Content Designer, Contractor

📍 Job Overview

Job Title: Content Designer, Contractor

Company: PointClickCare

Location: Remote - Canada

Job Type: Contract

Category: UX Design / Content Strategy

Date Posted: 2026-06-03

Experience Level: Mid-Level (2-5 years)

Remote Status: Fully Remote

🚀 Role Summary

• Design and develop user-centered product content and conversational flows to empower customers in healthcare.

• Collaborate with cross-functional teams including UX Designers, Engineers, and Product Leaders to create intuitive and effective user experiences.

• Leverage AI as a design partner for ideation, prototyping, and content exploration, while ensuring alignment with organizational standards.

• Contribute to the development of content architecture and strategies for new and existing platforms within the healthcare technology sector.

• Apply agile methodologies and user-focused techniques to deliver high-quality, accessible, and relevant content solutions.

📝 Enhancement Note: This role is specifically for a Content Designer within a Product Design team, emphasizing UX writing, content architecture, and AI-assisted design. The "Contractor" designation and 6-month term are critical for candidates to note. The focus on healthcare technology (EHR, health tech) is a significant differentiator.

📈 Primary Responsibilities

• Design and develop user-centered content for product interfaces, ensuring clarity, consistency, and adherence to style guides.

• Create and structure content for easy reuse across multiple platforms, personas, and markets, contributing to effective content architecture.

• Translate user stories and research findings into actionable content design approaches that meet user needs and business objectives.

• Write instructional documentation, microcopy, and UI text that simplifies complex language and processes for healthcare providers.

• Collaborate with UX Designers, Product Managers, and Engineers in an agile environment to integrate content seamlessly into product development cycles.

• Utilize and explore AI-driven tools as a design partner for content ideation, prototyping, and refinement, ensuring outputs are compliant and user-centric.

• Design basic conversational flows for simple user interactions, focusing on natural language, empathy, and accessibility.

• Participate in user research activities to understand user needs and validate content design decisions.

• Contribute to the development and maintenance of content design best practices and standards within the UX department.

• Advocate for the user throughout the design process, ensuring intuitiveness and ease of use for healthcare software.

📝 Enhancement Note: The responsibilities clearly indicate a hands-on content creation role with a strong emphasis on user experience and collaboration within an agile framework. The inclusion of AI and conversational design signifies a forward-thinking approach to content strategy within the health tech domain.

🎓 Skills & Qualifications

Education: Bachelor’s degree in English, UX Writing, Technical Communications, Journalism, or a related field; or equivalent practical experience and training.

Experience:

• 2-5 years of experience in content design within a product-focused environment.

• Demonstrated experience in writing and structuring content for technical communications, instructional materials, and UX interfaces.

• Proven ability to apply user-centered design (UCD) techniques and principles. Required Skills:

• Content Design: Expertise in crafting clear, concise, and user-friendly content for digital products.

• UX Writing: Proficiency in writing microcopy, UI text, and interface content that guides users effectively.

• Content Architecture: Understanding of how to structure content for scalability, reusability, and optimal user navigation.

• User-Centered Design (UCD): Ability to apply UCD principles to research, design, and iterate on content solutions.

• AI-Assisted Tools: Experience leveraging AI tools for content ideation, generation, and refinement.

• Conversational Design: Foundational knowledge of designing simple, accessible conversational flows.

• Agile Methodology: Experience working within agile development sprints and collaborating with cross-functional agile teams.

• Prototyping: Ability to build content from prototypes and integrate content requirements into prototypes.

• Analytical Thinking: Capacity to use basic data analysis to inform content decisions and summarize findings.

• Relationship Management: Skills in identifying, managing, and collaborating effectively with project teams.

• Technical Communications: Experience in producing clear and accurate technical documentation.

• Instructional Design: Ability to create content that effectively teaches users how to perform tasks.

Preferred Skills:

• Experience with Authoring and Publishing Content Management Systems (CCMS).

