Content Designer, Contractor

📍 Job Overview

Job Title: Content Designer, Contractor

Company: PointClickCare

Location: Remote, USA

Job Type: Contract

Category: UX Design / Content Strategy

Date Posted: June 3, 2026

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

Remote Status: Fully Remote (with occasional in-office travel)

🚀 Role Summary

• This role focuses on user-centered content design, crafting intuitive and effective product content for healthcare technology software.

• Key responsibilities include developing content strategies, writing UI content, instructional documentation, and microcopy, with an emphasis on AI-assisted and conversational design.

• Collaboration is vital, working closely with UX Designers, Engineers, and Product Leaders to ensure a consistent and valuable customer content experience.

• The position requires a strong understanding of content architecture, agile methodologies, and the ability to leverage AI as a design partner.

📝 Enhancement Note: The job title and description clearly indicate a focus on Content Design within a Product Development context, specifically within the UX Department. Given the emphasis on AI and conversational design, this role is highly relevant to operations professionals looking to bridge the gap between technical documentation, user experience, and emergent AI technologies. The contractor nature implies a project-based assignment, likely focused on specific product launches or feature enhancements.

📈 Primary Responsibilities

• Design and develop user-centered content for PointClickCare's software platforms, ensuring clarity, consistency, and ease of understanding for users.

• Craft engaging and informative UI content, instructional documentation, and microcopy that guides users through complex healthcare workflows.

• Develop and implement content strategies that align with user needs, product goals, and organizational design standards.

• Collaborate with cross-functional teams, including UX Designers, Engineers, and Product Managers, throughout the entire product development lifecycle.

• Translate user stories and research findings into actionable content design solutions that enhance user experience and task success.

• Design and refine conversational flows for AI-driven features and simple user interactions, prioritizing empathy, clarity, and accessibility.

• Leverage AI as a collaborative tool for ideation, prototyping, and content exploration, ensuring generated content meets quality and compliance standards.

• Build and maintain content prototypes, and contribute content requirements to existing prototypes.

• Apply agile methodologies to content design processes, adapting to changing project needs and collaborating effectively within sprints.

• Analyze user feedback and data to inform content decisions and drive continuous improvement in content effectiveness and user satisfaction.

• Ensure content adheres to PointClickCare's style guides, tone of voice, and accessibility standards.

📝 Enhancement Note: The responsibilities highlight a blend of traditional UX writing and emerging AI/conversational design skills. This is a strong indicator of the evolving landscape in product content, where operations professionals can leverage their analytical and process-oriented thinking to shape user interactions. The emphasis on translating user stories and data into content solutions is a core operations competency.

🎓 Skills & Qualifications

Education:

• Bachelor’s degree in English, UX Writing, Technical Communications, Journalism, or a related field is required.

• Equivalent practical experience and training will also be considered. Experience:

• Proven experience in content design within a product-focused environment, with a strong portfolio showcasing UI content, instructional documentation, and microcopy.

• Demonstrated ability to apply user-centered design techniques to content creation and strategy.

• Experience working with AI-assisted tools for ideation, prototyping, or content exploration.

• Exposure to conversational design principles and the ability to create simple, accessible conversational flows.

• Experience with authoring and publishing content management systems (CCMS).

• Background working in agile development environments with cross-functional teams (UX Designers, Product Management, Engineers).

• Experience translating user stories and research into effective content solutions. Required Skills:

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

• UX Writing: Proficiency in writing for user interfaces, including microcopy, error messages, and calls-to-action.

• Conversational Design: Foundational understanding and practical experience in designing user-friendly conversational flows.

• AI-Assisted Design: Experience utilizing AI tools for content ideation, generation, and refinement.

• Content Architecture: Ability to structure content logically for reusability, scalability, and optimal user navigation.

• User-Centered Design: Deep understanding and application of user research, personas, and journey mapping to inform content decisions.

• Agile Methodology: Familiarity with agile principles and workflows, including participation in sprints and cross-functional team collaboration.

• Prototyping: Ability to create content prototypes and integrate content requirements into design prototypes.

• Data Analysis: Basic ability to analyze data to inform content decisions and measure effectiveness.

• Relationship Management: Strong interpersonal skills for effective collaboration with diverse stakeholders.

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

• Instructional Design: Ability to develop content that facilitates learning and user adoption of software features.

Preferred Skills:

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

• Previous experience with PointClickCare or similar health tech platforms.

• Proficiency with authoring tools such as Paligo.

• Familiarity with project management and collaboration tools like Jira and Smartsheet.

• Experience with design and prototyping tools such as Figma.

• Knowledge of analytics and reporting tools like Power BI.

• Experience with user feedback platforms like Pendo.

📝 Enhancement Note: The "Experience Level" derived as "Mid-Level (2-5 years)" is based on the typical requirements for a Content Designer role that involves strategy, AI collaboration, and cross-functional leadership. The emphasis on a portfolio is crucial for this type of role, suggesting candidates should highlight projects demonstrating their ability to solve user problems through content.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio showcasing a range of content design work, including UI content, instructional documentation, and microcopy.

• Specific examples of AI-assisted content creation and conversational design implementations should be prominently featured.

• Case studies demonstrating how content strategy and design decisions directly addressed user needs and business objectives.

• Evidence of content architecture principles applied to structure complex information for clarity and reusability.

• Examples of how content was iterated upon based on user feedback or data analysis. Process Documentation:

• Demonstrate understanding of content lifecycle management, from initial strategy and design to implementation, maintenance, and iteration.

• Showcase experience with agile content development processes, including how content was integrated into sprint cycles.

• Provide examples of how content requirements were defined, documented, and communicated to development teams.

• Illustrate methods used for ensuring content quality, consistency, and adherence to brand and style guidelines.

📝 Enhancement Note: The explicit request for a portfolio including "UI content, instructional documentation, microcopy, and where possible, examples of AI-assisted or conversational design work" is a direct requirement. For operations candidates, this translates to showcasing how they've structured information, created clear process documentation, or designed user-friendly interfaces for internal or external tools, particularly those involving automation or AI.

💵 Compensation & Benefits

Salary Range: $55.95 - $62.14 USD per hour

Estimated Annual Salary (based on 40 hours/week): Approximately $116,394 - $129,270 USD.

Benefits:

• Contractual Term: 6-month contract position, offering focused project engagement.

• Flexibility: Fully remote work arrangement, allowing for work from any location within the USA.

• In-Office Events: Opportunity to travel to Mississauga and/or Salt Lake City offices for key in-person events such as onboarding, team gatherings, and semi-annual/annual meetings.

• Professional Development: Exposure to cutting-edge AI technologies and conversational design practices within a leading health tech company.

• Meaningful Work: Contribute to a mission of improving healthcare delivery through innovative technology.

• Potential for Extension/Conversion: While a contract role, strong performance may lead to future opportunities or extensions.

Working Hours:

• Standard full-time hours, estimated at 40 hours per week, to be discussed and agreed upon with the hiring manager.

• Flexibility is inherent in a remote role, with an expectation of availability for key meetings and collaboration sessions during core business hours.

📝 Enhancement Note: The hourly pay rate is explicitly provided. The estimated annual salary is a standard calculation for a full-time contract role. The "Hybrid/Remote" status is detailed, noting that while the role is remote, there are specific in-office expectations, which is an important detail for candidates to consider in their work arrangement preferences.

🎯 Team & Company Context

🏢 Company Culture

Industry: Health Technology / Software-as-a-Service (SaaS)

Company Size: Large (500-1000+ employees, based on typical LinkedIn profiles for PointClickCare and its growth trajectory).

Founded: 2000. PointClickCare is a well-established leader in the health tech space, known for its significant presence in long-term and post-acute care.

Team Structure:

• The Content Design team is part of the User Experience (UX) Department, indicating a strong focus on user advocacy and product usability.

• This role involves close collaboration with UX Designers, Engineers, and Product Leaders, suggesting a cross-functional, team-oriented approach.

