MasterClass is the streaming platform where the world’s best come together so anyone, anywhere, can access and be inspired by their knowledge and stories. We put you in the room with the creators, thinkers, makers and leaders who have changed the world, so that you can change yours.

Members get unprecedented access to 150+ instructors and classes across a wide variety of fields, including Arts & Entertainment, Business, Design & Style, Sports & Gaming, Writing and more. Step into Nas’ recording studio and Gordon Ramsay’s kitchen, and go behind the big screen with James Cameron. Design your career with Elaine Welteroth, get ready to win with Lewis Hamilton, perfect your pitch with Shonda Rhimes and discover your inner negotiator with Chris Voss.

It’s a pivotal time for MasterClass – and we want you to be a part of the journey. 

If you want to help make an impact on our members’ lives – we want to hear from you!

We are looking for more than what a resume can show. If you don’t have the exact experience or skills, but think you’d be a great addition to MasterClass, please apply for the role.

We are seeking a talented and innovative Conversational GenAI Designer to join our team working on cutting-edge conversational AI. This position is a contractor position for 3 months, with a potential to be extended after that period. This role will be critical in shaping the way our GenAI chatbots interact with users across multiple projects. As a Conversational GenAI Designer, you will be responsible for defining use cases, designing conversational flows, annotating datasets and ensuring quality in our AI-driven chat solutions. You will collaborate with cross-functional teams, including data scientists, product managers, subject matter experts, linguists, machine learning engineers, and UX designers to create engaging, intuitive, and intelligent conversational experiences for our users.

• Use Case Definition: 
• Identify and define use cases for the chatbot, detailing what the bot should and should not discuss. 
• Work with stakeholders to align conversational objectives with product goals and user needs.


• Conversation Design and Structure: 
• Write conversational examples that span various interaction types, ensuring natural and meaningful exchanges. 
• Design multiple conversational flows that support user objectives, using storytelling principles and contextual adaptability.


• Dataset Annotation and Review: 
• Annotate and curate datasets to improve chatbot performance and personalization.
• Review generated datasets for quality, accuracy, and relevancy to intended use cases.


• Prompt Engineering and Quality Evaluation:
• Develop, test, and refine prompts to guide the chatbot in generating accurate, helpful responses.
• Collaborate with data scientists and MLEs to evaluate the quality of fine-tuned models and iterate based on feedback.


• Cross-Functional Collaboration:
• Partner with data scientists, product managers, SMEs, linguists, MLEs, and UX designers to inform and refine conversation design.
• Manage and prioritize work across multiple projects, ensuring consistent, high-quality outputs.

• 5+ years of proven experience in conversational design, GenAI, or chatbot development.
• Strong understanding of conversational AI principles, including turn-taking, persona development, and conversational ethics.
• Excellent copywriting skills, with the ability to craft clear, engaging, and on-brand dialogue.
• Familiarity with AI/ML concepts, prompt engineering, and dataset annotation.
• Experience with tools for dataset annotation and conversational design.
• Excellent communication and storytelling skills, with a keen eye for detail.
• Ability to collaborate effectively with cross-functional teams.
• Comfortable operating in a fully remote and digital environment.
• Bachelor’s degree in a relevant field (e.g., Linguistics, Computer Science, UX Design, Psychology) or equivalent experience.

• Opportunity to work on cutting-edge conversational AI technology in a collaborative and innovative environment.
• A supportive team culture that encourages learning and professional development.
• Salary Range: $40-55/ hour