Lead AI/ML direction for Stripe’s Conversation Platform, shaping RAG systems and LLM-powered experiences for merchants worldwide. This position is not described with a work model. As an Engineering Manager, you will guide teams building machine learning systems from ideas through production. You will set technical and process direction, coordinate integrations, build prototypes, and develop engineers. The team works with streaming feature pipelines, ML models, backend changes, and production deployment. Key Responsibilities:

Drive an ambitious AI/ML vision benefiting Stripe users Set technical and process direction around business goals Coordinate product integrations with partner teams Propose ideas and build prototypes Hire, develop, and coach machine learning engineers Requirements:

At least four years managing machine learning teams Machine Learning Engineer or Applied Scientist experience Experience building and shipping machine learning systems Experience leading teams in ambiguous environments Preferred experience shipping LLM and RAG systems Apply machine learning leadership, production expertise, and coaching skills to Stripe’s AI Conversation Platform team.

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📌 Engineering Manager AI Conversation Platform (Winnipeg)
🏢 FDE Times
📍 Winnipeg