DRW

Team Lead, AI Engineering

DRW$200K — $250K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 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 to define operational governance and cost-control workflows.
  • Ability to navigate ambiguity and transition rapid prototypes into stable, permanent enterprise platforms.

Responsibilities

  • Manage a dual-focus team of software engineers and AI support specialists, balancing rigorous agile engineering delivery with user enablement.
  • Oversee technical vision for the 'Federated Management Plane', managing development of multi-engine API gateways and asynchronous data pipelines.
  • Translate insights from user support directly into technical requirements for engineering focus areas.
  • Act as primary DRI connecting cloud foundation, 3rd-party SaaS vendors, and internal AI hardware for seamless model routing.

Benefits

  • Comprehensive health insurance including medical, dental and vision.
  • 401k plan with discretionary employer match.
  • Short and long-term disability coverage.
  • Life and AD&D insurance benefits.
  • Health savings accounts and flexible spending accounts.
Full Job Description
The Team:

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.

The Role:

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.

Key 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.

Required Qualifications:
  • 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.


The annual base salary range for this position is $200,000 to $250,000 depending on the candidate's experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. In addition, DRW offers a comprehensive suite of employee benefits including group medical, pharmacy, dental and vision insurance, 401k (with discretionary employer match), short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.

#LI-VD1

About DRW

DRW is a financial trading firm that specializes in derivatives trading. The company was founded in 1992 by Don Wilson and has since grown to have offices in Chicago, London, Montreal, New York, and Singapore. DRW trades a variety of financial instruments, including futures, options, and cryptocurrencies. The company is known for its quantitative trading strategies and has developed a number of proprietary trading systems. DRW is also involved in venture capital and has invested in a number of technology startups.
Learn more about DRW
Size
1,000 employees
Industry
Founded
1992

Similar Jobs

More Jobs at DRW

  • DRW
    Lead IAM Architect
    $150K — $200K *
    Chicago, IL 60629 (Cook County)
    Information Technology
    In-Person
  • DRW
    Senior Linux Engineer
    $200K — $250K *
    Chicago, IL 60629 (Cook County)
    Finance & Insurance
    In-Person
  • DRW
    AI Engineer
    $175K — $300K *
    Chicago, IL 60629 (Cook County)
    Enterprise Technology
    In-Person
  • DRW
    Team Lead, AI Engineering
    $200K — $250K *
    Chicago, IL 60629 (Cook County)
    Enterprise Technology
    In-Person
  • DRW
    Cloud Engineer
    $175K — $250K *
    Chicago, IL 60629 (Cook County)
    Information Technology
    In-Person

More Enterprise Technology Jobs

Find similar Team Lead, AI Engineering jobs: