Product Designer - ShareGate

📍 Job Overview

Job Title: Product Designer - ShareGate

Company: Workleap

Location: Canada - Remote

Job Type: Full-time

Category: Product Design

Date Posted: 2025-11-27

Experience Level: Mid-level (implied by "moderate complexity" and "2-5 years" AI estimation)

Remote Status: Remote Solely

🚀 Role Summary

• Design and own key features for ShareGate Migrate, a leading Microsoft 365 migration and governance solution, focusing on enhancing user experience for IT professionals.

• Collaborate closely with Product Managers and Engineers within an agile, product-trio model to deliver intuitive and impactful migration workflows.

• Apply modern UX research methodologies, rapid prototyping, and data-driven insights to solve complex user problems and refine product strategy.

• Contribute to the evolution of a product renowned for its simplicity, ensuring it remains the most intuitive migration tool on the market.

📝 Enhancement Note: The role is explicitly for Product Design within the ShareGate product line, focusing on the "Migrate" feature. The description emphasizes owning projects of moderate complexity and collaborating within a "product trio" (Designer, PM, Engineer), which is a common agile structure in tech companies. The AI-estimated experience level of 2-5 years aligns with the "moderate complexity" scope.

📈 Primary Responsibilities

• Design features and epics aligned with the ShareGate Migrate team's strategic goals and current user needs, ensuring seamless integration into the product roadmap.

• Facilitate ideation sessions and explore multiple design solutions through rapid prototyping, user testing, and iterative refinement based on customer feedback.

• Apply design frameworks to meticulously map end-to-end user journeys, identify root causes of user pain points, and clearly define product problems.

• Experiment quickly with new concepts and iterate designs based on qualitative customer feedback and quantitative UX metrics to ensure measurable impact.

• Collaborate effectively with Product Managers to clarify scope, define requirements, and partner with Engineers to ensure high-quality, pixel-perfect delivery of designed features.

• Contribute to the overall product strategy by developing bold concepts and forward-thinking workflows that anticipate future user needs and market trends.

• Leverage data, user research findings, and UX metrics to inform design decisions and rigorously evaluate the success of implemented features post-launch.

• Deliver detailed design specifications, provide comprehensive support to the Quality Assurance (QA) team, and actively follow through on designs post-launch to address any issues.

• Actively contribute to improving team rituals, design processes, and shared working practices to foster a collaborative and efficient design environment.

📝 Enhancement Note: The primary responsibilities are directly extracted from the job description and structured to highlight the core duties of a product designer in an agile SaaS environment. Keywords like "user journeys," "rapid prototyping," "UX metrics," "product strategy," and "agile collaboration" are integrated.

🎓 Skills & Qualifications

Education: While no specific degree is listed, a strong portfolio demonstrating design proficiency is implicitly required. Candidates with degrees in Human-Computer Interaction (HCI), Design, Computer Science, or related fields may have a foundational advantage.

Experience: A minimum of 2-5 years of experience in Product Design, with a focus on SaaS products or complex technical platforms, is recommended.

Required Skills:

• Strong understanding of modern UX research methods and the ability to apply them appropriately to inform design decisions.

• Proficient in rapid prototyping and concept exploration techniques to quickly test and validate design ideas.

• Solid foundational visual and interaction design capabilities with a high degree of craft and attention to detail.

• Proven ability to interpret UX metrics and behavioral insights to drive informed design decisions and measure success.

• Demonstrated experience working on Software as a Service (SaaS) products or complex technical platforms, understanding their unique design challenges.

• Effective collaboration skills, with a proven track record of working seamlessly with product management and engineering teams in an agile setting.

• Clear, concise communication skills, both written and verbal, ensuring effective articulation of design rationale and project status.

Preferred Skills:

• Familiarity with design systems and best practices for scaling and maintaining them effectively across a product.

• Experience with Microsoft 365 ecosystem or IT administration tools would be advantageous.

• Knowledge of Jira or similar project management tools for workflow tracking and collaboration.

• Ability to contribute to and improve team rituals, processes, and shared working practices.

📝 Enhancement Note: The required skills are directly pulled from the "Qualifications" section of the job description. The "Preferred Skills" section includes inferences based on the product context (Microsoft 365, IT admins) and the mention of team process improvement. The AI-estimated experience level is included as a guideline.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate end-to-end design ownership for features or projects of moderate complexity, showcasing problem definition to final delivery.

• Include case studies that highlight the application of UX research methods and rapid prototyping to explore and validate solutions.

• Showcase examples of how data, UX metrics, and customer feedback were used to inform design decisions and measure the impact of your work.

Process Documentation:

• Detail your process for mapping user journeys and defining root causes of user problems within a complex technical domain.

• Provide examples of how you experiment quickly and iterate designs based on customer feedback and measurable outcomes.

