Senior Product Designer - ILT / TMS

📍 Job Overview

Job Title: Senior Product Designer - ILT / TMS

Company: Docebo

Location: Toronto, Ontario, Canada

Job Type: Full-Time

Category: Product Design / Operations Technology

Date Posted: 2026-09-11

Experience Level: 5-10 Years

Remote Status: Hybrid

🚀 Role Summary

• Lead the design and development of complex operational workflows within Instructor-Led Training (ILT) and Training Management Systems (TMS) for a global B2B SaaS platform.

• Drive end-to-end user journey design, connecting critical operational components like scheduling, resource allocation, and AI-driven automation.

• Translate ambiguous business challenges into clear, actionable problem statements, workflow maps, and testable design hypotheses.

• Collaborate closely with Product, Engineering, and Design System teams to ensure seamless integration, maintain API boundaries, and champion accessibility standards.

• Leverage AI-assisted design tools for prototyping, research synthesis, and exploring innovative automation user experiences.

📝 Enhancement Note: This role sits at the critical intersection of Product Design and Operations Technology, focusing on the intricate workflows of enterprise training management. The emphasis on ILT/TMS, AI assistance, and end-to-end ownership suggests a need for a designer with a strong systems-thinking approach and experience in complex B2B SaaS environments.

📈 Primary Responsibilities

• Define and design comprehensive user journeys for training operations, encompassing request management, resource allocation, scheduling, approval processes, and real-time operational monitoring.

• Develop detailed problem statements, workflow diagrams, and user flow maps to articulate complex operational challenges and proposed solutions.

• Create high-fidelity interactive prototypes and polished visual designs for planning interfaces, capacity management tools, conflict resolution systems, and error recovery paths.

• Design intuitive AI-assisted features for intelligent scheduling, conflict detection, and automated operational summaries, ensuring human oversight and control.

• Conduct user research, analyze product analytics, and collaborate with technical teams to inform design decisions, validate hypotheses, and de-risk technical feasibility.

• Partner with the Design System team to extend reusable components, maintain design consistency, and ensure adherence to accessibility guidelines (WCAG).

• Facilitate design discussions, present recommendations, and influence product strategy with cross-functional teams, including Product Management, Engineering, and leadership.

• Contribute to the evolution of the design system by identifying opportunities for reusable primitives and ensuring alignment with API boundaries.

📝 Enhancement Note: The responsibilities highlight a need for a designer who can not only craft beautiful interfaces but also deeply understand and optimize complex operational processes. The emphasis on "framing the unframable" and "connecting ecosystem workflows" points to a strategic design role requiring strong analytical and problem-solving skills.

🎓 Skills & Qualifications

Education: While not explicitly stated, a Bachelor's or Master's degree in Design, Human-Computer Interaction (HCI), Computer Science, or a related field is typically expected for a Senior Product Designer role. Equivalent practical experience will also be considered.

Experience: 5-10 years of professional experience in Product Design, with a significant focus on B2B SaaS, enterprise administration, scheduling systems, or operations platforms.

Required Skills:

• Proven track record of leading complex, multi-stakeholder product workflows in B2B SaaS or enterprise administration/operations environments.

• Exceptional capability in interaction design, information architecture, and visual design, with a strong portfolio showcasing clear hierarchies and responsive states for dense information.

• Strong systems and platform thinking, with the ability to design within mature systems, understand API constraints, and contribute reusable patterns to a design system.

• Deep proficiency in evidence-driven design, including qualitative user research methodologies and product analytics interpretation.

• Skillful use of AI tools for prototyping, research synthesis, design QA, and exploring user experiences for smart automation.

• Excellent communication, facilitation, and collaboration skills to align Product, Engineering, and leadership on product strategy and execution.

• Experience with design and prototyping tools such as Figma, Sketch, Adobe Creative Suite, or similar.