• Domain knowledge in healthcare technology, Electronic Health Records (EHR), or similar software.

• Familiarity with tools such as Paligo, Pendo, Jira, Figma, Power BI, or Smartsheet.

• Excellent communication and presentation skills, with the ability to work independently and collaboratively.

• Experience in the health tech industry.

📝 Enhancement Note: The experience level is estimated between 2-5 years, aligning with a mid-level content designer role. The emphasis on both AI and conversational design, alongside traditional UX writing and content architecture, suggests a modern and evolving content design practice. Proficiency in specific tools like Paligo, Pendo, and Jira, while preferred, indicates the type of workflow the candidate will encounter.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase a variety of content design work, including UI content, instructional documentation, and microcopy.

• Include examples of AI-assisted content creation and conversational design, demonstrating practical application of these technologies.

• Highlight projects that demonstrate strong user-centered design principles and problem-solving through content.

• Present case studies that illustrate your process from research and strategy to final implementation and impact. Process Documentation:

• Provide examples of how you approach content strategy development for new features or products.

• Demonstrate your workflow for creating and refining content within an agile development cycle.

• Showcase how you incorporate user feedback and data analysis into your content design process.

• Illustrate your methods for ensuring content consistency, accuracy, and adherence to style guides across different platforms.

📝 Enhancement Note: The portfolio requirement is explicit and specific, demanding evidence of UI content, instructional documentation, microcopy, and crucially, AI-assisted and conversational design work. This indicates that candidates will be evaluated on their ability to not only write effectively but also to innovate with emerging content technologies.

💵 Compensation & Benefits

Salary Range: $46.12 - $51.25 CAD per hour

Benefits: As a contractor, benefits typically depend on the specific agreement and the contracting agency, if applicable. PointClickCare’s standard benefits for full-time employees (which may not apply to contractors) often include health and dental coverage, RRSP matching, paid time off, and professional development opportunities. However, contractors may receive a higher hourly rate to compensate for the lack of these benefits.

Working Hours: Standard full-time hours are expected, likely around 40 hours per week. Flexibility may be available, but adherence to agile team schedules and project deadlines is crucial. Some in-office events may require travel to Mississauga or Salt Lake City offices.

📝 Enhancement Note: The hourly pay rate is clearly stated at $46.12 - $51.25 CAD. As this is a contract role, specific benefits are not detailed, which is common. The note about potential travel for in-office events is important for remote candidates to consider.

🎯 Team & Company Context

🏢 Company Culture

Industry: Healthcare Technology (Health Tech)

Company Size: PointClickCare is a significant player in the health tech industry, serving over 30,000 provider organizations with its platform and marketplace. This scale suggests a dynamic and well-resourced organization.

Founded: PointClickCare is a founder-led, privately held company with a history of innovation, reinvesting significantly in R&D, which fosters an environment conducive to exploring new technologies like AI.

Team Structure:

• The Content Designer will be part of the User Experience (UX) Department, specifically within the Content Design Team.

• This team collaborates closely with UX Designers, Engineers, and Product Leaders, indicating a cross-functional, integrated approach to product development.

• The reporting structure likely involves a Content Design Lead or a UX Manager. Methodology:

• Data-Driven Decisions: The company emphasizes using data analysis to inform content and design choices.

• Agile Development: The team operates within an agile framework, requiring adaptability, iterative design, and continuous collaboration.

• AI Integration: PointClickCare actively integrates AI as a catalyst for creativity and productivity, expecting employees to harness these tools.

• User-Centricity: A core tenet is empowering customers and ensuring intuitive, easy-to-use software through a human-first approach.

Company Website: https://pointclickcare.com/life-at-pointclickcare/

📝 Enhancement Note: PointClickCare is a recognized leader in health tech, known for its large dataset and marketplace. The company culture is described as founder-led, innovative, and focused on AI integration and human-first healthcare. The UX department emphasizes collaboration and data-driven decision-making within an agile framework.

📈 Career & Growth Analysis

Operations Career Level: This role is classified as a Contractor, specifically a Content Designer. It offers an opportunity to gain experience in a leading health tech company, working on complex product content challenges, including AI and conversational design.

Reporting Structure: The Content Designer will report into the Content Design Team within the UX Department, collaborating closely with UX Designers, Engineers, and Product Leaders. This structure promotes cross-functional learning and exposure to various aspects of product development.

Operations Impact: This role directly impacts the user experience of PointClickCare's software by making complex healthcare processes and information intuitive and accessible. Effective content design is crucial for customer adoption, satisfaction, and efficient use of the platform, ultimately supporting the company's mission of enabling providers to deliver exceptional care.

Growth Opportunities:

• Skill Development: Gain hands-on experience with cutting-edge AI and conversational design tools and methodologies within a professional setting.

• Industry Exposure: Deepen understanding of the health tech industry and the unique content challenges within healthcare software.

• Portfolio Enhancement: Build a robust portfolio with diverse projects, including AI-assisted content and conversational flows, which is highly valuable in the current job market.

• Networking: Collaborate with experienced UX professionals, engineers, and product managers, expanding professional networks.

• Potential for Extension/Full-Time: While a 6-month contract, strong performance can sometimes lead to contract extensions or opportunities for full-time roles within the organization.

📝 Enhancement Note: As a contractor role, the primary growth is focused on skill acquisition, portfolio building, and gaining specific industry experience in health tech. The emphasis on AI and conversational design offers a unique learning opportunity.

🌐 Work Environment

Office Type: This is a fully remote role within Canada. However, the job description notes that for remote roles, there are "in-office events" requiring travel to Mississauga and/or Salt Lake City offices for onboarding, team events, and semi-annual/annual meetings.

Office Location(s): While the role is remote, potential travel destinations for required events are Mississauga (likely Ontario, Canada) and Salt Lake City (Utah, USA).

Workspace Context:

• Remote Collaboration: Expect to work with colleagues across different locations, utilizing digital collaboration tools for communication and project management.

• Agile Environment: The workspace will be dynamic and fast-paced, with an agile workflow that requires quick adaptation and responsiveness.

• Technology Focus: Access to industry-standard UX design tools, content management systems, and AI platforms will be integral to the daily workflow.

• Cross-functional Interaction: Frequent collaboration with UX Designers, Engineers, and Product Managers will be a key aspect of the work environment.

Work Schedule: A standard 40-hour work week is anticipated. While remote, maintaining consistent availability during core business hours for team collaboration and agile ceremonies is expected.

📝 Enhancement Note: The remote nature of the role is clear, but the requirement for occasional travel to physical offices in Mississauga and Salt Lake City is an important detail for candidates to be aware of when considering their location and availability for travel.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio to assess your experience and suitability for the role.

• Portfolio Presentation: Expect to present your portfolio, walking through key projects, your design process, and the impact of your work, with a focus on UI content, instructional docs, microcopy, and AI/conversational design.

• Skills-Based Interviews: Interviews will likely focus on your content design skills, UCD principles, agile experience, and ability to collaborate. Behavioral questions assessing problem-solving and teamwork will also be used.

• Technical/Case Study: You might be asked to complete a small content design exercise or a case study related to a hypothetical product scenario, potentially involving AI or conversational elements.

• Hiring Manager/Team Interview: A final discussion to assess cultural fit, motivation, and alignment with the team's dynamics and PointClickCare's values.

Portfolio Review Tips:

• Curate Strategically: Showcase 3-5 of your strongest projects that best align with the job description – emphasize UI content, instructional docs, microcopy, and any AI/conversational design work.

• Tell a Story: For each project, clearly outline the problem, your role, your process (research, ideation, design, testing), the solutions you implemented, and the measurable results or impact.

• Highlight AI/Conversational Design: If you have relevant experience, dedicate specific examples or a section to demonstrate your capabilities in these emerging areas. Show how you leveraged AI as a partner.

• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your content designs (e.g., reduced support tickets, improved task completion rates, increased user engagement).

• Be Prepared for Questions: Anticipate questions about your design choices, how you handled challenges, how you collaborated with teams, and your understanding of user needs.

Challenge Preparation:

• Understand the Domain: Familiarize yourself with PointClickCare's products and the healthcare technology landscape.

• Practice UCD Principles: Be ready to discuss how you apply user-centered design in practice.

• AI & Conversational Design: Review best practices and common challenges in AI-assisted content creation and conversational UX.

• Agile Workflow: Be prepared to discuss how you operate within an agile team and contribute to sprint goals.

• Content Strategy: Think about how you would approach developing content strategies for complex software applications.

📝 Enhancement Note: The application process places a strong emphasis on the portfolio, particularly for AI and conversational design work. Candidates should prepare to articulate their process and demonstrate tangible results, aligning with the company's focus on innovation and user impact.

🛠 Tools & Technology Stack

Primary Tools:

• Content Management Systems (CCMS): Experience with authoring and publishing CCMS is required.

• Design & Prototyping Tools: Likely includes Figma for design mock-ups and prototypes.

• Agile Project Management Tools: Jira is specifically mentioned as a plus, indicating its likely use in tracking tasks, sprints, and workflows.

• AI Tools: Candidates are expected to leverage AI as a design partner, implying familiarity with various AI-powered writing assistants, ideation tools, or content generation platforms.

Analytics & Reporting:

• Data Analysis Tools: Basic data analysis is required; Power BI is mentioned as a plus, suggesting its use for reporting and insights.

• User Engagement Tools: Pendo is mentioned as a plus, often used for product analytics, user onboarding, and feature adoption tracking.

CRM & Automation:

• Collaboration & Productivity: Smartsheet is listed as a plus, often used for project management, workflow automation, and team collaboration.

• Communication Platforms: Standard tools like Slack or Microsoft Teams for internal communication are expected.

📝 Enhancement Note: The technology stack includes essential UX and content tools like CCMS, Figma, and Jira. The explicit mention of AI tools and preferred analytics/collaboration platforms like Pendo and Smartsheet highlights the modern, tech-driven environment.

👥 Team Culture & Values

Operations Values:

• Customer Focus: A strong commitment to understanding and serving customer needs to empower them in delivering exceptional care.

• Innovation & AI Integration: Embracing AI as a catalyst for creativity, productivity, and shaping the future of healthcare.

• Collaboration: Working effectively with diverse teams (UX, Engineering, Product) to achieve shared goals.

• Data-Driven Decision Making: Utilizing data and analytics to inform design choices and measure impact.

• Agile and Resilient: Adapting to change, being resilient, and embracing iterative development methodologies.

• Excellence: Striving to design and deliver world-class product content and user experiences.

Collaboration Style:

• Cross-functional Integration: The team operates in a highly collaborative, cross-functional manner, with designers working closely with engineers and product managers.

• Open Communication: Regular and clear communication is essential, involving consultation and clarification of mutual needs and commitments.

• User Advocacy: A shared responsibility to champion the user's perspective throughout the product development lifecycle.

• Iterative Feedback: An environment that encourages feedback exchange, reflection, and continuous improvement in processes and deliverables.

📝 Enhancement Note: PointClickCare emphasizes a human-first, AI-accelerated approach to healthcare. The culture values innovation, data-driven insights, strong cross-functional collaboration, and a deep commitment to customer success within an agile framework.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing AI and Human Oversight: Effectively integrating AI-generated content while maintaining quality, compliance, and a human-centered voice.

• Complex Domain: Navigating the intricacies of healthcare software and regulations to create clear and accurate content.

• Agile Pace: Adapting to the fast-paced, iterative nature of agile development and managing multiple competing priorities.

• Cross-functional Alignment: Ensuring content strategy and execution align with the goals of diverse teams (UX, Engineering, Product, Marketing).

• Contract Role Dynamics: Adapting to a contract role, which may involve a steeper learning curve and a need for rapid contribution.

Learning & Development Opportunities:

• AI & Conversational Design Mastery: Deepen expertise in leveraging AI tools and designing effective conversational interfaces in a practical setting.

• Health Tech Domain Expertise: Gain specialized knowledge in the healthcare technology sector, a rapidly growing and impactful industry.

• Advanced UX Practices: Learn from experienced UX professionals and contribute to best practices in content design for complex software.

• Portfolio Building: Develop a strong portfolio of work that showcases modern content design skills, including AI and conversational elements, enhancing future career prospects.

• Agile Workflow Proficiency: Enhance adaptability and efficiency by working within established agile development processes.

📝 Enhancement Note: The primary challenges revolve around mastering AI and conversational design within the complex health tech domain, while thriving in an agile, cross-functional environment. Growth is heavily focused on skill acquisition and portfolio enhancement in these key areas.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you used AI as a design partner to create or refine content. What was your process, and what were the outcomes?" (Focus on your collaboration with AI, critical evaluation of its output, and how you ensured compliance and user-centricity.)

• "How would you approach designing content for a new feature that aims to simplify a complex healthcare workflow for clinicians?" (Prepare to discuss your UCD process, user research methods, content strategy, and how you'd ensure clarity and accuracy.)

• "Walk us through a content design project where you had to manage competing priorities or stakeholder feedback. How did you navigate this, and what was the result?" (Highlight your prioritization skills, communication, and ability to balance different needs while staying user-focused.) Company & Culture Questions:

• "What interests you about PointClickCare and the healthcare technology industry?" (Research the company's mission, products, and recent news. Connect your interest to their focus on innovation, AI, and improving healthcare.)

• "How do you see AI impacting the future of content design, particularly in enterprise software?" (Express your forward-thinking perspective and how you approach integrating AI responsibly.)

• "Describe your experience working in an agile environment. What is your role in sprint planning and execution?" (Emphasize your adaptability, collaboration, and proactive contribution to agile ceremonies.) Portfolio Presentation Strategy:

• Structure: Organize your presentation logically: Introduction (Company/Project Context), Problem Statement, Your Role & Responsibilities, Process (Research, Ideation, Design, Testing), Solution (Showcase Content & Design), Results/Impact, Key Learnings.

• Highlight AI/Conversational: Dedicate a clear section to any AI-assisted or conversational design work. Explain the tools used, your approach, and the benefits achieved.

• Emphasize User Focus: Constantly tie your design decisions back to user needs and how your content solved specific user problems.

• Quantify Impact: Use metrics (e.g., improved task completion, reduced errors, positive user feedback) to demonstrate the effectiveness of your work.

• Be Concise and Engaging: Stick to the allotted time, focus on your most relevant projects, and be prepared to answer in-depth questions.

📝 Enhancement Note: Interview preparation should heavily emphasize your experience with AI and conversational design, your user-centered approach, and your ability to thrive in an agile, cross-functional environment within the healthcare tech sector. Demonstrating a clear process and quantifiable impact in your portfolio is crucial.

📌 Application Steps

To apply for this operations position:

• Submit your application through the provided link on jobs.lever.co.

• Portfolio Customization: Tailor your resume and cover letter to highlight your experience in UI content, instructional documentation, microcopy, and specifically, any AI-assisted or conversational design work.

• Resume Optimization: Ensure your resume clearly details your experience with content design, UX writing, content architecture, UCD, and agile methodologies. Quantify achievements where possible.

• Portfolio Preparation: Prepare your portfolio for presentation, ensuring it includes examples of the requested content types and is ready to be walked through with clear explanations of your process and impact.

• Company Research: Familiarize yourself with PointClickCare's mission, products, and their stated commitment to AI and human-first healthcare. Understand their position in the health tech industry.

⚠️ 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.