Content Designer II

📍 Job Overview

Job Title: Content Designer II

Company: Smartsheet

Location: United States (Remote)

Job Type: Full-Time

Category: UX/Content Design

Date Posted: March 19, 2026

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

Remote Status: Fully Remote

🚀 Role Summary

• Design and develop user-centric content for AI-driven features, including conversational interfaces and AI-generated outputs, ensuring accuracy, helpfulness, and brand voice consistency in a Generative AI context.

• Collaborate closely with Product, Engineering, and Design teams to integrate content strategies, guidelines, and research-driven frameworks into the product development lifecycle.

• Apply systems thinking to create scalable content solutions that support global audiences and complex workflows within a collaborative work management platform.

• Champion UX and Content Design best practices, including the ethical implications of AI communication, to cross-functional stakeholders and educate teams on Human-Centered Design principles.

📝 Enhancement Note: This role is specifically focused on the intersection of Content Design and emerging AI technologies, particularly Large Language Models (LLMs) and Generative AI. The emphasis on AI literacy, prompt engineering, and ethical AI communication suggests a forward-thinking product organization looking to integrate cutting-edge technology seamlessly into user experiences.

📈 Primary Responsibilities

• Design intuitive and effective user experiences for AI and LLM-powered features, including conversational interfaces, prompt-based interactions, and AI-generated content outputs, ensuring alignment with Smartsheet’s brand voice and user needs.

• Partner with Product Management and Engineering to understand user requirements and business objectives, co-creating product content that enhances usability and drives value.

• Develop and refine content strategies, style guides, and design processes, conducting content audits and creating research-backed frameworks to inform content decisions.

• Design clear information architecture, content hierarchies, and navigation systems to enable users to efficiently manage complex data and workflows within the Smartsheet platform.

• Educate and advocate for Content Design principles, best practices, and the ethical considerations of AI-driven communication to a wide range of cross-functional partners.

• Stay abreast of industry trends in UX, Human-Centered Design, and Generative AI, applying new knowledge to keep Smartsheet’s user experience at the forefront of collaborative work management technology.

• Support additional duties as assigned, contributing to broader content and design initiatives.

📝 Enhancement Note: The responsibilities highlight a strategic approach to Content Design, extending beyond simple copywriting to encompass strategy development, information architecture, and AI-specific UX challenges. The emphasis on educating stakeholders suggests a need for strong communication and influencing skills within a cross-functional environment.

🎓 Skills & Qualifications

Education:

Experience:

Required Skills:

• AI/LLM Design Literacy: Demonstrated experience or a strong, verifiable interest in designing for AI/ML features, including an understanding of prompt engineering, AI model personality, and the nuances of human-AI interaction.

• UX Writing & Content Strategy: Proven ability to craft clear, concise, and user-centered copy for digital products, and to develop and execute comprehensive content strategies.

• Tool Proficiency: Expertise in Figma for design and prototyping, and experience working effectively within a robust design system.

• Systems Thinking: Ability to conceptualize and create content that scales globally, considering localization, internationalization, and cross-cultural communication challenges.

• User-Centricity: A deep passion for Human-Centered Design principles and a track record of leveraging user research to inform and validate content decisions.

• Collaboration & Communication: Excellent interpersonal skills with the ability to collaborate effectively with cross-functional teams (Product, Engineering, Design) and articulate the rationale behind content decisions to stakeholders.

Preferred Skills:

• Experience with conversational design principles and chatbot development.

• Familiarity with agile development methodologies and cross-functional team workflows.

• Experience conducting content audits, competitive analysis, and user testing for content effectiveness.

• Knowledge of SEO best practices as they apply to product content.

• Understanding of information architecture principles and their application in complex software platforms.

📝 Enhancement Note: The requirement for "AI Literacy" and "Prompt Engineering" understanding is a key differentiator for this role, indicating a strong focus on the future of AI in user interfaces. The emphasis on Figma and design systems points to a need for candidates who can integrate seamlessly into a mature design process.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• UX Content Case Studies: Showcase at least 2-3 detailed case studies demonstrating your process from problem identification to solution. Projects should highlight your ability to design UX content for complex software features, ideally including examples involving AI, data, or workflow management.