• The company's mission-driven culture emphasizes delivering exceptional care and empowering employees to innovate. Methodology:

• User-Centered Design: A core principle, driving all content and product design decisions.

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

• AI Integration: PointClickCare actively leverages AI as a tool for innovation, productivity, and decision-making, with this role specifically contributing to AI-assisted and conversational design.

• Data-Driven Decisions: Emphasis on using data analysis to inform content strategy and measure impact.

Company Website: https://pointclickcare.com/

📝 Enhancement Note: PointClickCare's description highlights its role as a "leading health tech company" and its commitment to AI. This context is crucial for operations professionals, as it implies a need for understanding complex data, regulatory environments (healthcare), and the drive for efficiency and innovation through technology. The company's growth and stability (founded in 2000, privately held, reinvesting in R&D) suggest a robust operational infrastructure.

📈 Career & Growth Analysis

Operations Career Level: This position is a mid-level contract role within the UX/Content Design domain. It offers a focused opportunity to apply and expand skills in content strategy, UX writing, and emerging AI technologies in a specific project context.

Reporting Structure: The Content Designer will report to a manager within the UX Department, likely a Director or Senior Manager of UX/Content Design. They will work closely with UX Designers, Product Managers, and Engineering teams on a project-by-project basis.

Operations Impact: The role directly impacts the usability and effectiveness of PointClickCare's software solutions. By creating clear, intuitive content, this role helps healthcare providers deliver care more efficiently and confidently, directly contributing to the company's mission and customer success. The integration of AI and conversational design suggests a forward-looking impact on operational efficiency for both PointClickCare's internal teams and its end-users.

Growth Opportunities:

• Skill Specialization: Deepen expertise in specialized areas like conversational AI design, UX writing for healthcare, and content architecture for complex systems.

• Project Variety: Gain experience across different product lines or feature sets within PointClickCare's extensive platform.

• Industry Exposure: Develop a strong understanding of the health tech industry and its unique content challenges.

• Networking: Build relationships with professionals in UX, product management, and engineering at a leading health tech company.

• Potential for Future Roles: Successful contractors often have opportunities for contract extensions or consideration for full-time roles within PointClickCare.

📝 Enhancement Note: While not a traditional "operations" role (like RevOps or Sales Ops), a Content Designer is critical for the operational efficiency of a software product. Their work directly impacts user adoption, support costs, and overall product effectiveness. For operations professionals, this role offers a unique opportunity to apply their analytical and process-thinking skills to user-facing content, bridging the gap between technical functionality and user understanding.

🌐 Work Environment

Office Type: Primarily a remote work environment for the duration of the contract.

Office Location(s): While remote, the role requires occasional travel to PointClickCare offices in Mississauga and/or Salt Lake City for specific events like onboarding, team meetings, and annual gatherings.

Workspace Context:

• Remote Collaboration: Expect to utilize digital collaboration tools (e.g., Slack, Zoom, Jira, Figma) for communication and project management.

• Cross-functional Interaction: Regular engagement with UX Designers, Engineers, Product Managers, and potentially other stakeholders, fostering a dynamic and collaborative atmosphere.

• Technology Stack: Access to and utilization of the company's standard software and tools, including CCMS, AI tools, and design/prototyping software.

• Supportive Culture: PointClickCare emphasizes a culture that empowers employees and supports innovation, which should extend to remote team members.

Work Schedule:

• Estimated 40 hours per week.

• While remote, adherence to core business hours for team collaboration and meetings is expected. Specific scheduling may be flexible, to be discussed with the hiring manager.

📝 Enhancement Note: The "occasional travel" requirement is a key detail for remote candidates to consider, especially those who prefer a fully remote setup without any in-office obligations. This hybrid element, though minimal, is important for setting expectations.

📄 Application & Portfolio Review Process

Interview Process:

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

• Hiring Manager Interview: A discussion focused on your experience, skills, and understanding of content design principles, AI, and agile methodologies.

• Portfolio Review & Presentation: A dedicated session where you will present your portfolio, discussing specific projects, your process, and the impact of your work. This is a critical stage.

