Web Designer (Remote Eligible - Costa Rica)

📍 Job Overview

Job Title: Web Designer

Company: Smartsheet

Location: San José, Costa Rica

Job Type: Full-Time

Category: Creative & Media / Art & Design / Marketing

Date Posted: March 20, 2026

Experience Level: 5+ Years

Remote Status: Fully Remote (Must reside in Costa Rica)

🚀 Role Summary

• This role is a key visual execution function within Smartsheet's Brand Studio, focused on creating high-converting web pages and digital assets for marketing initiatives.

• The position requires deep expertise in visual design, layout, and data-driven design principles, leveraging an established web design system and CMS (Drupal).

• It involves collaborating closely with Web UX Designers, DXO, and Analytics teams to deliver polished, on-brand marketing experiences and optimize performance through A/B testing.

• The Web Designer will be responsible for producing a range of visual web assets, including landing pages, campaign hubs, background images, product visualizations, and lightweight web animations.

📝 Enhancement Note: While the title is "Web Designer," the responsibilities and required skills heavily lean towards a "Digital Designer" or "Marketing Web Designer" with a strong emphasis on execution within a defined design system, rather than pure UX/UI design or front-end development. The role focuses on visual appeal, conversion optimization, and asset creation within a CMS framework, specifically Drupal.

📈 Primary Responsibilities

• Drive the visual execution for marketing campaigns by crafting high-converting landing pages, campaign hubs, and engaging digital assets.

• Develop low-fidelity page layout wireframes to plan visual composition before building pages in Drupal.

• Collaborate with analytics teams to rapidly iterate on designs for A/B testing and performance experimentation.

• Design and build web pages across various marketing touchpoints, strictly adhering to established components and design system guidelines.

• Produce a variety of visual web assets, including background images, product visualizations, OG/teaser images, blog imagery, and iconography.

• Create and implement lightweight, high-performance web animations using LottieFiles and JSON in collaboration with Motion Designers.

• Ensure design alignment with system capabilities by collaborating with the Web UX team, referencing guidelines, and utilizing the Figma component library for mockups.

• Build and manage pages within Drupal using existing components and templates, coordinating with DXO for publishing.

• Flag component limitations or inconsistencies to the Web UX team to contribute to design system improvements.

• Advocate for process improvements related to production efficiencies and best practices within the design workflow.

• Manage a mix of large and small projects with overlapping priorities, demonstrating excellent organizational skills.

• Continuously adopt new tools and practices to stay current with evolving work requirements and technologies.

📝 Enhancement Note: The responsibilities highlight a hands-on, execution-focused role where the designer works within a pre-defined design system and CMS, rather than creating or defining them. The emphasis is on visual quality, speed of execution, and data-informed iteration for marketing objectives.

🎓 Skills & Qualifications

Education: Academic studies or certifications in Design Thinking, Human-Centered Design, or Web Design are considered a plus.

Experience: 5+ years in a web design or digital design role, with a proven track record of creating simple, creative solutions for complex problems.

Required Skills:

• Demonstrable portfolio showcasing strong visual design, layout, and data-focused design skills.

• Keen eye for typography, layout, data-driven design, and interactive web elements.

• High degree of proficiency with Figma, Adobe Illustrator, and Adobe Photoshop.

• Strong understanding of CMS-based web environments and how design system components are structured and applied.

• Experience building and managing sites within Drupal or similar CMS systems.

• Strong communication and interpersonal skills (visual, written, verbal, presentation).

• Ability to work successfully with diverse teams across the organization.

• Highly organized with the ability to track and document all work.

• Appreciation for user-centered design principles and their impact on visual and layout decisions.

Preferred Skills:

• Proven experience creating, exporting, and implementing web animations using LottieFiles and JSON.

• Experience utilizing analytics from user testing and heatmaps (e.g., Hotjar, CrazyEgg) to drive design decisions.

• Familiarity with SEO best practices and their impact on web design.

• Experience creating assets for social media or paid ad campaigns.

📝 Enhancement Note: The requirements emphasize practical execution skills and tool proficiency (Figma, Adobe Suite, Drupal) over theoretical design principles, aligning with the role's focus on visual production within an established framework. The "5+ years" experience level suggests a mid-to-senior individual contributor role.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• A comprehensive portfolio is mandatory, demonstrating strong visual design, layout principles, and a data-focused approach to design solutions.

• Showcase case studies of projects where you've applied user-centered design principles to inform visual and layout decisions.

