AI Conversation Designer

About Us

Pearl is AI for professional services at global scale, combining advanced AI with verified human expertise to deliver help that is accurate, accountable, and fast. Since 2003, our network has connected millions of customers with licensed professionals across 196 countries, making real expertise available anytime, anywhere.

Our Values

* Data driven: Data decides, not egos

* Courageous: We take risks and challenge the status quo

* Innovative: We're constantly learning, creating, and adapting

* Lean: We focus on customers, using lean testing to learn how to serve them best

* Humble: Past success is not a guarantee of future success

About the Role

As a Conversation Designer at Pearl, you’ll help build and evolve chatbots that support and convert millions of customers around the world. You’ll design engaging, efficient conversational flows using our in-house language, blending creativity with data to deliver delightful AI + Human-powered experiences. This role requires technical proficiency, cross-functional collaboration, and a passion for building user-centric solutions that move business metrics.

What You’ll Do

* Design and optimize chatbot flows to convert, engage, and support customers across e-commerce and customer service journeys

* Write clear, compelling conversation copy that aligns with brand tone and business objectives

* Analyze customer transcripts and chatbot performance to identify gaps and propose improvements

* Apply NLP/LLM tools and prompt engineering to enhance response quality and scalability

* Partner with international teams to localize and align bots with regional goals and personas

* Collaborate with analytics to evaluate performance metrics and measure impact

* Conduct QA (functional, linguistic, and regression) testing of bot interactions

* Lead or contribute to special projects (e.g., chatbot consolidation, competitor analysis, new bot launches)

What We’re Looking For

* 2+ years of experience designing, launching, and maintaining chatbot or conversational AI solutions

* Familiarity with NLP platforms like Dialogflow, Watson, or similar

* Experience with LLMs and prompt engineering

* Working knowledge of Python, HTML, or JavaScript

* Strong data fluency and comfort with tools for analyzing performance at scale (Excel, PowerBI, etc.)

* Comfortable working in Agile environments and using tools like Asana, Azure Boards, Figma, or LucidChart

* Excellent attention to detail, organization, and project management skills

* Thrives in fast-paced, collaborative, and iterative environments

Bonus Points For:

* Experience with ChatScript or other chatbot scripting languages

* Experience localizing chatbots for global audiences

* Prior work in marketplaces, e-commerce, or customer experience teams

* Ability to independently lead QA testing and post-launch analysis

Why Join Pearl

* At Pearl, we’re redefining how people access expert help—combining AI-powered conversation design with human expertise to deliver fast, personalized support.

* You’ll join a global, mission-driven team working at the intersection of technology, language, and empathy. Every interaction you design helps someone get answers, make decisions, or solve a problem that matters.

* We offer a flexible, collaborative environment where designers, engineers, and product thinkers shape the future of AI + Human interaction together.

The Impact You’ll Have

* Your work will directly influence how millions of customers experience Pearl every month—turning complex questions into simple, conversational solutions. You’ll help us scale intelligent, empathetic digital experiences that feel less like tech—and more like help.

* This is your opportunity to shape the future of AI-human interaction in a company that’s redefining expert access at scale. If you’re passionate about designing conversations that matter—and you like solving tough problems with smart people—we’d love to hear from you.

Remote From these States - California, Florida, Georgia, Idaho, Illinois, Massachusetts, Michigan, New Jersey, New York, North Carolina, Ohio, Oregon, Pennsylvania, Texas, Virginia, Washington, and Wisconsin.

Pay Transparency - Pearl will provide pay transparency information upon application to those in qualifying jurisdictions. (Employment is with JustAnswer LLC, a Pearl company.)

Our Commitment to an Inclusive Workplace

We welcome people from all backgrounds who seek the opportunity to help build a future where professional services are readily available to all. If you have curiosity, passion, and a collaborative spirit, come work with us. Pearl is committed to an inclusive workplace. Pearl is an equal opportunity employer and does not discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, disability, age, or other legally protected status.

AI Disclosure & Informed Consent

Artificial intelligence (AI) technology may be used during the hiring process to record, transcribe, analyze, and rank interview responses. By submitting your application and participating in the interview process, you acknowledge and consent to the use of AI technology in the hiring process. For more information see our AI Disclosure and Consent Policy.