• Cross-functional/Team Interview: Potentially an interview with other UX team members or stakeholders to assess collaboration style and cultural fit.

• Final Interview/Offer: Depending on the hiring manager's process, there may be a final discussion before an offer is extended.

Portfolio Review Tips:

• Curate Strategically: Select 3-5 of your strongest projects that best demonstrate the required skills (UI content, instructional docs, microcopy, AI/conversational design).

• Tell a Story: For each project, clearly articulate the problem, your role, your process (including user research, ideation, iteration), the solutions you implemented, and the measurable outcomes or impact.

• Highlight AI/Conversational Work: If you have examples of AI-assisted design or conversational flows, make them a central focus, explaining your approach and the results.

• Showcase Process: Explain how you used user-centered design and agile principles.

• Be Prepared for Technical Questions: Expect questions about your tool proficiency (CCMS, Figma, etc.) and your understanding of content architecture.

• Demonstrate Understanding of Healthcare: If possible, tailor your presentation to show an understanding of the healthcare context or complex technical domains.

Challenge Preparation:

• While a specific "challenge" isn't detailed, be prepared for potential exercises. This might involve:

  • A short writing or editing task related to a product scenario.
  • A discussion on how you would approach designing content for a specific feature.
  • A scenario-based question about collaborating with engineers or product managers.

• Focus on articulating your thought process, problem-solving approach, and user-centric rationale.

📝 Enhancement Note: The explicit "Portfolio Request" in the job description makes this section paramount. For operations candidates, this means translating their project experience into a portfolio that showcases process mapping, system implementation, data analysis, or workflow optimization, using similar storytelling techniques as UX designers.

🛠 Tools & Technology Stack

Primary Tools:

• Content Management Systems (CCMS): Experience with authoring and publishing CCMS is required. (Specific CCMS like Paligo are a plus).

• Design & Prototyping Tools: Familiarity with tools like Figma is preferred, indicating a need to work within design mock-ups and contribute to interactive prototypes.

• AI Tools: Experience with AI as a design partner for ideation, prototyping, and content exploration is essential.

Analytics & Reporting:

• Data Analysis: Basic data analysis skills are required to make data-driven content decisions.

• Business Intelligence Tools: Knowledge of tools like Power BI is a plus, suggesting an ability to interpret dashboards and data visualizations.

CRM & Automation:

• Project Management: Experience with agile tools such as Jira is preferred for managing workflows and collaborating with development teams.

• Collaboration Platforms: Proficiency with standard communication and collaboration tools (e.g., Slack, Microsoft Teams, Zoom) is assumed for a remote role.

• Workflow Tools: Smartsheet is listed as a plus, indicating potential use for project tracking or process management.

📝 Enhancement Note: The explicit mention of "Paligo, Pendo, Jira, Figma, Power BI, Smartsheet a plus" provides a clear picture of the expected technology stack. Operations professionals should highlight any experience with these or similar tools, particularly in areas like project management (Jira, Smartsheet), data analysis (Power BI), and user feedback/analytics (Pendo).

👥 Team Culture & Values

Operations Values:

• User-Centricity: A fundamental value, ensuring all content and design decisions prioritize the needs and experience of the end-user.

• Collaboration: Strong emphasis on working effectively with diverse cross-functional teams to achieve shared goals.

• Innovation: Encouragement to explore and leverage new technologies, particularly AI, to enhance product capabilities and user experiences.

• Data-Driven Approach: Utilizing data and analytics to inform decisions, measure impact, and drive continuous improvement.

• Clarity & Precision: A commitment to clear, accurate, and easy-to-understand communication in all product content.

• Adaptability: Embracing agile methodologies and being resilient in a fast-paced, evolving environment.

Collaboration Style:

• Cross-functional Integration: Works closely with UX Designers, Engineers, and Product Managers, fostering a synergistic approach to product development.

• Open Communication: Regular and clear communication is expected to clarify needs, commitments, and impacts.

• Feedback Exchange: A culture that likely encourages constructive feedback to refine content and processes.

• Proactive Engagement: Expected to actively contribute ideas and solutions within team discussions and project planning.