• AI/LLM Design Examples: If available, include specific examples of your work designing for AI-driven features, conversational interfaces, or prompt-based interactions. Explain the challenges and outcomes clearly.

• Content Strategy Deliverables: Present examples of content strategy artifacts such as content audits, style guides, content frameworks, or user personas you have developed.

• Information Architecture Samples: Include examples of navigation designs, content hierarchies, or sitemaps that illustrate your ability to organize complex information logically.

• Demonstration of Process: Clearly articulate your thought process, research methods, and decision-making for each project presented. Explain how you collaborated with cross-functional teams.

Process Documentation:

• Candidates should be prepared to discuss their approach to content design processes, including how they:

  • Conduct user research and synthesize findings into actionable content insights.

  • Develop and maintain content guidelines and design systems.

  • Collaborate with product managers and engineers in an agile environment.

  • Measure the effectiveness of UX content and iterate based on data and user feedback.

  • Address the ethical considerations and potential biases in AI-generated content.

📝 Enhancement Note: A strong portfolio is critical for this role, especially given its focus on AI and complex software. Candidates should prepare to demonstrate not just their writing skills, but their strategic thinking, research capabilities, and ability to design for emerging technologies. The emphasis on AI and ethical considerations means portfolio pieces should ideally reflect this experience or a strong understanding.

💵 Compensation & Benefits

Salary Range:

Benefits:

• Health & Wellness:

  • Medical, vision, and dental coverage options for full-time employees.
  • Company-funded counseling membership.

• Financial Security:

  • 401k Match: 50% of your contribution up to the first 6% of eligible pay.
  • Company-sponsored life insurance, short-term, and long-term disability plans for US employees.

• Work-Life Balance & Flexibility:

  • Flexible Time Away Program, plus Sick Time Off.
  • 12 paid holidays per year for US employees.
  • Up to 24 weeks of Parental Leave.
  • Personal paid Volunteer Day to support the community.

• Professional Development:

  • Opportunities for professional growth and development, including access to Udemy online courses.
  • Personal Smartsheet account for skill development.

• Work Support:

  • Monthly stipend to support work and productivity.
  • Teleworking options available from any registered employer location in the U.S. (role specific).

• Perks: Working Hours:

• Standard full-time work hours are expected, typically around 40 hours per week.

• The role offers flexibility for remote work, allowing for adaptation to individual work styles within the framework of project deadlines and team collaboration needs.

📝 Enhancement Note: The salary range is competitive for a mid-level Content Designer role, especially considering the remote US location and the specialized skills in AI/LLM design. The benefits package is comprehensive, covering health, financial, and professional development aspects, with a notable emphasis on work-life balance and employee well-being.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software (Collaborative Work Management)

Company Size: Smartsheet has over 1,000 employees, indicating a well-established organization with structured processes, but still agile enough to innovate.

Founded: Smartsheet was founded in 2005, giving it over 15 years of experience in the market, building a solid reputation and a substantial user base.

Team Structure:

• The Content Designer II will report to the Director of Content Design & Localization, suggesting a dedicated and hierarchical structure for content professionals within the UX/Product organization.

• This role involves close collaboration with Product Managers, Engineers, and other UX Designers, highlighting a cross-functional, team-oriented approach to product development.

Methodology:

• Smartsheet emphasizes a user-centric approach, aiming to empower teams and automate manual processes through smart, scalable solutions.

• The company culture values innovation, purpose, and progress, encouraging employees to think big and take action.

• There's a clear focus on ensuring that complex technology feels intuitive, ethical, and human-centric, especially in the context of AI integration.

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

📝 Enhancement Note: Smartsheet positions itself as a company that helps people achieve anything through its work management platform. The culture appears to be one that values innovation, empowerment, and a forward-thinking approach, particularly with the integration of AI. The team structure suggests a well-supported Content Design function.

📈 Career & Growth Analysis

Operations Career Level: This role is classified as a "Content Designer II," typically indicating a mid-level position. It requires a solid foundation of experience (3+ years) and the ability to work independently on specific feature areas while also contributing to broader platform strategies. This level bridges foundational execution with strategic contribution.

Reporting Structure: The role reports to the Director of Content Design & Localization. This structure offers potential mentorship from a senior leader and exposure to strategic decision-making within the content and localization domain. It implies a clear hierarchy and a defined path for escalation and guidance.

