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Overnight Trade Desk Representative New Chicago, IL

tastytrade Inc., Chicago, Illinois, United States, 60290

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Company Name:

tastytrade Role:

Overnight/Swing Shift Trade Desk Representative Location:

On-site to start, transitioning to 3 days/week in office (manager-determined). Remote work considered for experienced candidates outside Chicagoland/NW Indiana. Reports to:

Head of Client Brokerage Services Licensure Required:

FINRA SIE, Series 7 and 63 Certified + FINRA Series 3 preferred (or willing to obtain within 60 days of start date)

As an Overnight Trade Desk Representative at tastytrade, you will be responsible for providing essential 24‑hour trading support and risk monitoring for tastytrade customers during US market overnight hours. You will serve as the key overnight presence for futures and futures options, extended‑hours and 24/5 stock trading, cryptocurrencies, customer position risk, firm risk, and fraud surveillance. You will also work on the forefront of newly released products that trade around‑the‑clock. You must be comfortable with working independently and handling various position and order‑related inquiries, resolving trade disputes, conducting customer risk callouts for overnight risk events, and acting as the main point of contact for urgent customer issues during overnight and early morning hours. This role requires a deep understanding of derivatives, strong problem‑solving skills under pressure, and the ability to make sound independent decisions in a fast‑paced environment.

Available Shifts:

Standard shift is 10pm‑7am (must be open to swapping to the swing (5pm‑2am) to cover for sick/vacay coverage or if we need to shift due to volume)

Overnight Shift: Sunday ‑ Thursday (to Friday Morning), 10:00 PM ‑ 7:00 AM CT Swing Shift: Sunday ‑ Thursday (to Friday Morning), 5:00 PM ‑ 2:00 AM CT

What You’ll Do Trading Support & Execution

Support futures, futures options, 24‑hour broad‑based index options, and 24‑hour stock trading (extended hours and overnight sessions)

Handle complex multi‑leg orders and resolve execution errors

Analyze customer positions and identify risk exposure

Monitor customer account risk during overnight sessions, identifying accounts approaching margin deficiencies or potential excessive risk

Perform proactive callouts to customers with excessive risk from overnight events (news events, economic data, geopolitical developments)

Conduct real‑time firm risk surveillance for concentrated positions or unusual activity

Escalate critical situations to Margin and Risk team with detailed analysis

Operations & Problem Solving

Serve as primary contact for urgent overnight customer issues

Provide detailed shift handoff reports on trading activity, risk events, and action items

Work independently with minimal supervision, making sound decisions using established policies

Coordinate with Technology, Compliance, Banking, and Margin teams on overnight incidents

Platform & Technical Support

Assist with account management, deposits, withdrawals, and crypto transfers

Troubleshoot order entry, connectivity, and technical issues

Educate customers on trading mechanics and risk management

Who You Are

FINRA SIE, Series 7, 63, and 3 Certified

3‑5 years in high‑volume customer service, trading operations, or trade desk role

3‑5 years of hands‑on experience with options, futures, and futures options

Deep understanding of derivatives execution, pricing models, and Greeks

Proven ability to work independently with minimal supervision

Experience conducting risk callouts in high‑stress situations

Knowledge of Regulation T, portfolio margin, and SPAN methodologies

Familiarity with extended hours trading (pre‑market, 24‑hour, after‑hours)

Excellent communication skills across phone, email, and chat

Proficient with Salesforce, Slack, and Microsoft Products

Personal Attributes

Self‑motivated with strong ownership and accountability

Calm under pressure during market volatility and crisis situations

Diplomatic when delivering difficult messages (margin calls, liquidations)

Flexible and adaptable to changing overnight market conditions

Committed to an overnight schedule (Sunday‑Thursday) with a minimum 1‑year commitment before day‑shift consideration

Overall dependable and trustworthy individual

Performance Bonuses

Stock Purchase Options

401k Plan

20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)

10 Paid Sick Days

Pet Insurance

Wellness & Mental Health Programs

Charitable Donation Matching

Daily catered lunch when in the office

Full kitchen with snacks and beverages

Shuttle to/from Metra

Office located in the West Loop – Chicago's growing center of tech, great cuisine, and high‑end bars

Salary Range:

$70,000 - $90,000 The actual salary offered will be based on the candidate's level of experience and qualifications

Discretionary performance bonus:

8‑12% of base salary based on individual and company performance

Equal Employment Opportunity Statement As set forth in tastytrade’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

About IGNA+tasty IG North America is home to tastytrade, tasty live, tastyfx, and tastycrypto—a family of brands built to democratize trading and empower individual investors. Founded in Chicago by the creators of thinkorswim, acquired by London‑based IG Group in 2021, we combine startup innovation with the backing of a global fintech leader with 50+ years of experience.

Location Our office is in the West Loop – Chicago's growing center of tech, great cuisine, and high‑end bars.

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