---
title: 'Operations Manager, Trading & Regulatory Compliance at tastytrade'
canonical: 'https://feeny.ai/job/operations-manager-trading-regulatory-compliance-tastytrade-chicago-fnce337zs2z3'
type: 'job'
last_seen: '2026-09-12'
---

# Operations Manager, Trading & Regulatory Compliance at tastytrade

- **Company:** tastytrade
- **Location:** Chicago, IL
- **Posted:** 2026-07-22
- **Last confirmed live:** 2026-09-12
- **Apply:** https://job-boards.greenhouse.io/tastytrade/jobs/6122797004

## Job description

Company Name: tastyfx

Role: Operations Manager: Trading & Regulatory Compliance

Location: Chicago, IL (Hybrid, 3 days/week in office)

Licensure: Series 3 and 34 (preferred; must be willing to obtain if not currently held)

Salary: $120,000 - $150,000

The Operations Manager at tastyfx owns the full operational layer between our trading platforms and our regulatory obligations. This role is the operational backbone of a lean, fast-moving team, covering real-time platform monitoring and incident triage, NFA/CFTC regulatory documentation, capital charge oversight, and payment rail management. It requires someone equally comfortable managing a live MT5 incident in the morning and drafting a regulatory root cause analysis in the afternoon.

This is a senior individual contributor role reporting directly to the Managing Director, with a clear growth path as the operations team expands. Your work directly protects tastyfx's regulatory standing, client experience, and operational continuity within the IG Group and tastytrade ecosystem.

What You'll Do:

Trading Operations & Platform

- Conduct daily platform health checks across MT5, TradingView, ProRealTime, and the tastyfx proprietary platform, confirming all markets are online and systems performing as expected
- Review and assess overnight incidents each morning: determine tastyfx impact, evaluate reportability as a market event, and escalate major incidents to appropriate stakeholders
- Serve as first responder for execution anomalies, stale pricing events, order server issues, and platform outages, owning resolution before escalation to MD
- Liaise with IG Group core dealing and pricing teams to coordinate response on new or ongoing incidents
- Process trade corrections, cash adjustments, and account-level remediations for customers affected by trading incidents
- Investigate trade disputes flagged internally, by clients, or by the NFA; produce clear documentation of findings and resolution
- Monitor clients on margin call and identify large or systemic margin call situations requiring escalation
- Support ongoing MT4-to-MT5 migration: track account progress, coordinate with platform teams on version updates, and flag client-impacting issues
- Maintain operational runbooks, escalation procedures, and SLAs for incident response and resolution
- Track and analyze operational risk events (OREs); implement corrective actions to prevent recurrence and prepare monthly ORE reports

Regulatory & Compliance Operations

- Own end-to-end drafting of all NFA incident reports and regulatory correspondence, with MD review and sign-off
- Produce accurate, formal root cause analyses by coordinating with dealing, pricing, and platform teams following any reportable incident
- Perform nightly review of the NFA Discrepancy Report and morning review of the NFA Processing Report; investigate and resolve flagged discrepancies or errors
- Manage daily and periodic margin compliance monitoring across all active platforms (including NFA minimum margin rates and points-based systems), flagging anomalies and escalating appropriately
- Support regulatory examinations and audits by providing operational documentation and responding to regulatory inquiries
- Build and maintain internal SOPs for all operations functions, reducing institutional knowledge concentration risk
- Track NFA/CFTC rule developments and assess operational impact; brief MD on compliance implications ahead of effective dates

Capital & Liquidity Management

- Monitor the JPMorgan credit line on an intraday basis, tracking capital charge usage and flagging utilization concerns to the MD ahead of threshold breaches
- Own oversight of tastyfx's capital charge obligations resulting from the IG Markets relationship, ensuring charges are accurately calculated, tracked, and reported
- Coordinate with IG Group treasury and finance teams on capital charge reporting, reconciliations, and any disputes
- Maintain internal documentation of capital charge methodology, agreements, and any changes to the calculation framework
- Review the BMO returns email and debit report daily; identify and escalate client debt positions as appropriate

