Content Designer II (Remote Eligible - Costa Rica)

Smartsheet · San Jose, CR · Design

Posted 2026-10-19

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As a Content Designer II at Smartsheet, you’ll collaborate with cross-functional teams to ensure UX content delivers high value and meets business goals. In this era of rapid innovation, you will play a pivotal role in shaping how our users interact with AI-driven features, ensuring that complex technology feels intuitive, ethical, and human-centric. You’ll impact specific feature areas and contribute to platform-wide strategies that define the future of collaborative work management.

You will report to our Director, Content & Globalization  in  the US. This role is eligible for remote work within Costa Rica. You  must reside in Costa Rica.

What you’ll do

Design for AI & LLMs: Partner with Product and Engineering to design conversational interfaces, prompt-based interactions, and AI-generated outputs. You will ensure AI responses are accurate, helpful, and maintain Smartsheet’s brand voice.

Collaborative Creation: Understand user needs and business goals to co-create product content alongside design and product management teams.

Strategic Content Design: Apply and evolve content strategies, guidelines, and processes. Create deliverables such as content audits, research-driven frameworks, and user personas.

Information Architecture: Design clear navigation and content hierarchies that help users manage complex data and workflows efficiently.

Advocacy & Education: Educate cross-functional partners on Content Design best practices and the ethical implications of AI communication.

Continuous Learning: Stay current on emerging trends in UX, Human-Centered Design, and Generative AI to keep our platform at the cutting edge of the industry.

What you’ll bring

Experience: 3+ years in Content Strategy, Content Design, or UX Writing within a software development organization.

AI Literacy: Experience (or a deep, demonstrated interest) in designing for AI/ML features. This includes understanding prompt engineering, model personality, and the nuances of human-AI interaction.

Tool Proficiency: Expertise in Figma and experience working within a robust design system.

Systems Thinking: Ability to create content that scales globally and translates well across different languages and cultures.

User-Centric Mindset: A passion for human-centered design and a track record of using research to inform content decisions.

Communication: Excellent collaboration skills and the ability to champion the "why" behind content decisions to stakeholders.

Education: Bachelor’s degree in a related field

Location: Ability to work from our office in Bellevue, WA on a hybrid schedule.

Support other duties as assigned

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)

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