• Illustrate your approach to delivering detailed specifications and supporting QA and post-launch follow-up for designed features.

• Showcase contributions to improving team rituals, processes, and shared working practices, demonstrating a proactive approach to team efficiency.

📝 Enhancement Note: This section infers portfolio requirements based on the stated responsibilities and qualifications. For product design roles, a portfolio is crucial for demonstrating practical application of skills. The emphasis is on showcasing process, problem-solving, collaboration, and impact, which are key for operations-adjacent product roles.

💵 Compensation & Benefits

Salary Range: $100,000 - $125,000 CAD per year.

• This range is explicitly stated in the job description.

Benefits:

• Comprehensive health and dental benefits package (standard for full-time roles, inferred).

• Opportunities for professional development and continuous learning (inferred from emphasis on growth and team improvement).

• Remote work flexibility, allowing for a better work-life balance.

• Access to cutting-edge technology and tools to support design and productivity.

• A collaborative and innovative work environment focused on making work simpler and better.

Working Hours: The job description implies a standard full-time work week, with an AI estimation of 40 hours per week. The emphasis on remote work and team collaboration suggests a degree of flexibility within standard business hours.

📝 Enhancement Note: The salary range is directly provided. Benefits are inferred based on standard offerings for full-time tech roles and the company's mission and culture. The "working hours" are estimated based on standard full-time employment. The note about regional adjustment for salary is crucial for candidates in different Canadian provinces.

🎯 Team & Company Context

🏢 Company Culture

Industry: Technology, Software, HR Tech, IT Solutions. Workleap operates in the HR and IT solutions space with its Workleap Platform and ShareGate products.

Company Size: Workleap is a growing tech company, indicated by its mission to build game-changing products and its two distinct product lines, suggesting a significant operational footprint. The AI-estimated company size is likely in the hundreds to a few thousand employees.

Founded: 2006. This history suggests a mature company with established processes but also a continued drive for innovation and simplicity.

Team Structure:

• The role is within the ShareGate Migrate Product team, which includes Product Designers, Product Managers, and Engineers, functioning as a close-knit "product trio."

• This team operates with a focus on core user problems and rapid validation through experimentation.

Methodology:

• The team emphasizes focusing on core user problems and collaborating closely within the product trio.

• A key methodology involves rapidly testing and validating solutions with users through experimentation.

• The company culture values curiosity, bold building, rapid learning, experimentation, and a focus on customer value and simplicity.

Company Website: https://workleap.com/

📝 Enhancement Note: Company context is drawn from the "Company Description" and "Who we are" sections. The industry, size, and founding date provide background. The team structure and methodology are inferred from specific mentions of the "product trio," "experimentation," and "user problems."

📈 Career & Growth Analysis

Operations Career Level: This role is a mid-level Product Designer position, responsible for owning moderately complex projects. It involves significant autonomy in design execution and collaboration but likely reports into a Design Lead or Manager.

Reporting Structure: The Product Designer will report to a lead within the ShareGate Migrate Product team, likely a Product Manager or a Design Lead/Manager, and will work in close collaboration with engineers.

Operations Impact: The Product Designer's work directly impacts the usability and effectiveness of ShareGate Migrate, a critical tool for IT professionals. By ensuring simplicity and intuitiveness, the designer contributes to customer satisfaction, adoption rates, and ultimately, the revenue generated by the ShareGate product line through enhanced user experience and efficiency.

Growth Opportunities:

• Skill Advancement: Opportunity to deepen expertise in designing for complex technical platforms (Microsoft 365), AI integration, and evolving design systems.

• Leadership Potential: Potential to grow into a Senior Product Designer role, mentoring junior designers, leading larger initiatives, or specializing in specific product areas.

• Cross-Functional Exposure: Gaining deep experience working within agile product trios and contributing to product strategy can open doors to Product Management or specialized UX roles.

• Process Improvement: Contributing to and leading improvements in team rituals and design processes offers leadership and influence opportunities.

📝 Enhancement Note: This section analyzes the role's position within a typical product design career path, focusing on the impact and growth potential relevant to operations-adjacent roles. The emphasis is on skill development, leadership, and cross-functional contributions.

🌐 Work Environment

Office Type: Primarily a remote-first work environment, as indicated by "Canada - Remote" location and "#LI-Remote" tag.

Office Location(s): While the role is remote across Canada, Workleap is headquartered in Montreal. The company may have physical offices, but this role is designated as fully remote.

Workspace Context:

• The work environment is described as collaborative, with a focus on team rituals and shared working practices.

• Designers will have access to the necessary tools and technology, including Jira for project management and implied access to design software and collaboration platforms.

• Opportunities for interaction include user interviews, design critiques, and daily collaboration with PMs and Engineers within the product trio.