• Understanding of accessibility standards (WCAG) and experience designing inclusive user interfaces. Preferred Skills:

• Domain experience in enterprise resource planning (ERP), scheduling systems, workforce management, Learning Management Systems (LMS), or HR technology.

• Hands-on prototyping experience with data-heavy solver tools, script-assisted workflows, or code-based experiments.

• Familiarity with Agile development methodologies and experience working closely with engineering teams in an Agile environment.

📝 Enhancement Note: The "Superpowers" section directly translates into required skills, emphasizing practical experience in complex B2B SaaS workflows, strong visual and interaction design capabilities, systems thinking, and a data-informed approach. The preference for domain experience in related enterprise software areas is a significant advantage.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase end-to-end product design projects that demonstrate leadership in complex, multi-stakeholder B2B SaaS workflows, ideally within enterprise administration, scheduling, or operations domains.

• Include detailed case studies that illustrate your ability to translate ambiguous operational challenges into clear problem statements, workflow maps, and elegant design solutions.

• Highlight your expertise in interaction design, visual design, and information architecture, showcasing how you organize dense information into intuitive and accessible user interfaces.

• Provide examples of your systems thinking and platform design capabilities, demonstrating how you work within existing systems, understand API constraints, and contribute to design systems.

• Present evidence of your data-driven approach, including how you used user research, product analytics, and technical trade-offs to inform your design decisions and measure impact.

• Include examples of how you have incorporated or explored AI-assisted design or automation features within user experiences. Process Documentation:

• For each portfolio project, clearly articulate the design process followed, from initial problem definition and research through to iteration and final solution.

• Document the rationale behind key design decisions, including interaction patterns, visual treatments, and AI integration strategies.

• Demonstrate how you collaborated with Product Management, Engineering, and other stakeholders throughout the design lifecycle.

• Quantify the impact of your design solutions where possible, using metrics related to user efficiency, task completion, adoption, or operational improvements.

📝 Enhancement Note: The interview process, particularly Step 3, explicitly mentions a "portfolio deep dive and collaborative case discussion focused on complex operational workflows, platform constraints, interaction and visual decisions, evidence, and measurable learning or impact." This strongly implies the need for a portfolio that meticulously documents the design process and demonstrates impact within operational contexts.

💵 Compensation & Benefits

Salary Range: The provided salary range for this Senior Product Designer role in Toronto, Ontario, Canada is $100,400 to $133,900 CAD per year. This range is competitive for a senior-level design position in a major Canadian tech hub, considering the company's industry and the role's responsibilities in enterprise SaaS.

Benefits:

• Financial Wellness:

  • Competitive compensation package.
  • Employee Share Purchase Plan (ESPP) with a 15% discount, allowing ownership in Docebo.

• Holistic Well-being:

  • Comprehensive health benefits to support physical, mental, and financial well-being.
  • Paid vacation days for rest and rejuvenation.
  • Two company-wide "Docebo Days" for collective downtime.
  • Floating holidays to accommodate various cultural celebrations.
  • Birthday off for personal celebration.
  • Family-first parental leave coverage to support new parents.

• Talent Culture Empowerment:

  • Opportunities for professional growth and development within a fast-growing tech company.

  • Access to Employee Resource Groups (ERGs) such as PRIDE, DWA, BIDOC, and Green Ambassadors for community building.

  • Company-wide events fostering connection and fun throughout the year. Working Hours: The role is full-time, typically implying a standard 40-hour work week. The hybrid model allows for flexibility, with three days per week in the office and two days remote.

📝 Enhancement Note: The salary range is explicitly provided. The benefits are detailed and align with a comprehensive total rewards philosophy, focusing on financial wellness, holistic well-being, and talent culture empowerment, which are attractive to senior professionals.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software / E-learning Technology / Artificial Intelligence. Docebo operates within the rapidly evolving EdTech and AI sectors, providing an AI-powered learning platform that disrupts traditional training methods.

