Content Designer II (Remote Eligible - Costa Rica)

Smartsheet
San Jose, Costa Rica
RemoteCareer-pivot friendly

Who this role is best for

Strong fit for candidates with AI/ML content design experience who collaborate across product and engineering teams and are based in Costa Rica with hybrid work flexibility.

Best fit for

  • Candidates with AI/LLM content design expertise and a global mindset for scalable solutions
    — “design for AI & LLMs: Partner with Product and Engineering to design conversational interfaces”
  • Individuals who can translate complex technology into intuitive, human-centric interfaces
    — “ensuring that complex technology feels intuitive, ethical, and human-centric”
  • Professionals with a background in systems thinking and cross-functional collaboration
    — “Collaborative Creation: Understand user needs and business goals to co-create product content alongside design and product management teams”

Things to consider

  • Hybrid work arrangement requires in-office presence in Bellevue, WA on a regular basis
    — “Ability to work from our office in Bellevue, WA on a hybrid schedule”
  • Role is specific to Costa Rica, with no indication of eligibility for other countries
    — “Teleworking options from any registered location in Costa Rica (role specific)”

How to stand out

  • Highlight experience with prompt engineering and AI ethics in your content design work
    — “Experience (or a deep, demonstrated interest) in designing for AI/ML features”
  • Showcase your ability to create scalable content strategies that work globally
    — “create content that scales globally and translates well across different languages and cultures”
  • Demonstrate your track record of using user research to shape content decisions
    — “a passion for human-centered design and a track record of using research to inform content decisions”
  • Emphasize your proficiency in Figma and working within a design system
    — “Expertise in Figma and experience working within a robust design system”
Pace · Fast PacedCollaboration · HighAutonomy · MediumDecision Impact · Team

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • designed conversational interfaces
  • improved user interaction with AI
  • developed content strategies
Typical background
content strategyUX writing

Skills & requirements

Required

Content StrategyUX WritingAI IntegrationInformation ArchitectureUser Research

Preferred

AI LiteracyGlobal Content Design

Stack & domain

FigmaCollaborationAI

About the role

Original posting from Smartsheet via Greenhouse

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  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)

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, India, and Singapore. 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.

#LI-Remote

Source: Smartsheet careers (Greenhouse)

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