Operations Impact: While not a traditional "Revenue Operations" role, a Content Designer's impact on revenue and business decisions is significant. By making complex features intuitive and ethical (especially AI features), this role directly influences user adoption, satisfaction, retention, and ultimately, the perceived value of Smartsheet's platform, all of which contribute to revenue growth. Effective content design reduces support costs and improves the overall customer experience, fostering loyalty.

Growth Opportunities:

• Specialization in AI Content Design: With the explicit focus on AI and LLMs, this role offers a prime opportunity to become a subject matter expert in a rapidly evolving field, which is highly marketable.

• Leadership Progression: Potential career paths could lead to Senior Content Designer, Lead Content Designer, or even management roles within the Content Design or UX team, overseeing strategy and team development.

• Cross-Functional Expertise: Deepening collaboration with Product Management and Engineering can lead to a broader understanding of product development lifecycles and strategic business goals, opening doors to product strategy or UX leadership roles.

• Learning & Development: Access to Udemy and company-funded perks supports continuous learning, allowing for skill enhancement in areas like advanced AI design, UX research, or related technical fields.

📝 Enhancement Note: This role provides a unique opportunity for a Content Designer to specialize in AI/LLM interfaces, a high-demand skill set. The "II" level suggests a role where individuals are expected to take ownership of significant feature areas, contributing strategically while still benefiting from senior guidance.

🌐 Work Environment

Office Type: The role offers fully remote work options within the US. This suggests a distributed team environment where collaboration relies heavily on digital tools and asynchronous communication, alongside scheduled virtual meetings.

Office Location(s): While the role is remote, Smartsheet has a physical office in Bellevue, WA. This might mean occasional optional in-person gatherings or team events if geographically feasible, but the primary expectation is remote work.

Workspace Context:

• Collaborative Environment: Expect to work in a highly collaborative, cross-functional setting, utilizing digital tools for communication, design, and project management. This necessitates strong virtual collaboration skills.

• Operations Tools & Technology: Access to industry-standard design and collaboration tools will be provided, with a strong emphasis on Figma and design systems. The environment will be tech-forward, supporting innovation in AI and UX.

• Operations Team Interaction: Interaction will be primarily through virtual channels (Slack, Zoom, email, project management software). Opportunities for team building and connection will likely be virtual.

Work Schedule: A standard 40-hour work week is expected, with flexibility inherent in a remote setup. However, successful candidates must be proactive in managing their time, meeting deadlines, and being available for critical team syncs, particularly given the cross-functional nature and potential for AI-related rapid development.

📝 Enhancement Note: The fully remote nature of this role means candidates must be self-disciplined and proficient in remote collaboration tools. The company's commitment to providing a "monthly stipend" suggests an understanding of the needs of remote workers for setting up an effective home office environment.

📄 Application & Portfolio Review Process

Interview Process:

1. Initial Screening: A recruiter will likely review your application and resume, focusing on your experience in Content Design, UX Writing, and any demonstrated interest or experience with AI/LLMs. Be sure to highlight these aspects prominently.

2. Hiring Manager Interview: Expect a conversation with the Director of Content Design & Localization to discuss your experience, motivations, and fit for the role. This is a good opportunity to ask in-depth questions about the team's AI initiatives.

3. Portfolio Review & Design Challenge: This is a critical stage. You will likely present your portfolio, walking through 2-3 key case studies. Be prepared to discuss your process, design decisions, collaboration, and specifically any AI-related work. A design challenge may also be given, potentially involving content for an AI feature or a complex workflow.

4. Cross-Functional Interviews: You may interview with Product Managers, UX Designers, or Engineers to assess your collaboration skills and ability to work within a cross-functional product team.

5. Final Interview/Offer: A final discussion to confirm fit and extend an offer.

Portfolio Review Tips:

• Highlight AI/LLM Work: If you have direct experience with AI, LLMs, or conversational interfaces, make this the centerpiece of your presentation. Explain the unique challenges and your approach.

• Showcase Process, Not Just Pixels: Emphasize your strategic thinking, research methods, and how you collaborated with stakeholders. For each case study, clearly articulate the problem, your role, your process, and the measurable outcomes.