Payment Rails & Funding Operations

- Own day-to-day oversight of all payment rails (ACH, wire, debit card, and any emerging funding methods), ensuring uptime, accuracy, and timely settlement
- Identify and triage payment processing failures or delays; coordinate with providers (WorldPay, ACH processors, banking partners) to resolve issues promptly
- Proactively optimize payment rails to reduce client funding friction, analyzing drop-off points, failure rates, and processing times to surface improvement opportunities
- Monitor ACH reversal and fraud exposure across funding channels; escalate patterns and coordinate remediation with compliance and onboarding teams
- Evaluate new payment methods and fintech integrations that could improve conversion or reduce cost; present recommendations to MD
- Maintain SOPs for all payment operations workflows and ensure contingency procedures are documented and tested

Data Management & Reporting

- Analyze operational data (including order IDs, fortress files, trade data, and platform metrics) to identify trends and improvement opportunities
- Develop and maintain reporting frameworks to track operational KPIs; present insights to MD and leadership on a regular cadence
- Run the monthly trade count report and support VBR approval processes
- Review monthly new account bonus activity and confirm timely payment processing
- Check AO Stats for conversion performance and monitor AO queues for processing backlogs
- Monitor interest paid to Prime clients monthly and flag anomalies

Process Improvement & Operational Efficiency

- Continuously identify opportunities to reduce manual intervention: if a process is overtly manual, evaluate automation or streamlining options
- Implement operational controls and quality assurance measures to minimize errors and operational risk
- Coordinate business continuity planning and disaster recovery testing; ensure operational resilience through redundancy procedures
- Lead and contribute to ad hoc projects that support business growth, operational efficiency, or regulatory readiness
- Provide data and project progress updates to the wider business as required

Who You Are:

- Bachelor's degree required
- 3–5 years in trading operations, dealing desk support, or platform operations at an NFA/CFTC-regulated firm (RFD, RFED, or FCM)
- Licensure: Series 3 and 34 preferred; must be willing to obtain if not currently held
- Hands-on MT4 or MT5 platform administration experience
- Direct exposure to NFA regulatory filings, examination support, or compliance documentation
- Strong written communication: able to produce precise, formal regulatory documents under time pressure
- Comfort operating in a fast-moving environment with real-time incident triage and a varied daily workload

Preferred Qualifications:

- Experience managing capital charge obligations or regulatory capital reporting at a broker-dealer or FCM
- Hands-on experience with payment rail management (ACH, wire, debit card) and payment processor relationships
- Experience coordinating with a prime broker, liquidity provider, or parent dealing desk
- Familiarity with TradingView broker integration, Alloy, Plaid, WorldPay, or similar infrastructure
- Working knowledge of retail forex margin rules, margin mechanics, and NFA net capital requirements

Company Perks + Benefits:

- Performance Bonuses
- Stock Purchase Options
- Medical/Vision/Dental Benefits
- 401k Plan
- 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

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, and tastyfx—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.

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](https://tastytrade.com/) | [tastylive](https://www.tastylive.com/) | [tastyfx](https://www.tastyfx.com/) 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!

## About tastytrade

## Company Overview
- **One-liner**: tastytrade is a financial services and technology company that operates a self-directed online brokerage platform specializing in options, futures, and stock trading with a focus on transparent, low-cost pricing and trader education.
- **Entity Type**: Private (subsidiary of IG Group Holdings, a public company listed on the London Stock Exchange under ticker IGG)
- **Headquarters**: Chicago, Illinois, USA
- **Founded**: 2011
- **Founders**: Tom Sosnoff and Scott Sheridan

## Core Business
- **Primary industry/industries**: Financial services, brokerage, fintech, online trading
- **Target customers**: Self-directed retail traders, ranging from beginners to experienced options and futures traders (B2C)
- **Mission or purpose statement**: "Helping traders succeed through sophisticated technology, favorable pricing and exceptional customer service" [tastytrade.com](https://tastytrade.com/careers/)