📝 Enhancement Note: PointClickCare's emphasis on innovation, AI, and a human-first approach suggests a culture that values forward-thinking and impactful contributions. For operations professionals, this aligns with roles that drive efficiency through technology and process improvement.

⚡ Challenges & Growth Opportunities

Challenges:

• Translating Complex Information: Effectively simplifying complex healthcare workflows and technical information into easily understandable content.

• Balancing User Needs with Business Goals: Ensuring content meets user needs while also supporting PointClickCare's business objectives and product strategy.

• Integrating AI-Generated Content: Collaborating with AI tools while maintaining brand voice, accuracy, and user-centricity requires careful oversight and refinement.

• Working in a Fast-Paced Agile Environment: Adapting quickly to project changes and tight deadlines within sprint cycles.

• Cross-functional Alignment: Navigating diverse stakeholder perspectives and ensuring content strategies are understood and supported across departments.

Learning & Development Opportunities:

• AI & Conversational Design Expertise: Significant opportunity to build hands-on experience with cutting-edge AI tools and conversational design principles.

• Healthcare Tech Domain Knowledge: Deepen understanding of the Electronic Health Records (EHR) and post-acute care software industry.

• UX Best Practices: Further refine skills in user-centered design, content architecture, and UX writing within a leading organization.

• Agile Workflow Mastery: Gain practical experience in agile development processes from a content design perspective.

• Portfolio Enhancement: Develop a strong portfolio with demonstrable impact from AI-assisted and user-focused content projects.

📝 Enhancement Note: The challenges presented are typical for roles that bridge technical product development with user experience, particularly in regulated industries like healthcare. For operations candidates, these challenges mirror those found in optimizing complex systems and processes.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to simplify a complex technical process into user-friendly content. What was your approach and what was the outcome?"

• "How do you leverage AI as a design partner in your content creation process? Can you provide an example?"

• "Walk us through your process for designing conversational flows for a simple user interaction."

• "How do you ensure content is user-centered and meets the needs of diverse user groups?"

• "Describe your experience working within an agile development team. How do you contribute as a content designer?" Company & Culture Questions:

• "What interests you about PointClickCare and our mission to improve healthcare delivery?"

• "How do you stay updated on the latest trends in content design, AI, and UX?"

• "How do you handle conflicting feedback from different stakeholders (e.g., Product, Engineering, Legal)?" Portfolio Presentation Strategy:

• Structure: Organize your presentation logically: Introduction, Problem Statement, Your Role & Process, Solutions (with examples), Outcomes/Impact, Key Learnings.

• Highlight AI/Conversational Work: Dedicate significant time to showcasing your AI-assisted and conversational design projects, explaining your methodology and the results achieved.

• Demonstrate Process: Clearly articulate your user-centered design and agile workflow. Use visuals where possible.

• Quantify Impact: Whenever possible, use metrics or qualitative feedback to demonstrate the value and effectiveness of your content solutions.

• Be Concise and Engaging: Practice your presentation to ensure it fits within the allotted time and keeps the audience engaged. Focus on storytelling.

📝 Enhancement Note: Interview questions will likely probe the candidate's ability to apply content design principles in a practical, often complex, software environment, with a specific focus on AI and user experience. Candidates should prepare to discuss their portfolio in detail, emphasizing their process and the impact of their work.

📌 Application Steps

To apply for this operations-adjacent content design position:

• Submit your application through the provided Lever link.

• Portfolio Customization: Ensure your resume and portfolio are tailored to highlight your experience in UI content, instructional design, microcopy, and any relevant AI or conversational design projects.

• Resume Optimization: Clearly list your experience with CCMS, agile methodologies, and collaboration tools. Quantify achievements where possible, focusing on user experience improvements or efficiency gains.

• Interview Preparation: Practice articulating your content design process, especially how you use user research and data. Prepare to specifically discuss your experience with AI tools and conversational design.

• Company Research: Understand PointClickCare's mission, its role in health tech, and its commitment to AI. Be ready to discuss how your skills align with their values and goals.

⚠️ 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.