• Quantify Impact: Whenever possible, use data and metrics to demonstrate the success of your content solutions (e.g., improved conversion rates, reduced errors, increased task completion).

• Tailor to Smartsheet: Research Smartsheet's product and target audience. Frame your case studies to show how your skills align with their needs, particularly concerning collaborative work management and AI integration.

• Be Prepared for a Design Challenge: Practice creating succinct, user-centered copy for hypothetical AI features or complex workflow scenarios. Focus on clarity, tone, and user guidance.

Challenge Preparation:

• AI Prompt Design: Practice crafting effective prompts for various AI tasks and think about how to present AI-generated output to users in a helpful and transparent way.

• Workflow Optimization: Be ready to analyze a complex user workflow and suggest content improvements to enhance efficiency and clarity.

• Ethical AI Scenarios: Consider how you would address potential biases, inaccuracies, or ethical dilemmas in AI-generated content within a product context.

📝 Enhancement Note: The interview process emphasizes practical application of skills, particularly through portfolio review and potential design challenges. Candidates should be ready to articulate their thought process and demonstrate their ability to handle the unique challenges of designing content for AI.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for UI design, prototyping, and creating visual content. Proficiency is a must.

• Design System: Experience working with and contributing to robust design systems is required, ensuring consistency and scalability of content.

• AI/LLM Platforms (Familiarity): While not necessarily hands-on development, familiarity with how AI models function, prompt engineering principles, and AI output generation is key. This might include working with tools like ChatGPT, Bard, or internal AI development environments.

Analytics & Reporting:

• User Analytics Tools: Experience with tools like Google Analytics, Amplitude, Mixpanel, or similar platforms to understand user behavior and content performance.

• A/B Testing Tools: Familiarity with tools for testing different content variations to optimize user experience and conversion.

• Data Visualization Tools: Ability to interpret data presented in dashboards (e.g., Tableau, Power BI) to inform content decisions.

CRM & Automation:

• CRM Systems (e.g., Salesforce): While not directly managing CRM, understanding how user data and product interactions within CRM might influence content strategy is beneficial.

• Collaboration & Project Management Tools: Proficiency with tools like Smartsheet itself, Jira, Asana, or Trello for managing workflows and collaborating on projects.

• Communication Tools: Slack, Microsoft Teams, Zoom for daily communication and virtual meetings.

📝 Enhancement Note: The core technical requirements revolve around Figma and design systems. However, the "AI Literacy" requirement implies an expectation to understand and potentially interact with AI tools and concepts, even if not directly developing them. Familiarity with user analytics is crucial for demonstrating the impact of content.

👥 Team Culture & Values

Operations Values:

• Achieve Anything: Smartsheet fosters a culture where employees are empowered to tackle ambitious goals and achieve significant outcomes.

• Human-Centricity & Ethics: A strong emphasis on ensuring technology is intuitive, ethical, and serves human needs, especially pertinent with AI integration.

• Collaboration & Teamwork: The company values working together across functions to deliver cohesive and effective solutions.

• Innovation & Progress: Encouraging forward-thinking, exploring new possibilities, and driving continuous improvement.

• Flow & Purpose: Creating an environment where work feels meaningful and allows individuals to operate at their best.

Collaboration Style:

• Cross-Functional Integration: Expect close partnerships with Product Management, Engineering, and other UX disciplines. Communication will be key to aligning on user needs and business goals.

• Data-Driven Decision Making: Content decisions are expected to be informed by user research, analytics, and testing, rather than solely by opinion.

• Agile & Iterative: The team likely operates in an agile framework, requiring adaptability, continuous feedback, and iterative development of content.

• Advocacy & Education: Team members are encouraged to educate and influence stakeholders, championing best practices and the value of their discipline.

📝 Enhancement Note: The company values align well with the demands of a modern UX/Content Design role. The emphasis on human-centricity and ethics, particularly in the context of AI, suggests a responsible and thoughtful approach to product development.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Emerging AI: The primary challenge will be navigating the complexities and rapid evolution of AI and LLM technologies, ensuring that user experiences are intuitive, reliable, and ethically sound.

• Balancing AI Capabilities with User Needs: Effectively translating powerful AI capabilities into simple, understandable, and actionable content for a diverse user base.