• Highlight examples of creating simple, creative solutions for complex design problems, particularly within web environments.

• Include examples of designing and executing high-converting landing pages and digital marketing assets.

Process Documentation:

• Be prepared to discuss your process for creating low-fidelity wireframes and planning visual composition.

• Document your approach to collaborating with analytics teams for A/B testing and design iteration.

• Showcase your understanding of working within a CMS (Drupal) and utilizing pre-defined design system components.

• Be ready to articulate your process for managing multiple projects with overlapping priorities and ensuring production efficiencies.

📝 Enhancement Note: The portfolio should heavily emphasize visual execution, conversion-focused design, and experience with CMS environments. The ability to present a clear, data-informed design process and efficient production workflow will be key.

💵 Compensation & Benefits

Salary Range: While not explicitly stated, based on the 5+ years of experience requirement, the remote nature within Costa Rica, and Smartsheet's market position, a competitive salary range is estimated. For a Web Designer with this experience level in Costa Rica, the annual salary could range from approximately $30,000 to $50,000 USD, depending on specific skills, portfolio strength, and negotiation. This estimate is based on industry benchmarks for similar roles in Latin America and remote positions for US-based tech companies.

Benefits:

• Fully paid Health & Life insurance for employees and their family members.

• Monthly stipend to support work and productivity.

• 12 days paid Vacation + Flexible Time Away Program.

• 20 weeks fully paid Maternity Leave.

• 12 weeks fully paid Paternity/Adoption Leave.

• Personal paid Volunteer Day to support community initiatives.

• Opportunities for professional growth and development, including access to LinkedIn Learning online courses.

• Company-funded perks such as a counseling membership.

• A personal Smartsheet account.

Working Hours: Standard full-time hours are expected, likely around 40 hours per week. While remote, adherence to core business hours for collaboration with teams may be necessary, with flexibility inherent in remote work.

📝 Enhancement Note: The salary estimation is based on publicly available data for similar roles in Costa Rica and remote positions for US tech companies. Benefits are comprehensive and reflect a strong employee support system, particularly for families and professional development.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software / SaaS (Work Management Platform)

Company Size: Smartsheet is a publicly traded company (NYSE: SMAR) with over 3,000 employees globally. This indicates a well-established organization with structured processes, but also opportunities for impact within specific teams.

Founded: Smartsheet was founded in 2005, bringing over two decades of experience in the work management space. This longevity suggests stability and a mature product offering.

Team Structure:

• The Web Designer will report to the Design Director located in Costa Rica.

• This role is part of the Brand Studio, likely working alongside other designers, content creators, and marketing specialists.

• Close collaboration is expected with the Web UX team (responsible for system-level design) and the DXO (Digital Experience Operations) team (responsible for publishing and technical implementation).

Methodology:

• Data-driven design: Iterating on designs based on A/B testing and analytics insights.

• Design System Adherence: Working strictly within established components and guidelines provided by the Web UX team.

• Agile/Iterative Production: Rapidly building and refining web pages and assets.

• Process Improvement: Advocating for and implementing efficiencies in production workflows.

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

📝 Enhancement Note: Smartsheet's culture appears to value innovation, collaboration, and individual impact. The "magic at work" slogan suggests a focus on creating engaging and meaningful work experiences. The size and maturity of the company imply structured operations but also a culture that supports employee growth.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a mid-to-senior individual contributor within the creative and marketing operations function. It requires specialized design skills and the ability to execute independently within a defined framework.

Reporting Structure: The Web Designer reports to the Design Director in Costa Rica, indicating a clear reporting line and potential for direct mentorship. The role will also work closely with the Web UX team and DXO, requiring effective collaboration across functional areas.

Operations Impact: The Web Designer's work directly influences marketing effectiveness by creating high-converting landing pages, engaging digital assets, and optimized user experiences. This directly contributes to lead generation, user acquisition, and overall brand perception, impacting Smartsheet's revenue growth.

Growth Opportunities:

• Skill Specialization: Deepen expertise in web animation (LottieFiles, JSON), CMS (Drupal) implementation, and data-driven design optimization.

• Cross-functional Exposure: Gain deeper understanding of digital marketing strategies, SEO, and user journey mapping through collaboration.

• Design System Contribution: Potentially contribute feedback to the Web UX team on component limitations or inconsistencies, influencing future design system iterations.

• Leadership Potential: With demonstrated success, opportunities may arise to mentor junior designers or lead specific design initiatives within marketing campaigns.

