Team Lead, AI Engineering

DRWChicago, IL
$200,000 - $250,000

About The Position

As AI tools drive immense value across the firm, our organization faces a "Dual Mandate": providing low-friction access to the best frontier AI tools while managing an exponentially growing cost curve. The AI Platform Team is a net-new, unified group responsible for building both the centralized software/governance layers and providing the human-in-the-loop support required to route users to the most cost-effective models. We are seeking an AI Platform Team Lead to serve as the overarching leader of this newly formed, unified team. You will oversee both focus areas: AI Platform Engineering and AI Support & Enablement. By managing both the technical platform and the user support experience under a single umbrella, you will ensure a frictionless feedback loop in which user pain points, tool limitations, and cost data instantly inform your engineering roadmap and automated governance policies.

Requirements

  • Proven experience managing cross-functional technical teams, ideally spanning software engineering, platform operations, or product support.
  • Strong architectural background with technical expertise in distributed systems, API gateway management, and Go/Python.
  • Strategic mindset with the ability to define operational governance, cost-control workflows, and vendor management strategies.
  • Ability to navigate ambiguity and transition rapid prototypes into stable, permanent enterprise platforms.

Responsibilities

  • Manage a dual-focus team consisting of software engineers and AI support specialists, balancing rigorous agile engineering delivery with high-touch user enablement.
  • Oversee the technical vision for our "Federated Management Plane," managing the development of multi-engine API gateways, asynchronous data pipelines, and progressive friction policies.
  • Translate insights gathered from the Support queue (e.g., prompt engineering struggles, quota requests) directly into technical requirements for the Engineering focus area to automate.
  • Act as the primary DRI connecting our Cloud foundation, 3rd-party SaaS vendors, and our internal on-premise AI hardware to ensure seamless model routing.

Benefits

  • group medical
  • pharmacy
  • dental insurance
  • vision insurance
  • 401k (with discretionary employer match)
  • short and long-term disability
  • life and AD&D insurance
  • health savings accounts
  • flexible spending accounts
  • annual discretionary bonus
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