Legal Support Specialist Jobs in Illinois
Legal Support Specialist jobs in Illinois are open across Chicago, Rockford, and Rosemont and other Illinois metros, with employers like Wintrust Financial Corporation, Associated Bank, and Interactive Brokers hiring at every experience level. Find a role that fits below and apply directly.
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INTRODUCTION
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.
ROLE AND RESPONSIBILITIES
As a Trade Support Specialist, you’ll provide middle office support to a group of trading desks based in Chicago. This is an opportunity to solve challenging problems while working closely with experienced traders, researchers and software engineers to optimize operational workflow and use the right tools and technology for the job.
- Provide operational and technical support for the firm’s equity options trading desks
- Trade capture for all products related to the desks’ activity: futures/futures options, equities/equity options, index options
- Trade and position reconciliation with the firm’s clearing houses and brokers
- Daily P&L calculation and substantiation
- Working knowledge and experience in derivatives
- Gain mastery of the firm’s proprietary trade capture, inventory management, treasury management, and risk management systems necessary to support the desks’ activity
- Act as process owner for current functionality and provide critical support and advice regarding needed enhancements to technology, workflows, and processes:
- Gain a strong understanding of traders’ risk management tools and provide support for related traders’ needs
- Upgrade and support traders’ tools to effectively utilize technologies and tools that are firm standard
- Interface with technology to improve tools where they fall short of meeting the desks’ needs
- Adopt, integrate, and promote new technology as it becomes available
BASIC QUALIFICATIONS
- Strong interest in, and working knowledge of equities and derivatives
- Experience with Version Control, Git, Python, Cron, Linux
- Proven experience automating or improving workflows using Python
- 2-3 years of experience in the front office, middle office, back office, or risk management roles working with exchange-traded and over-the-counter products and derivatives
- Substantial prior interaction with the front office and senior management in an active trading environment
- Bachelor’s degree in computer science, finance, economics, math, or another quantitative field or material equivalent exposure
- Demonstrated ability to work independently
- Demonstrated ability to analyze problems and synthesize and implement solutions
COMPENSATION
The annual base salary range for this position is $100,000 to $125,000 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.
For more information about DRW's processing activities and our use of job applicants' data, please view our Privacy Notice at https://drw.com/privacy-notice.
California residents, please review the California Privacy Notice for information about certain legal rights at https://drw.com/california-privacy-notice.
See All 26 Legal Support Specialist Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find Legal Support Specialist JobsLegal Support Specialist Jobs by City in Illinois
Where Illinois roles are concentrated, by current openings.
Legal Support Specialist Job Market in Illinois
A snapshot from current Illinois openings, updated as new roles post.
Who's Hiring
- Wintrust Financial Corporation3

- Associated Bank2

- Interactive Brokers2

- Rush University Medical Center2

- Alliant Credit Union1

Top Industries Hiring
- Banking & Financial Services6
- Investment & Asset Management4
- Healthcare & Medical Services2
- Technology & Software2
- E-Commerce & Online Marketplaces1
What Illinois Employers Look For
The qualifications that appear most often in legal support specialist jobs across Illinois.
- Associate or bachelor's degree in paralegal studies, legal studies, or a related field
- Proficiency in legal document management systems such as iManage, Clio, or NetDocuments
- Experience drafting, proofreading, and filing legal documents including pleadings and contracts
- Familiarity with court filing procedures, docketing software, and deadline tracking
- Strong written and verbal communication skills for correspondence with attorneys and clients
- Working knowledge of legal billing and timekeeping platforms such as Aderant or Elite
Legal Support Specialist Jobs in Illinois: Frequently Asked Questions
How many legal support specialist jobs are there in Illinois?
There are 26+ legal support specialist openings in Illinois on Migrate Mate as of June 2026, with the most roles in Chicago, Rockford, and Rosemont. New positions post regularly as employers across Illinois hire.
Which Illinois cities have the most legal support specialist jobs?
Chicago, Rockford, and Rosemont have the most legal support specialist openings in Illinois right now, with additional roles spread across smaller metros statewide.
Which companies hire legal support specialists in Illinois?
Employers hiring legal support specialists in Illinois include Wintrust Financial Corporation, Associated Bank, and Interactive Brokers, based on current listings on Migrate Mate as of June 2026.
Are there remote legal support specialist jobs in Illinois?
Yes. About 38% of legal support specialist openings tied to Illinois are remote or hybrid as of June 2026. The rest are on-site roles based in Illinois metros.
How do I apply for legal support specialist jobs in Illinois?
You can apply to legal support specialist jobs in Illinois directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Illinois location, then apply to each one that fits.
See All 26 Legal Support Specialist Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find Legal Support Specialist Jobs