Head of Trade Surveillance and Best Execution

Company Name: tastytrade
Role: Head of Trade Surveillance and Best Execution
Location: Chicago IL - Hybrid (3 days/week in office)
Licensure: FINRA Series 4724 and 63 (or equivalents)

Come join a cross-functional team dedicated to protecting clients and the firm by ensuring trades are supervised fairly executed and accurately reported.  You will own the end-to-end best execution and trade surveillance program for the broker-dealer helping the business meet regulatory expectations while supporting scalable growth.  You will work closely with Trading Desk Operations Compliance Technology and Finance to design controls analyze execution quality and resolve complex trading issues.  Your work will turn trading data venue analytics and surveillance outputs into clear actions reports and process improvements that directly influence senior management decisions.  

What You’ll Do:   

• Program Ownership: Lead the best execution program while continuously improving the firm's trade surveillance and best execution frameworks policies and procedures including venue analysis routing reviews and regular execution quality assessments and reports under FINRA Rule 5310.  
• Trade Management Operations: Manage trade management operations across the trade lifecycle (capture allocation corrections breaks) ensuring accurate and timely processing and recordkeeping.  
• Technology & Systems: Leveraging automated surveillance systems data analytics and emerging technologies to monitor and analyze trading activity more effectively. This would include tuning alert logic managing surveillance platforms and working closely with engineering.  
• Regulatory Interface: Own trade-and execution-related regulatory reporting (e.g. CAT/CAIS FINRA trade reporting facilities and where applicable Rules 605/606 disclosures).  
• Team Leadership: Coordinating across compliance legal and trading desks and reporting to senior management and regulators while managing a Market Structure and Order Routing Specialist.  
• Policy & Procedure: Ensuring the firm's written supervisory procedures (WSPs) reflect current regulatory expectations and actual practice. Maintain and enhance written supervisory procedures management reports and committee materials that document reviews decisions and remediation.  
• Projects: Partner on projects and system changes involving OMS/EMS surveillance platforms and data feeds including testing calibration and control design.  

Who You Are:  

• Bachelor's degree in Economics Business Finance Accounting or related field (or equivalent work experience).  
  
• FINRA Series 4724 and 63 (or equivalents). 
• 7-10 years of experience in broker-dealer trade surveillance best execution trading operations or trade compliance.   
• Strong working knowledge of FINRA Rules 5310 and 3110 SEC execution and reporting rules and broker-dealer supervisory frameworks.   
• Experience with trade surveillance and reporting platforms and OMS/EMS systems plus strong data skills using tools such as Tableau and SQL or similar analytics.   
• Experience with managing relationships with market managers and counterparties  
• Ability to interpret complex trading and venue data communicate findings clearly in writing and verbally and influence stakeholders across trading operations risk legal and compliance.   
• High integrity attention to detail and a control mindset with comfort working in a fast-paced regulated trading environment and managing competing priorities.  

Company Perks + Benefits:

• Performance Bonuses
• Stock Purchase Options
• 401k Plan
• Medical/Dental/Vision Benefits
• 20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)
• 10 Paid Sick Days
• Gym Membership Reimbursement
• Commuter Benefits
• Pet Insurance
• Wellness & Mental Health Programs
• Charitable Donation Matching
• Two Paid Volunteer Days Off
• Daily catered lunch when in the office
• Full kitchen with snacks and beverages
• In-building gym
• Shuttle to/from Metra

Salary Range: $170000 - $190000
The actual salary offered will be based on the candidate's level of experience and qualifications

Discretionary performance bonus: 15-20% of base salary based on individual and company performance

About IGNA + tasty 
IG North America is home to tastytrade tastylive 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 FTSE 100 fintech operating across five continents serving over 1.3m customers and handling billions of dollars in transactions – built on scale trust and proof. 

From our headquarters in Chicago's Fulton Market our team builds award-winning trading platforms produces live financial education content daily and creates technology that makes complex markets accessible. tastytrade is our retail brokerage for self-directed investing and trading with tastylive providing content to educate our customers. tastyfx is the fastest-growing forex broker in the US. tastycrypto provides self-custody digital wallets for decentralized finance.    

We're a lean collaborative team that values autonomy pragmatism and impact. Whether you're building technology creating content serving customers or supporting operations you'll work alongside people who are passionate about disrupting traditional finance and genuinely care about helping traders succeed. Our culture rewards initiative embraces experimentation and measures success by the value we create for our users. The bar is high – bring a curious and forward-thinking mindset and we'll give you the platform to define what comes next. Join us at IG|tasty – the future gets built here. 
 
Location: Our office is in the West Loop - Chicago's growing center of tech great cuisine and high-end bars.  

tastytrade | tastylive  | tastyfx | tastycrypto  
1330 W Fulton Market Chicago IL 60607          

*Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply to jobs unless they have every single qualification. Our team is dedicated to building a diverse inclusive and authentic workplace so if you’re excited about this role but your experience doesn’t align perfectly we encourage you to apply anyway. You may be just the right candidate for this or other roles!  

What We Do

IG North America is home to tastytrade tastylive 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. From our headquarters in Chicago's Fulton Market our team builds award-winning trading platforms produces live financial education content daily and creates technology that makes complex markets accessible. tastytrade is our retail brokerage for self-directed investing and trading with tastylive providing content to educate our customers. tastyfx is the fastest-growing forex broker in the US. tastycrypto provides self-custody digital wallets for decentralized finance. We're a lean collaborative team that values autonomy pragmatism and impact. Whether you're building technology creating content serving customers or supporting operations you'll work alongside people who are passionate about disrupting traditional finance and genuinely care about helping traders succeed. Our culture rewards initiative embraces experimentation and measures success by the value we create for our users.

Why Work With Us

Success at tastytrade begins and ends with our people. If you’re looking for a collaborative and innovative team we are the place for you!

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