Remote Head of AI Conversational Design

Pearl; United States; Remote; USD 140,000 - 190,000; Full time

Job summary

Pearl is hiring a Manager, AI Conversational Design to lead a team of Conversation Designers and collaborate with Product, Engineering, Analytics, ML, and AI teams at scale. You’ll coach, hire, and own initiatives that advance the discipline while shaping how we test and improve conversational experiences for millions of customers.

Remote work from select US states is supported; Pearl provides pay transparency information upon application in qualifying jurisdictions, with employment through

Qualifications

• Experience leading and developing teams in Conversation Design 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.

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.

Skills

Conversation Design

Leadership

AI & LLM

Cross-functional collaboration

Job description

Pearl is hiring a Manager, AI Conversational Design to lead a team of Conversation Designers and collaborate with Product, Engineering, Analytics, ML, and AI teams at scale. You’ll coach, hire, and own initiatives that advance the discipline while shaping how we test and improve conversational experiences for millions of customers.

Remote work from select US states is supported; Pearl provides pay transparency information upon application in qualifying jurisdictions, with employment through