Lead AI Engineer

Introduction to the Team & Role AI is central to 360Learning's strategy: our AI Squad ships agentic features that help users discover, create, and administrate content. Over the last year, we have shipped 5+ AI features powering thousands of users monthly: Catalog Companion : An AI agent performing bulk catalog operations (sharing, archiving, tagging, author assignments) Smart Search : conversational search helping users discover the right content Conversational BI : Analytics and insights delivered through natural conversation AI Course & Question Generation : Creating questions and full courses from documents and titles Content Recommendations : Personalized content discovery We're now looking for a Lead AI Engineer to drive the technical vision for AI in 360Learning’s product and to coach our AI Engineers as the team grows. This is a hands-on leadership role: you'll set technical direction, own the hardest architectural decisions, and grow the people around you, while staying close to the code. You'll coach our team of AI Engineers (2 today, growing), and partner closely with 1 Product Manager, 1 Product Designer, and our Full-Stack Developers. You'll report directly to the Head of AI/Data .