Lead Web Designer (Remote Eligible - Costa Rica)

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it's what we show up for every day.

Our Brand Studio seeks a Lead Web Designer, fluent in design thinking, to create engaging and intuitive user experiences for our Marketing Operations team. This role requires representing the end-user and promoting human-centered design to meet diverse user needs. We need a designer with an insatiable appetite for human insight to conceptualize narrative, experience, and systems, and the discipline for flawless execution. This role bridges stunning design, technical implementation, and marketing strategy, using motion and modern web tools to drive user acquisition and bring the Smartsheet SaaS brand to life.

You will report to the Design Director located in Costa Rica. This role is eligible for remote work within Costa Rica. You must reside in Costa Rica.


You Will:

• You will be the driving visual force for marketing our product, crafting high-converting landing pages, interactive web experiences, and engaging digital campaigns.
• Create task flows, wireframes, and low- to high-fidelity interactive prototypes based on user and business data.
• Provide assets, specifications, and guidance for UI implementation throughout the development process.
• Rapidly iterate on prototypes and designs for A/B testing and experimentation.
• Follow and improve existing design patterns and style guides.
• Create UI deliverables and specifications documents, including detailed redlines, for developer hand-off.
• Support the UX team in other areas of the human-centered design process (e.g., user research, usability testing, information architecture, and interaction design).
• Collaborate effectively across teams and departments.
• Design user experiences across digital and physical touchpoints, adhering to established style guides and design systems.
• Share and document your knowledge and perspective with peers.
• Advocate for process improvements related to production efficiencies and best practices.
• Manage a mix of large and small projects with overlapping priorities.
• Actively research new tools and best practices to adopt as the work evolves.
• Work with other departments to gain a deep understanding of user needs and goals and communicate them to cross-functional product teams.
• Design high-fidelity, conversion-focused landing pages, campaign hubs, and core website updates tailored to our target SaaS audience and support in-app graphics when needed.
• Collaborate with Motion Designers to create and implement lightweight, high-performance web animations using LottieFiles and JSON to enhance user engagement without sacrificing page speed.
• Build, update, and manage web pages directly within Drupal, ensuring visual consistency and adherence to best practices.
• Help maintain and scale our marketing design system in Figma, Creative Cloud, and Brandfolder, ensuring all assets align with our core brand guidelines.
• Work closely with front-end developers, content marketers, and SEO specialists to ensure all web designs are technically feasible, responsive, and optimized for search.
• Network with peers and stakeholders to drive technology and UI improvements
• Serve as a consultant within your subject matter expertise to help all business organizations shape the scope of their projects.
• Other job duties as assigned.

You have:

• 8+ years experience designing exceptional experiences for complex, data-driven web and mobile applications with a strong focus on B2B or SaaS applications and/or marketing websites.
• Experience designing simple solutions for complex problems and a stellar portfolio demonstrating a keen eye for typography, layout, conversion-driven design, and interactive web elements.
• Passion for and understanding of the full human-centered design process and desire to work on a team that truly follows it.
• Proven track record for crafting simple, creative solutions for complex problems.
• Strong interaction design and prototyping skills.
• A high degree of proficiency with UX/UI Tools (Figma, XD, Zeplin, etc) and design tools such as Adobe Illustrator, Adobe Photoshop is a hard requirement.
• A strong understanding of HTML, CSS, JavaScript, (JSON knowledge a plus), and how modern web frameworks operate. You must be comfortable working closely with developers to execute your vision.
• Strong communication and interpersonal skills (visual, written, verbal, presentation); ability to work successfully with teams across the organization from different capabilities and backgrounds.
• Highly organized, track, and document all work.
• Academic studies/certifications or relevant experience on Design Thinking, Human Centered Design, and UX/UI Design are a plus.
• Animation & Implementation is desirable: Proven experience creating, exporting, and implementing web animations using LottieFiles and JSON is a plus.
• Hands-on, proven experience building and managing sites within Drupal or similar CMS systems.
• Marketing Acumen: A strong understanding of digital marketing principles, user journey mapping, and what drives users to click, sign up, or request a demo.

Nice-to-Haves:

• Experience with user testing, heatmaps (e.g., Hotjar, CrazyEgg), and utilizing analytics to drive design decisions.
• Familiarity with SEO best practices and how they impact web design.
• Experience creating assets for social media or paid ad campaigns.

Perks & Benefits:

• Fully paid Health & Life insurance for full-time employees and family members
• Monthly stipend to support your 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 our community
• Opportunities for professional growth and development including access to LinkedIn Learning online courses
• Company Funded Perks including a counseling membership and your own personal Smartsheet account
• Teleworking options from any registered location in Costa Rica (role specific)

Get to Know Us:

At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You'll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths-because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you're doing work that stretches you, excites you, and connects you to something bigger, that's magic at work. Let's build what's next, together.

Equal Opportunity Employer:

Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, and India. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.


If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.

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