## Products & Services
- **Self-Directed Brokerage Platform**: An all-in-one trading platform for options, futures, stocks, and cryptocurrencies with a focus on options and futures trading. The platform features proprietary tools, charting, and analytics designed for active traders.
- **tastyworks**: The primary trading platform and brand offering commission schedules with capped commissions, specifically: Options at $1.00 to open and $0.75 to close (per contract, $10 max per leg for stock/ETF options), Futures at $1.25 per contract, and Stock trades at $0. [tastytrade.com](https://tastytrade.com/)
- **tastytrade Network**: A streaming financial media network offering live programming, market analysis, and educational content for traders, including free courses and trading metrics.
- **Trading Tools & Analytics**: Proprietary metrics and backtesting tools to help traders evaluate strategies and understand probability in trading decisions.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed as a standalone entity. It operates as a major subsidiary of IG Group Holdings, which had a market capitalization of approximately £3.5B (as of mid-2026).
- **Key Metric**: Not publicly available (private subsidiary). The IG Group reported total revenue of over £1B in its most recent fiscal year, with tastytrade contributing a significant portion through its US retail trading operations.
- **Notable Investors/Partners**: Parent company IG Group Holdings (publicly traded on the LSE). tastytrade is a member of SIPC, providing up to $500,000 coverage.
- **Growth Signals**: Continued expansion of product offerings (including cryptocurrency and futures on micro futures), strong brand recognition in the options trading community, and a thriving office culture in Chicago's West Loop tech hub.

## Competitive Advantages
- **Transparent, Capped Pricing**: A clear, simple commission structure with no hidden fees, subscriptions, or account minimums. Options commissions are capped at $10 per leg, making it attractive for active traders.
- **Trader-First Philosophy**: The company was built by and for traders (founder Tom Sosnoff is a former pit trader), creating deep product empathy and specialized tools for probability-based trading.
- **Integrated Education & Media**: The tastytrade network provides free, high-quality education and live market analysis, building a loyal community and reducing churn.
- **Flat Organizational Structure**: A deliberate flat hierarchy that promotes collaboration, transparency, and reduced bureaucracy, directly impacting speed of innovation and employee satisfaction. [greenhouse.io](https://job-boards.greenhouse.io/tastytrade)

## Strategic Focus
- **Product Innovation**: Continuously improving the trading platform with new features, better analytics, and expanded asset classes (futures, crypto, micro futures).
- **Customer Education & Retention**: Leveraging the media network to empower traders and increase lifetime value through education rather than marketing spend.
- **Talent & Culture**: Investing in a strong, collaborative office culture in Chicago's West Loop, with a hybrid work model and a focus on employee development.
- **Regulatory Compliance & Security**: Maintaining robust security and compliance as a SIPC member firm while scaling the business.

## Why Work Here
- **Culture & Values**: The company emphasizes a flat structure, innovation, transparency, and collaboration. Core values include being "Innovative" and "trailblazers in the industry." [tastytrade.com](https://tastytrade.com/careers/)
- **Work Model**: Hybrid model with teams in the office 3-5 days per week, depending on team and project needs. In-person collaboration is highly valued. [tastytrade.com](https://tastytrade.com/careers/life-at-tastytrade/)
- **Office Location**: Headquarters at 1330 W Fulton St. in Chicago's vibrant West Loop/Fulton Market District, a major tech and dining hub. Easily accessible via CTA (Green/Pink/Blue lines), Metra shuttle, and with bike storage. [tastytrade.com](https://tastytrade.com/careers/life-at-tastytrade/)
- **Benefits & Perks**: Generous PTO, paid holidays (all market holidays off), 401(k) with company match, 3 medical plan choices, dental & vision, generous parental leave, disability leave & insurance, commuter benefits, pet insurance, wellness/mental health programs, performance bonuses, subsidized engineering training program, stock purchase options, gym membership reimbursement, charitable donation matching, healthcare FSA, two paid volunteer days off, daily catered lunch, fully-stocked kitchen, and onsite gym. [tastytrade.com](https://tastytrade.com/careers/life-at-tastytrade/)
- **Engineering Focus**: Engineering team may use HackerRank or technical assessments as part of a streamlined 1-2 interview process. The flat structure fosters ownership and independence.
- **Diversity & Inclusion**: Stated commitment to diverse voices and perspectives, with active participation in community charities (e.g., Lurie Children's Corporate Cup, Letters to Santa). [tastytrade.com](https://tastytrade.com/careers/)

## Sources
1. [tastytrade.com - Careers](https://tastytrade.com/careers/)
2. [tastytrade.com - Life at tastytrade](https://tastytrade.com/careers/life-at-tastytrade/)
3. [greenhouse.io - Jobs at tastytrade](https://job-boards.greenhouse.io/tastytrade)
4. [tastytrade.com - Pricing & Platform](https://tastytrade.com/)
5. [tastytrade.com - About Us](https://tastytrade.com/about-us/)

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