Content Designer, AI Experiences

About Bask Health

Bask Health is a software platform that enables entrepreneurs, doctors, and healthcare businesses to launch, manage, and grow direct-to-consumer telehealth businesses.

Our platform brings together patient experiences, clinical workflows, pharmacy operations, and commerce tools in one place.

We're an entrepreneurial, product-focused engineering team that values ownership, technical excellence, and building software that solves real problems. Engineers work closely with product teams and company leadership, take features from idea to production, and have a direct role in shaping the platform.

Engineering at Bask is AI-first and builder-led. We use tools like Cursor and Claude Code throughout development while maintaining high standards for reliability, testing, and software quality.

About the Role

We're looking for a Content Designer, AI Experiences to help shape how users interact with AI-powered capabilities across Bask Health's software platform.

Bask Health enables entrepreneurs, doctors, and healthcare businesses to launch, manage, and grow direct-to-consumer telehealth businesses. Our platform brings together merchant tools, patient experiences, clinical workflows, pharmacy operations, and commerce capabilities.

As we explore and develop AI-assisted product experiences, clear communication becomes essential. Users need to understand what an AI feature can do, what information it uses, when its output may be incomplete, and which decisions remain their responsibility.

As a Content Designer, AI Experiences, you'll design the language and conversational patterns that make AI-powered functionality understandable, useful, and appropriately transparent.

This is a hands-on product content role combining UX writing, conversational design, interaction design, content strategy, and cross-functional product development. You'll work with product designers, product managers, engineers, and AI-focused technical teams to create content for AI-assisted workflows.

Your work may include AI-powered assistants, suggested actions, generated summaries, guided configuration experiences, automated recommendations, and other intelligent product capabilities as they are developed and approved.

You'll help define how AI features introduce themselves, explain their capabilities, ask for information, present results, communicate uncertainty, and guide users toward appropriate next steps.

You'll also design content for situations where AI cannot complete a task, produces an incomplete result, needs clarification, or requires human review. These experiences should help users understand what happened without creating unnecessary confusion or implying capabilities the system does not have.

A major part of this role will involve creating clear boundaries between AI assistance and user decisions. You'll help design messaging that distinguishes suggestions from completed actions, makes important limitations visible, and supports review before consequential changes.

Because Bask operates in healthcare-related environments, you'll need to pay particular attention to privacy, accuracy, and appropriate clinical boundaries. You'll collaborate with relevant stakeholders to ensure AI-related content does not misrepresent medical authority, treatment eligibility, or actions requiring authorized human oversight.

You'll participate throughout the product development process, from early concept exploration and prototype writing through usability testing, implementation, and iteration.

You'll also contribute to reusable AI content patterns, including response structures, clarification prompts, confirmation language, error states, and disclosure guidelines.

You'll use user research, usability feedback, and available product data to evaluate whether people understand AI-generated content and can successfully complete their tasks.

We're looking for someone who enjoys solving new product communication challenges, understands the importance of responsible AI interactions, and can translate technically complex functionality into straightforward, useful experiences.

What You'll Do

• Design clear, intuitive content for AI-powered features across Bask Health's platform.
• Write interface copy for AI-assisted merchant and operational workflows.
• Develop conversational interaction patterns for assistants and guided experiences.
• Create introductory messaging that explains what AI features can and cannot do.
• Write prompts, suggested questions, and guided input instructions for users.
• Design content for AI-generated summaries, recommendations, and suggested actions.
• Help users distinguish AI-generated suggestions from verified information and completed actions.
• Create clear explanations for automated processes and AI-assisted workflows.
• Develop content patterns for uncertainty, incomplete information, and unavailable results.
• Write clarification prompts that help users provide missing or ambiguous information.
• Design confirmation messages for actions that require user review or approval.
• Create recovery messaging for unsuccessful or interrupted AI interactions.
• Develop appropriate handoff language when human assistance or review is required.
• Collaborate with product designers on conversational layouts and AI interaction flows.
• Partner with engineers to understand AI functionality, limitations, and system behavior.
• Work with product managers to define user expectations and content requirements.
• Participate in the design of AI-assisted merchant configuration experiences.
• Help create understandable content for AI-generated business insights and operational summaries.
• Review AI feature prototypes for clarity, transparency, and usability.
• Develop reusable writing patterns for AI-related product interactions.
• Contribute AI content standards to Bask Health's broader design system.
• Establish consistent terminology for AI features, generated outputs, and automation states.
• Collaborate with researchers to evaluate user understanding and trust.
• Test whether users can identify AI limitations and appropriately review suggested actions.
• Work with clinical and pharmacy stakeholders when AI experiences involve sensitive healthcare workflows.
• Apply accessibility and plain-language principles to conversational and AI-generated interfaces.
• Document content decisions, AI interaction patterns, and writing guidelines.
• Own assigned AI content design projects from initial discovery through implementation and iteration.

Requirements

• 3+ years of professional experience in content design, UX writing, conversational design, product writing, or a closely related field.
• Portfolio or work samples demonstrating content design for digital products.
• Strong writing, editing, and information organization skills.
• Understanding of user-centered content design principles.
• Experience creating interface content for web or mobile applications.
• Ability to simplify technically complex concepts into clear, actionable language.
• Experience writing instructions, guidance, error messages, confirmations, and system states.
• Strong understanding of information hierarchy and interaction design principles.
• Familiarity with conversational interfaces, AI-assisted products, or automated workflows.
• Ability to design content that sets clear user expectations.
• Understanding of transparency and user control in automated experiences.
• Ability to communicate uncertainty and product limitations without confusing users.
• Experience collaborating closely with product designers and product managers.
• Ability to work effectively with software engineers and technical stakeholders.
• Familiarity with Figma or comparable collaborative product design tools.
• Understanding of accessibility and inclusive writing principles.
• Experience maintaining consistent terminology across digital experiences.
• Familiarity with UX writing guidelines or content design systems.
• Ability to review prototypes and identify content-related usability problems.
• Experience incorporating research findings and user feedback into content improvements.
• Strong attention to detail and accuracy.
• Ability to explain writing decisions and communicate recommendations clearly.
• Experience working in cross-functional product teams.
• Ability to balance user needs, business requirements, and technical constraints.
• Ability to independently manage assigned content design projects.
• Nice to Have
• Direct experience designing content for generative AI products.
• Experience with conversational AI assistants or chatbot interfaces.
• Familiarity with large language models and their practical limitations.
• Experience designing AI-assisted workflows for SaaS applications.
• Understanding of prompt design and user-facing prompt guidance.
• Experience creating content patterns for AI-generated recommendations.
• Familiarity with human-in-the-loop review and approval workflows.
• Experience designing interfaces that communicate AI uncertainty.
• Understanding of responsible AI principles and transparent product communication.
• Experience evaluating AI response quality or conversational usability.
• Familiarity with AI-powered merchant tools or business automation products.
• Experience designing content for complex administrative software.
• Background in healthcare, telehealth, or patient-facing digital experiences.
• Understanding of healthcare-related privacy considerations.
• Experience collaborating with clinical or pharmacy stakeholders.
• Familiarity with white-label or multi-tenant SaaS platforms.
• Experience developing reusable conversational design patterns.
• Understanding of localization and accessibility challenges in AI interfaces.
• Experience collaborating with UX researchers on AI comprehension studies.
• Familiarity with AI-assisted writing, prototyping, or development tools.