Work Schedule: The role is full-time, with an estimated 40 hours per week. The remote nature implies flexibility in managing daily tasks, provided collaboration and deadlines are met. The mention of "user interviews, concept exploration, prototyping, asynchronous reviews, design critiques, collaboration with engineering & product management, QA support" suggests a blend of synchronous and asynchronous work.

📝 Enhancement Note: The work environment is characterized as remote-first, emphasizing collaboration and flexibility within a structured team setting. This is typical for modern tech companies and aligns with the company's mission to make work simpler.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A phone screen will likely assess basic qualifications, role fit, and salary expectations.

• Virtual Interview: A virtual interview (likely via Microsoft Teams) will delve deeper into experience, design process, and problem-solving skills.

• Work Sample: Candidates will be asked to complete a work sample, which is a common way to assess practical design skills, problem-solving approach, and ability to deliver under constraints. This is a critical stage for showcasing your design process and rationale.

• Job Offer: Final offer extended following successful completion of all stages.

Portfolio Review Tips:

• Curate for Relevance: Select 2-3 case studies that best demonstrate your experience with complex SaaS products, user journey mapping, rapid prototyping, and data-informed design.

• Focus on Process: Clearly articulate the problem you were solving, your design process (research, ideation, prototyping, testing, iteration), your role, and the rationale behind your decisions.

• Showcase Impact: Quantify results whenever possible. Use UX metrics, customer feedback quotes, or business outcomes to demonstrate the success of your designs. Highlight how you contributed to ShareGate's goal of simplicity and intuitiveness.

• Highlight Collaboration: Include details on how you collaborated with PMs and Engineers, demonstrating your ability to work effectively within a product trio and navigate technical constraints.

• Visual Clarity: Ensure your portfolio is well-organized, visually appealing, and easy to navigate.

Challenge Preparation:

• Understand the Product: Research ShareGate, its target audience (Microsoft 365 admins, IT teams), and its core value proposition (simplicity, efficiency in migration and governance).

• Prepare for Design Scenarios: Be ready to discuss how you would approach designing for a specific feature or problem space relevant to migration or governance. Practice articulating your thought process, from initial problem definition to solution exploration.

• Data & Metrics: Be prepared to discuss how you use data and UX metrics to inform decisions and measure success. Have examples of metrics you've tracked and how they influenced your design iterations.

• AI Integration: Think about how AI could be integrated into migration workflows and be ready to discuss potential use cases and design considerations.

• Communication: Practice explaining complex design decisions clearly and concisely, as you'll need to articulate your rationale effectively during interviews and potentially during a work sample presentation.

📝 Enhancement Note: The interview process is detailed in the "Additional Information" section. The portfolio and challenge preparation advice is tailored to product design roles, emphasizing case studies, process, impact, and product-specific knowledge, especially concerning complex technical platforms and user-centric design.

🛠 Tools & Technology Stack

Primary Tools:

• Prototyping Tools: Candidates are expected to have strong prototyping skills. Common tools include Figma, Sketch, Adobe XD, and InVision.

• Design Software: Figma, Sketch, Adobe Creative Suite.

• Project Management: Jira is explicitly mentioned as being managed by the team, indicating its use for workflow tracking and collaboration.

• Collaboration Platforms: Microsoft Teams is mentioned for interviews, suggesting its use internally for communication and collaboration.

Analytics & Reporting:

• UX Metrics Tools: While not specified, tools like Google Analytics, Mixpanel, Amplitude, or in-house analytics platforms are typically used to track user behavior and measure feature success.

• User Research Platforms: Tools for surveys, interviews, and usability testing (e.g., UserTesting.com, Lookback, Qualtrics) are likely utilized.

CRM & Automation:

• Not directly relevant to the Product Designer role, but understanding how product usage data might feed into CRM or marketing automation systems for customer engagement could be beneficial.

📝 Enhancement Note: The tools and technology stack are inferred based on standard practices for product designers in SaaS companies and specific mentions in the job description (Jira, Microsoft Teams). The emphasis is on design and prototyping tools, project management, and analytics for user behavior.

👥 Team Culture & Values

Operations Values:

• Simplicity: A core value, reflected in the mission to "craft the simplest products that deliver exceptional value." This means prioritizing clarity, ease of use, and efficiency in design.

• Customer-Centricity: The team focuses on "core user problems" and "rapidly testing and validating solutions with users," indicating a strong commitment to understanding and serving customer needs.

• Curiosity & Boldness: The company culture encourages "curious minds and bold builders," suggesting an environment where new ideas are welcomed, and experimentation is encouraged.

• Collaboration & Trust: "We build together, we trust each other, and we support each other" highlights a collaborative and supportive team dynamic.

• Continuous Learning & Growth: The company thrives on "experimentation, rapid learning, and even the occasional discomfort - that’s where growth happens."

