Trading Specialist

About the position

Join us in building the future of finance. Our mission is to democratize finance for all. 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 an 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.

Responsibilities

  • 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

Requirements

  • 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

Nice-to-haves

  • Experience with SQL, Python, and/or AI tooling (LLM assistants, agentic workflows) to automate and scale processes is a plus, but not required

Benefits

  • 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 to the best AI tools on the market and continuous AI skill-building for every employee, technical or not.
  • Lifestyle wallet - a highly flexible benefits spending account for wellness, learning, and more
  • Employer-paid life & disability insurance, fertility benefits, and mental health benefits
  • Time off to recharge including company holidays, paid time off, sick time, parental leave, and more!
  • Exceptional office experience with catered meals, events, and comfortable workspaces.
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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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