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Head of Trading Operations, Algorithmic Trading Group

DRW
CompanyDRW
CategoryOperations & Admin
LocationChicago
RemoteOn-site (inferred)
EmploymentNot stated
LevelDirector
SalaryNot stated by the employer
Posted15 Mar 2026
Last verified11 Aug 2026
SourceEmployer ATS (greenhouse)
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Description
DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world. We value autonomy and the ability to quickly pivot to capture opportunities, so we operate using our own capital and trading at our own risk. Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, we trade a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets. We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets. We operate with respect, curiosity and open minds. The people who thrive here share our belief that it’s not just what we do that matters–it's how we do it. DRW is a place of high expectations, integrity, innovation and a willingness to challenge consensus. DRW is seeking a Head of Trading Operations for the Algorithmic Trading Group to lead the trading team, desk operations, automation, and process improvement. You will manage workflows, monitor exchange positions, and coordinate with risk and compliance. You will also partner with researchers and developers to refine operational protocols and lead UX/UI initiatives to improve reliability, reduce errors, and maximize performance of our trading strategies.  Work Environment: Work with experienced traders (average tenure of 10+ years) in a large, collaborative team.  Interact closely with research, software, and hardware experts who support all aspects of running a sophisticated trading operation.  Gain exposure to multiple complex strategies across markets within a team that has a proven two-decade track record of success.  Key Responsibilities:  Manage traders and trading schedules to ensure redundancy, reliability, and business continuity of trading operations (including on-call coverage and disaster recovery).  Lead and own all aspects of trading operations with an ongoing emphasis on maximizing trading desk performance, automation and process improvement.  Develop and refine operational protocols with researchers, developers, and traders to optimize the operation and communication of the trading desk.  Manage and drive the UX/UI team to improve trading UIs and processes that improve efficiency, reduce errors, and enhance trader workflows.  Maintain and improve systems and processes related to position management, back office, clearing, and exchange relationships; ensure accuracy, timeliness, and regulatory/compliance alignment.  Define and track KPIs for desk operations (uptime, incident response times, error rates, etc.) and drive continuous improvement.  Lead data-driven decision making; partner with researchers and developers to develop dashboards, automations, and alerting.  Enhance communication and training among traders to standardize processes, ensure reliable operation of trading systems, and foster a culture of ownership and excellence.    Qualifications and Experience: 10+ years experience in financial markets, desk operations, or equivalent leadership roles within a trading environment; experience overseeing trading systems and operations. Experience on a trading desk managing automated trading systems and tools, strategies, orders, positions, and risk, with demonstrated ability to make sound decisions in fast-paced, high-pressure environments. Strong understanding of position management, trade capture, settlement, clearing, and exchange processes; familiarity with multiple asset classes preferred. Demonstrated track record in automation, process optimization, and driving measurabl