Director of Engineering, Core AI Experience

About this role

Lead engineering for Retool’s Core AI Experience, helping users build, edit, debug, and deploy apps and agents with AI. Define strategy and execution in partnership with Product and Design, while building teams and ensuring AI interactions are reliable and useful for business work.

About the company

Retool is a software development company that provides a platform for building internal tools rapidly. They serve various industries by enabling businesses to create custom applications tailored to their operational needs.

The team

Retool Core AI Experience

What you'll do

• Set engineering strategy and priorities tied to customer outcomes.
• Partner with Product and Design on AI-assisted software creation experiences.
• Lead and develop engineering managers and senior technical leaders.
• Guide architecture across the user experience, application state, AI orchestration, and Retool platform integrations.
• Establish evaluations for AI behavior using customer feedback, product data, and systematic testing.
• Ensure reliability, responsiveness, usability, and enterprise governance requirements.
• Collaborate with go-to-market teams on launches, positioning, and sales strategy.

What we're looking for

• Experience leading multiple product engineering teams and developing managers and senior engineers.
• Strong product judgment and close collaboration with Product and Design.
• Technical depth in interactive applications, developer tools, or similarly complex software.
• Experience shipping AI-powered products and addressing model variability, latency, evaluation, and user trust.
• Ability to turn ambiguous opportunities into clear priorities and balance experimentation with durable technical investments.
• Strong communication, organizational leadership, and hands-on practical leadership style.

Nice to have

• Experience with AI-assisted software creation or developer workflows.
• Experience with enterprise software.