Manager, AI Conversational Design

Pearl•San Francisco, CA
•Remote

About The Position

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. At Pearl, Conversation Design shapes AI experiences that help millions of customers every day. As our Manager, AI Conversational Design, you’ll lead a team of Conversation Designers and partner with Product, Engineering, Analytics, and AI teams to improve those experiences at scale. You’ll coach and grow your team, stay close to the work, and own initiatives that advance Conversation Design. This role offers room to build, experiment, and influence where the discipline goes next.

Requirements

  • Experience leading and developing teams in Conversation Design, Conversational AI, or a related field.
  • Hands-on experience building and shipping conversational AI products or LLM-powered agents.
  • Experience improving conversational quality through evaluation, optimization, experimentation, or A/B testing.
  • Strong cross-functional partnership and the ability to turn strategic ideas into practical improvements.
  • A collaborative, curious leadership style and confidence using AI tools in your daily work.

Responsibilities

  • Lead, coach, and develop Conversation Designers through feedback, career support, and thoughtful prioritization.
  • Hire and onboard new team members as the organization grows.
  • Partner across Product, Engineering, Analytics, Machine Learning, and AI to deliver effective conversational experiences.
  • Own a strategic initiative, such as improving evaluation, tooling, workflows, or quality practices.
  • Use AI tools, experimentation, and customer insights to help the team work more effectively and improve its output.

Benefits

  • Pay transparency information upon application to those in qualifying jurisdictions.
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