Company Size: Over 900 employees globally. This mid-to-large size indicates a company with established processes but still agile enough for significant impact and growth opportunities. For operations professionals, this means structured environments with opportunities for process improvement and cross-functional collaboration.

Founded: Docebo has achieved two IPOs, indicating a mature and growth-oriented company with a strong market presence. The company operates globally with offices across North America, EMEA, and APAC.

Team Structure:

• The Product Design team likely operates within a matrixed structure, collaborating closely with Product Management and Engineering.

• Senior designers are expected to take significant ownership and influence product direction.

• Cross-functional collaboration is a cornerstone, with regular interaction expected with Product Managers, Engineers, Design System specialists, and potentially Marketing/Sales for market insights. Methodology:

• Data-Driven Decisions: The company emphasizes using AI and data analytics to personalize learning and drive business results. This translates to a design culture that values evidence-based decision-making.

• Process Optimization: The role's focus on ILT/TMS and operational workflows suggests a strong emphasis on streamlining processes, improving efficiency, and reducing administrative friction through elegant software solutions.

• Agile Development: While not explicitly stated, the tech industry standard and the mention of tight collaboration with Engineering suggest an Agile or hybrid Agile development environment.

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

📝 Enhancement Note: Docebo's focus on AI in learning and its global presence as a publicly traded SaaS company provide significant context for a Senior Product Designer role. The company's values ("Grow Together Win Together," "Build with Our Customer," "Clear is Kind," "Own Outcomes," "Progress Over Perfection") and the "Docebo Heart" principles (trust by default, assume positive intent, create space for different perspectives) are crucial for understanding the collaborative and customer-centric nature of the work.

📈 Career & Growth Analysis

Operations Career Level: This is a Senior Product Designer role. In the context of operations technology and B2B SaaS, this signifies a high level of individual contribution and influence. The role requires not just design execution but also strategic thinking, problem framing, and leadership in driving product vision for complex operational areas like ILT/TMS. It's a position for someone who can operate with significant autonomy and mentor junior team members.

Reporting Structure: While the exact reporting line isn't specified, Senior Product Designers typically report to a Design Lead, Head of Design, or Director of Product. They will work closely with Product Managers and Engineering Leads on specific product initiatives.

Operations Impact: This role has a direct impact on the efficiency and effectiveness of how organizations manage and deliver training. By simplifying complex administrative tasks through intelligent design, the Senior Product Designer will contribute to:

• Reduced operational overhead for Docebo's customers.

• Improved user adoption and satisfaction with the platform's training management features.

• Enhanced scalability of training operations for large enterprises.

• The successful integration of AI to drive smarter, more automated training processes, directly contributing to Docebo's AI-powered value proposition. Growth Opportunities:

• Design Leadership: Potential to grow into a Lead Product Designer, Design Manager, or Head of Design role, overseeing larger product areas or design teams.

• Specialization: Deepen expertise in AI-driven design, enterprise workflow optimization, or specific industry verticals (e.g., HR Tech, LMS).

• Cross-Functional Mobility: Opportunities to move into Product Management roles, leveraging a strong understanding of user needs and technical feasibility.

• Mentorship: Opportunity to mentor junior designers, contributing to the development of the broader design team.

• Strategic Influence: Become a key voice in shaping the future product roadmap and design strategy for Docebo's core platform.

📝 Enhancement Note: The "Adventure Ahead" and "Your Superpowers" sections clearly define this as a senior, impactful role. The emphasis on "total ownership" and "shaping the future" indicates significant growth potential beyond individual contribution, particularly in leadership and strategic influence within the product organization.

🌐 Work Environment

Office Type: Hybrid work model. Employees are expected to be in the office three days a week (Tuesday-Thursday) and can work remotely for the remaining two days. This model aims to balance in-person collaboration and team building with individual flexibility.

Office Location(s): Toronto, Ontario, Canada. This is a major tech hub, offering access to a vibrant ecosystem of talent, innovation, and industry events.

