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Trading Specialist

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Robinhood
Part Time position
Listed on 2026-08-21
Job specializations:
  • Finance & Banking
    Financial Compliance, Banking Operations
Job Description & How to Apply Below

Trading Specialist

Join us in building the future of finance.

Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you're ready to be at the epicenter of this historic cultural and financial shift, keep reading.

About the Team + Role

We are building an elite team, applying frontier technologies to the world's biggest financial problems. We're looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn't a place for complacency, it's where ambitious people do the best work of their careers. We're a high-performing, fast-moving team with ethics at the center of everything we do.

Expectations are high, and so are the rewards.

The Middle Office Trading team's mission is to deliver an excellent end-customer experience while minimizing firm risk and enabling the seamless operation of cutting-edge brokerage products. We support Robinhood's dynamic trading offerings by handling core middle office functions, processing transactions, and tackling critical operational risk tasks.

As a Trading Specialist on the Middle Office Trading team, you'll help scale and refine our Trading Operations desk! You'll support daily risk management activities, resolve customer-impacting escalations, push cross asset operational automation with teams across Robinhood to ensure the smooth functioning of our trading business.

This role is based in our Lake Mary, FL, Denver, CO, or Chicago, IL office(s), with in-person attendance expected at least 3 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.

Applications for this role will be accepted through August 30th, 2026. Please connect with your recruiter for more information about this role's application window.

What You'll Do
  • Perform daily trading operational tasks such as expiration processing and account-level risk management
  • Independently identify process inefficiencies, design improvements, and implement scalable solutions — leveraging AI tools, SQL, and automation to eliminate manual work and scale the desk
  • Act as a point of contact for teammates on complex cases, and escalate appropriately when needed
  • Partner with Product, Engineering, Compliance, and Customer Experience teams to prioritize features, test the functionality of our trading products, and drive process improvements that span team boundaries — from operational workflows to regulatory response processes
  • Support desks across Middle Office Trading with out-of-hours responsibilities, including flexing across multiple time zones
  • Build and refine AI-assisted workflows for core operational tasks — risk reviews, reconciliations, data analysis, and regulatory inquiries — and push adoption of these tools across the desk
What You Bring
  • Active FINRA Series 7 and Series 63 licenses (or the equivalent)
  • Active FINRA Series 4 license
  • Familiarity with Robinhood's Options Onboarding process
  • Excellent communication and customer service skills, with a drive to improve the client experience
  • Demonstrated expertise in complex financial topics like options, equities and margin
  • Flexibility to work outside regular hours and adapt to the evolving needs of the business
  • Comfort working autonomously, multitasking, and prioritizing in a fast-paced environment
  • Experience with SQL, Python, and/or AI tooling (LLM assistants, agentic workflows) to automate and scale processes is a plus, but not required
What We Offer
  • Challenging, high-impact work to grow your career
  • Performance driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching
  • Top Tier benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents
  • Access to the Robinhood Employee Fund that gives eligible US employees the opportunity to invest in a private employee fund that provides exposure to Robinhood Ventures funds.
  • Access…
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