• Professional Development: Access to LinkedIn Learning and potential for other company-sponsored training to enhance design and marketing acumen.

📝 Enhancement Note: Growth in this role is likely focused on deepening craft-specific skills and expanding strategic understanding of marketing operations, rather than moving into pure management without further development in leadership or strategy.

🌐 Work Environment

Office Type: The role is designated as "Remote Eligible - Costa Rica," meaning it is a fully remote position. Candidates must reside in Costa Rica.

Office Location(s): While the role is remote, the reporting structure is to a Design Director located in Costa Rica, suggesting a distributed team operating within the Costa Rican timezone (America/Costa_Rica).

Workspace Context:

• Remote work setup requiring self-discipline and effective time management.

• Collaboration primarily occurs through digital tools (e.g., Figma, communication platforms, potentially Smartsheet itself).

• Access to Smartsheet's full suite of tools and potentially a monthly stipend to support a productive home office environment.

• Opportunities for virtual team interaction and knowledge sharing.

Work Schedule: Full-time, likely around 40 hours per week. Flexibility is expected within remote work, but core collaboration hours with the team and stakeholders will be important.

📝 Enhancement Note: The emphasis on remote work within Costa Rica suggests Smartsheet has a talent strategy that leverages international locations, offering competitive benefits and a structured remote work environment.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Review of resume and portfolio to assess foundational skills, experience, and alignment with role requirements.

• Design Challenge/Portfolio Review: A deeper dive into the candidate's portfolio, potentially involving a presentation of key projects. This may include a specific design exercise or case study to evaluate visual design, problem-solving, and process.

• Team/Hiring Manager Interviews: Discussions to assess technical skills, collaboration style, understanding of marketing principles, and cultural fit. Questions will likely probe experience with CMS, design systems, and A/B testing.

• Final Interview: Potentially with senior leadership to discuss overall fit and strategic understanding.

Portfolio Review Tips:

• Highlight Execution: Showcase your best visual design, layout, and data-informed design work. Focus on the visual quality and impact of your creations.

• Demonstrate Process: For each project, clearly explain your design process, from wireframing to final execution, emphasizing how you used established components and guidelines.

• Showcase CMS Experience: Include examples of web pages you've built or managed within a CMS like Drupal, explaining your role and the tools used.

• Quantify Impact: Whenever possible, use data to demonstrate the effectiveness of your designs (e.g., improved conversion rates from A/B tests, engagement metrics).

• Animation Examples: If you have animation experience, include specific examples of LottieFiles/JSON animations and explain their purpose and implementation.

• Clarity and Conciseness: Ensure your portfolio is well-organized, easy to navigate, and clearly communicates your skills and experience.

Challenge Preparation:

• Be prepared to articulate your process for designing landing pages and digital assets within a design system.

• Practice explaining how you would use A/B testing data to iterate on a design.

• Understand how to effectively collaborate with UX designers and developers (or CMS implementers like DXO).

• Research Smartsheet's current web presence and marketing campaigns to inform your responses.

📝 Enhancement Note: The interview process will heavily scrutinize the candidate's portfolio for visual execution, CMS proficiency, and data-driven iteration capabilities. Candidates should be prepared to walk through their process and demonstrate tangible results.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Essential for creating mockups using the established component library.

• Adobe Illustrator: Required for creating vector-based visual assets and iconography.

• Adobe Photoshop: Required for image manipulation, asset creation, and general graphic design.

• Drupal (or similar CMS): Hands-on experience building and managing web pages is a hard requirement.

Analytics & Reporting:

• Familiarity with using analytics data (e.g., from Google Analytics, Adobe Analytics) to inform design decisions.

• Experience with A/B testing platforms and interpreting results.

CRM & Automation:

• While not a direct CRM role, understanding how web designs contribute to lead generation and user journeys within a marketing funnel is crucial.

Animation Tools:

• LottieFiles: Used for creating and managing web animations.

• JSON: The format used for implementing Lottie animations.

📝 Enhancement Note: Proficiency in Figma and Adobe Creative Suite is non-negotiable. Experience with Drupal and a strong understanding of how design impacts marketing funnels and conversion rates are critical. LottieFiles/JSON experience is a significant plus.

👥 Team Culture & Values

Operations Values:

• Collaboration: Working effectively with Web UX, DXO, Motion Designers, and Marketing teams to achieve shared goals.

• Execution Excellence: Delivering high-quality, on-brand visual assets and web pages efficiently and accurately.

