Content Designer II (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.

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. 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

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)

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 ca