• Maintaining Brand Voice in AI Outputs: Ensuring that AI-generated content consistently reflects Smartsheet's brand voice and tone, even when generated dynamically.

• Educating Stakeholders on AI Nuances: Communicating the possibilities and limitations of AI to non-technical stakeholders to manage expectations and drive informed product decisions.

• Scaling Content Globally: Developing content strategies and guidelines that can be effectively localized and adapted for a global audience, especially for AI-driven features.

Learning & Development Opportunities:

• AI & Generative AI Specialization: Become a leader in designing user experiences for AI, a rapidly growing and highly sought-after skill.

• Advanced UX & Content Strategy: Deepen expertise in user research, information architecture, and strategic content planning within a leading SaaS company.

• Cross-Functional Product Development: Gain in-depth experience working within agile product teams, understanding the end-to-end product lifecycle.

• Industry Conferences & Training: Access to resources like Udemy and potential for attending relevant industry events and workshops.

• Mentorship: Opportunity to learn from senior leaders within the Content Design & Localization team.

📝 Enhancement Note: The challenges presented are directly tied to the innovative nature of the role, particularly its focus on AI. These challenges also represent significant growth opportunities for professionals looking to build expertise in a cutting-edge domain.

💡 Interview Preparation

Strategy Questions:

• AI Content Strategy: "How would you approach designing the user experience for a new AI feature that suggests task assignments within Smartsheet? What content considerations would be paramount, especially regarding accuracy and user trust?" (Focus on your process, AI ethics, and user guidance).

• Cross-Functional Collaboration: "Describe a time you had to influence product or engineering stakeholders to adopt your content design recommendations. How did you articulate the 'why' behind your decisions, especially if they involved complex AI concepts?" (Highlight your communication and advocacy skills).

• Problem-Solving & Efficiency: "Imagine users are struggling to understand the output of an AI-generated summary feature. What steps would you take to diagnose the problem, and what content solutions might you propose to improve clarity and efficiency?" (Demonstrate analytical thinking and practical content solutions).

Company & Culture Questions:

• "What do you admire about Smartsheet's product or brand, and how do you see your Content Design skills contributing to its mission of helping people achieve anything?" (Show you've researched the company and understand its value proposition).

• "How do you approach building relationships and collaborating with remote teams, particularly with engineers and product managers who may have different priorities?" (Address remote work readiness and teamwork).

Portfolio Presentation Strategy:

• Structure is Key: Organize your portfolio logically, starting with a brief overview of your experience and then diving into 2-3 detailed case studies.

• Tell a Story: For each case study, clearly articulate the problem, your role and process, the solutions you designed (especially content), the collaboration involved, and the measurable impact.

• Focus on AI & Complexity: If possible, lead with a case study that showcases your experience with AI, complex data, or workflow optimization.

• Demonstrate Process: Be ready to walk through your research, ideation, wireframing/prototyping (even if conceptual), and iteration phases.

• Quantify Success: Use metrics whenever possible to show the effectiveness of your work. If direct metrics aren't available, discuss how you would measure success.

• Practice Your Pitch: Rehearse your presentation to ensure it flows smoothly, stays within time limits, and you can confidently answer questions about your work.

📝 Enhancement Note: Interview preparation should strongly emphasize your ability to handle the unique challenges of AI-driven content design. Be prepared to discuss ethical considerations, prompt engineering concepts, and how you translate complex AI capabilities into user-friendly experiences.

📌 Application Steps

To apply for this Content Designer II position:

• Submit your application through the Smartsheet careers portal via the provided link.

• Portfolio Customization: Tailor your portfolio to highlight your most relevant UX writing, content strategy, and especially any AI/LLM design experience. Prioritize case studies that demonstrate your problem-solving process and impact.

• Resume Optimization: Ensure your resume clearly articulates your 3+ years of experience in Content Design/UX Writing within software development. Use keywords from the job description, such as "AI," "LLMs," "Conversational Interfaces," "Content Strategy," and "Figma."

• Interview Preparation: Practice articulating your process for designing AI-driven content, your approach to ethical AI communication, and how you collaborate with cross-functional teams. Prepare to present your portfolio with confidence.

• Company Research: Familiarize yourself with Smartsheet’s product, target audience, and company mission. Understand how their collaborative work management platform functions and how AI is being integrated.

⚠️ 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.