Overnight Trade Desk Representative Chicago, IL

🌍 Remote, USA 🎯 Full-time 🕐 Posted Recently

Job Description

Position: Overnight Trade Desk Representative New Chicago, IL

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.

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
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
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
Assist with account management, deposits, withdrawals, and crypto transfers
Troubleshoot order entry, connectivity, and technical issues
Educate customers on trading mechanics and risk management
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
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
40…