Senior Engineering Manager, Data & AI

Role overview

Lead the engineering team responsible for data foundations, analytics, and AI agents in a freight operations platform. You will own technical direction, delivery quality, and team growth while remaining hands-on, spending roughly a third of your time building or examining the system. The group is growing from about eight engineers and maintains shared data and agent infrastructure, including operational context, event streams, evaluation, tracing, safeguards, and model routing.

Responsibilities - Set technical strategy and oversee delivery and quality across data, analytics, and agent products. - Hire, coach, and develop engineers while staying close to implementation through prototyping, code review, evaluation work, and architecture review. - Build and improve shared foundations that connect freight entities and events, and support dependable agent behavior. - Establish engineering practices that use coding agents in day-to-day work, evaluation before expansion, and production evidence to guide releases. - Work across a cloud data and application stack spanning .NET, TypeScript, Python, Azure, Kubernetes, databases, and warehouse tooling.

Requirements - At least eight years building software, including three or more years managing engineers. - Experience shipping LLM-powered products to real users and explaining how performance and reliability were measured and improved. - Practical experience building agent systems with tool use, orchestration, retrieval or memory, and a clear understanding of failure modes. - Ability to develop evaluation systems using offline tests, production metrics, human review, and transcript analysis. - Strong data engineering judgment across event streams, change data capture, cloud warehouses, data transformation, and data quality. - Experience operating reliable distributed services and securing multi-tenant SaaS, including agent permissions and customer data isolation. - Fluency in Python or TypeScript, familiarity with C# and .NET, and clear communication with technical and business audiences.

Nice to have

Production experience with knowledge or context graphs, entity resolution, real-time voice agents, model fine-tuning or prompt optimization, workflow platforms, or site reliability engineering. Freight or logistics experience, early-stage leadership, and a strong record of hiring and retaining engineers are also useful.

Benefits and work setup

Remote within the United States, with some travel for team gatherings, customer visits, and industry events. Relocation assistance is not provided.