase Figma Skills: Be prepared to walk through specific Figma files, demonstrating your mastery of components, auto-layout, prototyping, and collaboration features.

• Quantify Impact: Whenever possible, use data to show the success of your designs (e.g., improved conversion rates, reduced task completion time, increased user satisfaction scores).

• Be Ready for Q&A: Anticipate questions about your process, challenges, and alternative solutions you considered. Engage in a constructive dialogue.

📝 Enhancement Note: Candidates should prepare specific examples that highlight their senior-level capabilities, B2B SaaS experience, and ability to navigate complex design problems, especially those involving AI or specialized domains.

📌 Application Steps

To apply for this Senior UX Product Designer position:

• Submit your application through the Litera Careers portal via the provided link.

• Tailor your Resume: Ensure your resume clearly highlights your 5+ years of Product Design experience, specifically mentioning B2B SaaS, Figma proficiency, and experience with web, mobile, or Microsoft add-ins. Use keywords from the job description.

• Prepare Your Portfolio: Curate 3-4 of your strongest projects that best showcase your end-to-end design process, problem-solving skills, and impact. Ensure it highlights Figma proficiency and ideally, experience with complex enterprise applications or LegalTech.

• Practice Your Presentation: Rehearse presenting your portfolio, focusing on clear storytelling, articulating design rationale, and quantifying project outcomes. Be ready to discuss AI design principles.

• Research Litera: Understand Litera's mission, products, and market position. Prepare thoughtful questions about the role, team, and company culture.

⚠️ 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.