Senior AI Content Specialist

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior AI Content Specialist based in Canada . As a Senior AI Content Specialist, you will play a key role in shaping the conversational experience of an AI-powered platform designed for adult audiences. You will combine advanced writing skills with practical expertise in large language models (LLMs) to create engaging, natural, and consistent AI interactions. Working at the intersection of content design, prompt engineering, and machine learning, you will develop AI character personalities, refine conversational behaviors, and build high-quality training datasets. You will collaborate closely with machine learning engineers to test models, identify performance issues, and continuously improve output quality. You will also introduce AI-powered automation to streamline content workflows and enhance quality assurance. This is an exciting opportunity to influence the development of conversational AI products within a globally distributed, remote-first team. Accountabilities - Design, write, and continuously refine prompts for AI characters, defining their personalities, tone of voice, behavioral guidelines, and responses to complex or unexpected situations. - Create, edit, and maintain high-quality conversational datasets, including dialogues and other text materials used to train and fine-tune AI models. - Develop and automate content workflows using AI tools, scripts, and no-code solutions such as Claude, Cursor, and n8n to reduce repetitive manual tasks. - Establish evaluation frameworks, quality standards, and criteria for automated content reviews to ensure consistency and reliability. - Test new chatbot and model versions before release, assess conversational quality, and identify the root causes of issues related to prompts, datasets, or model behavior.

- Label, annotate, and organize training data to support model development and improve conversational accuracy. - Work closely with machine learning engineers to optimize AI-generated responses and continuously enhance the user experience. - Analyze real-world conversations to identify engagement patterns, understand user preferences, and translate insights into actionable content improvements. - Maintain clear documentation and consistent standards for writing style, tone, explicitness, and conversational quality. Requirements - Demonstrated hands-on experience working with large language models (LLMs), conversational AI, or chatbots, including prompt design, dataset development, and model response evaluation. - Practical experience shaping chatbot or AI model behavior beyond using AI tools as general writing assistants. - Previous experience in AI training, prompt engineering, conversation design, content design, UX writing, copywriting, or professional writing. - Strong English writing and editing skills at C1 level or above, with an excellent understanding of tone, style, storytelling, and natural conversational language. - Experience automating workflows using AI-powered tools, scripts, no-code platforms, or custom internal solutions. - Ability to develop and maintain structured content guidelines, including quality standards, tone-of-voice frameworks, and explicit-content requirements. - Strong analytical and problem-solving abilities, with the capacity to identify patterns across large volumes of conversations and turn findings into practical improvements. - Excellent attention to detail and the ability to maintain consistent quality while handling repetitive content creation, review, and annotation tasks. - Full comfort and professional readiness to work with explicit 18+ content.