Workspace Context:

• Collaborative Environment: The hybrid model emphasizes in-office days for collaboration, problem-solving, and learning from colleagues, fostering a sense of team cohesion.

• Tools and Technology: As a leading SaaS company, expect access to modern design tools, collaboration software, and potentially advanced prototyping or AI tools integrated into the design workflow.

• Team Interaction: Regular opportunities for face-to-face interaction with Product Managers, Engineers, and fellow designers during office days, facilitating quick feedback loops and knowledge sharing.

Work Schedule: Full-time, with a hybrid arrangement that offers flexibility. The core office days are Tuesday-Thursday, suggesting a structured approach to team synchronization while allowing for individual work preferences on other days.

📝 Enhancement Note: The "Hybrid Work Philosophy" section directly addresses the work environment, clearly stating the 3-day in-office expectation and the rationale behind it – fostering collaboration and learning. This is crucial information for candidates assessing work-life balance and team dynamics.

📄 Application & Portfolio Review Process

Interview Process:

• Step 1: Talent Team Call (30 mins): Initial screening to assess general fit, discuss the role and team, and confirm alignment on career aspirations and expectations.

• Step 2: Hiring Manager Conversation (45-60 mins): Deeper dive into the candidate's experience, design philosophy, approach to complex problems, and motivations for applying. Focus on understanding their perspective and enthusiasm for Docebo's mission.

• Step 3: Portfolio Deep Dive & Collaborative Case Discussion (60 mins): This is a critical step. Candidates will present their portfolio, focusing on specific projects demonstrating expertise in complex operational workflows, platform constraints, interaction/visual design decisions, evidence-based approaches, and measurable impact. A collaborative case study element may be included to assess problem-solving and design thinking in real-time.

• Step 4: Final Conversation: Focus on broader product-area influence, potential for mentorship, values alignment with Docebo's culture ("Docebo Heart," company values), and cross-functional decision-making capabilities.

Portfolio Review Tips:

• Curate Strategically: Select 2-3 of your most relevant projects that best showcase your experience with complex B2B SaaS, enterprise operations, scheduling, or AI-assisted workflows. Prioritize depth over breadth.

• Tell a Story: For each project, clearly articulate the problem, your role, the design process, the challenges faced (especially operational or system constraints), your design decisions and rationale, and the measurable outcomes or impact.

• Highlight Process and Rationale: Clearly explain why you made certain design choices. Demonstrate your analytical thinking, user research findings, and how you navigated technical or business constraints.

• Showcase Systems Thinking: If applicable, demonstrate how you designed within existing systems, contributed to design systems, or considered API limitations.

• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your designs. Focus on improvements in efficiency, user satisfaction, adoption rates, or operational cost reduction.

• Prepare for Collaboration: Be ready to discuss your work critically and engage in a collaborative problem-solving exercise.

Challenge Preparation:

• Understand the Domain: Research ILT, TMS, and general enterprise training operations. Familiarize yourself with common pain points in scheduling, resource management, and approval workflows.

• Review Docebo's Product: Explore the Docebo platform, particularly any existing features related to course management, scheduling, or administration. Understand their AI integration strategy.

• Practice Problem Framing: Be ready to take an ambiguous operational problem and break it down into actionable design tasks, outlining research needs and potential solutions.

• Articulate Trade-offs: Prepare to discuss design decisions in terms of trade-offs (e.g., speed vs. thoroughness, feature complexity vs. usability, AI automation vs. user control).

📝 Enhancement Note: The detailed breakdown of the interview process, especially Step 3, provides clear guidance on what to expect and how to prepare. The emphasis on portfolio content and collaborative case discussions is key for candidates to tailor their application materials and interview strategy.

🛠 Tools & Technology Stack

Primary Tools:

• Design & Prototyping: Figma (explicitly mentioned), Sketch, Adobe Creative Suite, or similar industry-standard tools.