• Data-Informed Decisions: Using analytics and A/B testing to guide design choices and optimize performance.

• Process Improvement: Actively seeking ways to enhance production efficiency and best practices.

• User-Centricity: Designing with the end-user in mind, ensuring intuitive and engaging experiences.

Collaboration Style:

• System-Oriented: Respecting and working within the established design system and guidelines.

• Iterative: Willingness to rapidly test and refine designs based on feedback and data.

• Communicative: Proactive communication with cross-functional teams, especially Web UX and DXO, to ensure alignment and flag issues.

• Knowledge Sharing: Contributing insights and perspectives to peers within the Brand Studio.

📝 Enhancement Note: The culture likely emphasizes a blend of creative execution and disciplined adherence to established processes and systems. A proactive, collaborative, and data-driven mindset will be highly valued.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Speed and Quality: Delivering high-quality visual assets and pages rapidly to meet marketing timelines.

• Adhering to Design System: Consistently executing within a defined component library without deviating, while still bringing creative solutions.

• Cross-functional Dependencies: Effectively managing collaboration with Web UX, DXO, and marketing teams, each with their own priorities.

• Technical Constraints: Working within CMS limitations (Drupal) and ensuring optimal page performance, especially with animations.

Learning & Development Opportunities:

• Advanced Animation Techniques: Mastering LottieFiles and JSON for increasingly sophisticated web animations.

• CMS Expertise: Deepening knowledge of Drupal's capabilities for web design implementation.

• Marketing Acumen: Gaining a more profound understanding of digital marketing strategy, SEO, and conversion rate optimization (CRO) through practical application.

• Design System Best Practices: Contributing to the evolution of the design system through feedback and identifying potential improvements.

• Professional Certifications: Pursuing certifications in relevant design or marketing areas.

📝 Enhancement Note: The role offers a strong foundation in executing within a mature design system and CMS for marketing purposes. Growth opportunities lie in deepening technical and strategic marketing-related skills.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to create a high-converting landing page. What were the key elements, and how did you ensure it met its objectives?" (Focus on conversion principles, user journey, and data integration).

• "How do you approach using a pre-defined design system and component library? Walk us through your process for designing a new page using existing components." (Emphasize adherence, creativity within constraints, and communication with UX).

• "Tell us about a project where you collaborated closely with analytics or A/B testing teams. How did their input influence your design decisions?" (Highlight data-driven iteration and collaboration).

Company & Culture Questions:

• "What interests you about Smartsheet and our Brand Studio?" (Research Smartsheet's mission, values, and recent marketing efforts).

• "How do you stay updated on the latest web design trends and best practices, particularly within a corporate environment?" (Showcase continuous learning and adaptability).

Portfolio Presentation Strategy:

• Structure: Organize your portfolio to clearly showcase your visual design, layout, and data-driven approach. Prepare 2-3 key case studies that best represent your abilities for this role.

• Narrative: For each case study, tell a story: the problem, your approach, the tools used (Figma, Adobe Suite, Drupal), your specific contributions, and the measurable results or impact.

• Visuals: Use high-quality mockups and live links where possible. For animations, provide clear video demonstrations.

• Process Focus: Explain your workflow, your understanding of the design system, and how you incorporated feedback or data.

• Conciseness: Be prepared to present your work efficiently, focusing on the most relevant aspects for this specific role.

📝 Enhancement Note: Be ready to defend your design choices with data and user-centric reasoning, even when working within a system. Demonstrating your ability to collaborate effectively and advocate for process improvements will be crucial.

📌 Application Steps

To apply for this Web Designer position:

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

• Portfolio Customization: Ensure your resume and portfolio are tailored to highlight your experience in visual design, layout, data-driven design, CMS (Drupal), and digital marketing asset creation. Prioritize examples that showcase high-converting web pages and digital assets.

• Resume Optimization: Clearly articulate your 5+ years of experience, proficiency with Figma, Adobe Illustrator, and Adobe Photoshop, and any experience with Drupal, LottieFiles, or A/B testing. Use keywords from the job description naturally.

• Interview Preparation: Practice articulating your design process, your approach to working within design systems, and how you use data to inform your work. Prepare to present your portfolio effectively, focusing on execution and impact.

• Company Research: Familiarize yourself with Smartsheet's products, target audience, and recent marketing initiatives. Understand their brand aesthetic and how this role contributes to their overall marketing strategy.

⚠️ 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.