Collaboration Style:

• Product Trio Model: Close, daily collaboration within the Product Designer, Product Manager, and Engineer unit.

• Cross-functional Partnership: Working with PMs to clarify scope and Engineers for high-quality delivery.

• Design System Integration: Partnership with the Design System team to ensure consistency and scalability.

• Open Communication: Encouraged through design critiques, asynchronous reviews, and team rituals.

📝 Enhancement Note: Team culture and values are extracted from the "Company Description," "Who we are," and "Additional Information" sections. The emphasis is on Workleap's core values of simplicity, customer focus, innovation, and collaboration, as they relate to the design team's operations.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Complexity: Simplifying complex Microsoft 365 migration and governance workflows for IT professionals requires deep understanding and elegant design solutions.

• Evolving User Needs: Keeping pace with advancements in Microsoft 365 and the integration of AI requires continuous learning and adaptation of the product's design.

• Balancing Simplicity and Power: Ensuring the product remains intuitive while offering robust functionality for sophisticated IT tasks.

• Maintaining Design Consistency: Evolving the visual and interaction model of a product known for simplicity while strengthening alignment with the Design System.

Learning & Development Opportunities:

• Specialization: Deepen expertise in SaaS product design for enterprise IT solutions and AI-assisted workflows.

• Leadership: Opportunity to mentor, lead design initiatives, and influence product strategy as a senior member of the team.

• Industry Trends: Stay at the forefront of UX design, AI integration, and Microsoft 365 ecosystem evolution.

• Process Innovation: Contribute to and lead enhancements in team design processes and rituals.

📝 Enhancement Note: Challenges are identified based on the product's nature (complex technical platform), the company's stated goals (modernization, AI integration), and the designer's role. Growth opportunities are framed around career progression and skill development within the operations and product design space.

💡 Interview Preparation

Strategy Questions:

• "How would you approach designing a new AI-assisted feature for ShareGate Migrate? Walk me through your process from concept to validation." (Focus on problem definition, user needs, AI considerations, prototyping, and testing.)

• "Describe a time you had to simplify a complex workflow for users. What was your process, what challenges did you face, and what was the outcome?" (Demonstrates problem-solving, user journey mapping, and iteration.)

• "How do you balance the need for a simple user interface with the requirement for powerful functionality in a technical product like ShareGate?" (Assesses understanding of the product's core value proposition and design trade-offs.)

Company & Culture Questions:

• "What interests you about Workleap and the ShareGate product specifically?" (Demonstrates research and genuine interest.)

• "How do you contribute to a team culture focused on simplicity, experimentation, and continuous learning?" (Assesses cultural fit and proactive engagement.)

• "How do you use data and user feedback to inform your design decisions?" (Highlights data-driven approach and customer empathy.)

Portfolio Presentation Strategy:

• Structure: Organize your presentation around 2-3 key case studies. For each, clearly outline the problem, your specific role and contributions, your design process (research, ideation, prototyping, testing), key decisions made, and the final outcome/impact.

• Quantify Impact: Whenever possible, use metrics (e.g., conversion rates, task completion times, user satisfaction scores) to demonstrate the success of your designs. If quantitative data isn't available, use qualitative feedback or observed behavioral changes.

• Articulate Rationale: Be prepared to explain why you made certain design choices, linking them back to user needs, business goals, or product strategy.

• Showcase Collaboration: Mention how you collaborated with PMs and Engineers, highlighting any challenges and how you overcame them.

• Address Simplicity: Given ShareGate's emphasis on simplicity, be ready to discuss how your designs contribute to this core value.

📝 Enhancement Note: Interview preparation advice is tailored to a product design role in a SaaS tech company, focusing on common strategic questions, behavioral assessments, and practical presentation advice that aligns with the company's values and product focus.

📌 Application Steps

To apply for this Product Designer position:

• Submit your application through the provided Greenhouse link to formally express your interest.

• Portfolio Customization: Curate your portfolio to prominently feature 2-3 case studies that best align with the requirements for designing complex SaaS products, mapping user journeys, and leveraging data/user feedback, especially for technical audiences.

• Resume Optimization: Tailor your resume to highlight keywords and experiences mentioned in the job description, such as "UX Research," "Prototyping," "SaaS Products," "Collaboration," "Microsoft 365," and any experience with AI in design workflows. Quantify achievements where possible.

• Interview Preparation: Practice articulating your design process, rationale, and the impact of your work. Be ready to discuss your approach to simplifying complex workflows and your experience within an agile product trio. Prepare specific examples for behavioral questions.

• Company Research: Thoroughly research Workleap, its products (ShareGate, Workleap Platform), its mission, and its values. Understand the target audience for ShareGate (IT professionals managing Microsoft 365) to better tailor your responses and showcase your understanding of their needs.

⚠️ 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.