• AI-Assisted Tools: Candidates are expected to be skillful in using AI tools for prototyping, research synthesis, design QA, and exploring automation user experiences. Specific tools are not listed, implying a need for adaptability and a proactive approach to leveraging AI in design.

• Collaboration Tools: Likely includes tools like Jira, Confluence, Slack, or similar platforms for team communication and project management, common in Agile B2B SaaS environments.

Analytics & Reporting:

• Product Analytics Platforms: Proficiency in using tools like Google Analytics, Mixpanel, Amplitude, or similar to gather and interpret user behavior data to inform design decisions.

• User Research Platforms: Experience with tools for conducting user interviews, surveys, and usability testing.

CRM & Automation:

• While not directly a design tool, understanding the principles of CRM and automation workflows is beneficial, given the role's focus on operational processes. Experience with how these systems integrate or influence user workflows would be advantageous.

• Design System Tools: Familiarity with tools used for managing and contributing to design systems (e.g., Storybook, Zeroheight).

📝 Enhancement Note: Figma is explicitly mentioned as a tool for prototyping. The requirement to be "skillful in using AI tools" is a significant differentiator, indicating that candidates should be prepared to discuss their experience with AI in the design process, even if specific tools aren't named.

👥 Team Culture & Values

Operations Values:

• Grow Together Win Together: Emphasizes collaboration, mutual support, and shared success within the design team and across departments. For operations roles, this means contributing to team knowledge and celebrating collective achievements in process improvement.

• Build with Our Customer: A deep focus on understanding and addressing customer needs, particularly the operational pain points of enterprises using Docebo. This translates to user-centric design driven by real-world operational challenges.

• Clear is Kind: Promotes transparent, direct, and empathetic communication. In operations, this means clear documentation, straightforward process explanations, and honest feedback to drive efficiency.

• Own Outcomes: Fosters accountability and a results-oriented mindset. Operations professionals are expected to take full responsibility for the processes they design, implement, and optimize, driving measurable improvements.

• Progress Over Perfection: Encourages iterative development and continuous improvement, valuing forward momentum and learning from mistakes over achieving absolute perfection from the outset. This is crucial for agile operations and design.

Collaboration Style:

• Cross-Functional Integration: The hybrid model and the nature of the role demand close collaboration with Product Management and Engineering. Designers are integrated into development cycles.

• Process Review Culture: Expect regular feedback sessions, design critiques, and collaborative problem-solving sessions to refine workflows and product experiences.

• Knowledge Sharing: The emphasis on "Grow Together" suggests an environment where sharing best practices, design patterns, and learnings from operational challenges is encouraged.

📝 Enhancement Note: The company's core values and "Docebo Heart" principles provide a strong framework for understanding the expected collaborative and performance-oriented culture. For operations roles, these values translate directly into how processes are managed, how teams interact, and how success is measured.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Ambiguity: The role involves translating complex, often ill-defined operational problems ("frame the unframable") into clear, actionable design solutions for enterprise training management.

• Balancing User Needs with System Constraints: Designing within a mature B2B SaaS platform requires navigating existing architecture, API boundaries, and design system limitations while still delivering innovative user experiences.

• Integrating AI Seamlessly: Designing AI-assisted features that are trustworthy, effective, and genuinely helpful to users, rather than being perceived as intrusive or overly automated, is a significant design challenge.

• Cross-Functional Alignment: Ensuring consensus and buy-in from diverse stakeholders (Product, Engineering, Sales, Customer Success) on complex operational design decisions.

• Measuring Operational Impact: Quantifying the effectiveness of design solutions on complex operational workflows can be challenging, requiring sophisticated data analysis and outcome definition.

Learning & Development Opportunities:

• Advanced AI Design Practices: Opportunity to deepen expertise in designing with and for AI, staying at the forefront of technological advancements in user experience.

