
Director of Engineering, Core AI Experience
Retool
San Francisco, CA • 1h ago • On-site
Senior
On-site
342,000 - 415,000 USD/yr
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Potential salary for Director of Engineering, Core AI Experience role
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$342,000 – $415,000/year
Quick Facts
- Role: Director of Engineering (Core AI Experience)
Description
Lead engineering strategy and execution for the Core AI Experience that helps users turn business problems into working software with AI. Partner with Product and Design to shape how users generate, edit, debug, and iterate on software with AI—from first interaction through ongoing use—while maintaining reliability, responsiveness, and usability. Collaborate with GTM and platform/infrastructure partners and lead engineering leaders to deliver measurable customer outcomes.
Responsibilities
- Own engineering strategy and execution, translating product vision into prioritized work and measurable customer outcomes
- Shape the end-to-end user workflow for building, editing, debugging, and iterating with AI
- Partner with Product and Design; collaborate with GTM on launches, positioning, and sales strategy
- Lead and develop engineering managers and senior technical leaders
- Set a high bar for product quality across AI interaction reliability, responsiveness, and usability
- Guide architecture across user experience, application state, AI orchestration, and integration with the broader platform
- Build evaluation methods for AI behavior using customer feedback, product data, and systematic evaluations
- Balance rapid experimentation with engineering foundations for increasingly complex use cases
- Work with platform and infrastructure to meet enterprise data access, permissions, and governance requirements
- Stay close to customers to help teams resolve ambiguity, manage tradeoffs, and ship
Requirements
- Experience leading multiple product engineering teams, including developing managers and senior engineers
- Strong product judgment with deep collaboration with Product and Design
- Technical depth in interactive applications or developer tools (front-end and underlying systems)
- Experience shipping AI-powered products; understanding model variability, latency, evaluation, and user trust
- Judgment to determine where experimentation is useful vs. where durable technical investment is needed
- Ability to convert ambiguous opportunities into clear priorities as requirements evolve
- Strong communication and organizational leadership; align teams and surface risks early
- Practical, involved leadership style across strategy, technical reviews, and detailed product discussions
- Experience with AI-assisted software creation, developer workflows, or enterprise software
Benefits
- Comprehensive benefits plan: medical, dental, vision, and 401(k)
- Equity and/or commission may be provided depending on the role
- Base pay range: $342,000 - $415,000 per year
- Hybrid work arrangement; additional details available in the company careers benefits section
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