• Enterprise Workflow Optimization: Become a subject matter expert in optimizing complex administrative and operational processes within large organizations, particularly in the learning and development space.

• Product Strategy and Leadership: Gain exposure to high-level product strategy and roadmapping, with potential to influence the direction of Docebo's core platform.

• Mentorship and Skill Development: Opportunities to mentor junior designers and continuously refine skills in interaction design, visual design, user research, and systems thinking.

• Industry Exposure: As part of a publicly traded SaaS company, there's exposure to broader business strategy, market dynamics, and the complexities of scaling a global technology product.

📝 Enhancement Note: The challenges are directly derived from the "Adventure Ahead" and "Superpowers" sections, focusing on the inherent complexities of designing for enterprise operations and AI. The growth opportunities are framed around leveraging these challenges for professional development.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to design for a highly complex, ambiguous operational workflow. How did you approach framing the problem, and what was your process for developing a solution?" (Focus on problem framing, workflow mapping, and iterative design).

• "How do you balance designing within established design systems and API constraints with the need to create innovative and engaging user experiences? Can you provide an example?" (Focus on systems thinking, collaboration with Design System/Eng teams, and pragmatic innovation).

• "Tell us about a project where you incorporated AI or automation into a user experience. What were the challenges, how did you ensure user trust and control, and what was the impact?" (Focus on AI design, user-centricity, and measurable outcomes). Company & Culture Questions:

• "What excites you about Docebo's mission to use AI to change how people learn at work?" (Demonstrate research and alignment with company vision).

• "How do you embody Docebo's values like 'Clear is Kind' or 'Own Outcomes' in your daily work, especially when collaborating with cross-functional teams?" (Showcase cultural fit and understanding of company principles).

• "How would you measure the success of your design contributions to features that streamline training operations for our enterprise clients?" (Focus on impact measurement and understanding of operational metrics). Portfolio Presentation Strategy:

• Structure for Impact: For each case study, follow a clear narrative: Problem -> Your Role -> Process -> Solution -> Impact. Dedicate significant time to explaining your process and decisions.

• Highlight Operational Nuances: Explicitly call out the operational complexities you addressed, the systems you considered, and how your design facilitated smoother workflows, resource management, or scheduling.

• Demonstrate AI Integration: If you have projects involving AI or automation, clearly explain the AI's role, how it was integrated into the user journey, and the benefits it provided.

• Quantify Success: Use data, metrics, and testimonials to prove the effectiveness of your designs. Focus on metrics relevant to operations, such as time saved, error reduction, or increased efficiency.

• Be Ready for Collaboration: Treat the case study discussion as a collaborative design session. Be open to feedback and demonstrate your ability to iterate and problem-solve on the spot.

📝 Enhancement Note: The interview preparation advice is tailored to the specific responsibilities and company culture outlined in the job description, with a strong emphasis on preparing for the portfolio deep dive and collaborative case discussion.

📌 Application Steps

To apply for this Senior Product Designer position at Docebo:

• Submit your application through the provided Ashby application link.

• Portfolio Customization: Curate your portfolio to prominently feature 2-3 B2B SaaS or enterprise operations design projects that best align with the role's focus on ILT/TMS, complex workflows, and AI-assisted design. Clearly articulate the operational challenges you addressed and the impact of your solutions.

• Resume Optimization: Ensure your resume highlights your experience in product design leadership, B2B SaaS, enterprise systems, workflow optimization, and any relevant domain experience (LMS, ERP, etc.). Quantify achievements where possible.

• Interview Preparation: Thoroughly review the outlined interview process. Practice articulating your design process, rationale behind decisions, and how you've handled complex operational challenges and integrated AI. Prepare specific examples for behavioral and strategy questions.

• Company Research: Deeply research Docebo's mission, product, AI strategy, and company values. Understand their "Docebo Heart" principles and how they translate into a collaborative and customer-focused work environment.

⚠️ 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.