Full-Time

Senior Surveillance Analyst

tastytrade

tastytrade

201-500 employees

Educational platform for options and futures

Compensation Overview

$101k - $120k/yr

+ Discretionary Performance Bonus + Stock Purchase Options

Chicago, IL, USA

In Person

On-site role located in Chicago, IL; work from the West Loop office.

Bachelor's, Master's, PhD

Category
Legal & Compliance (1)
Required Skills
SQL
Blockchain
AWS
Data Analysis

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Requirements
  • 2–5+ years of trade surveillance and/or AML transaction-monitoring experience at a broker-dealer, FCM, exchange, or regulator; experience building or materially enhancing a surveillance program is a strong plus (versus solely operating an out-of-the-box tool).
  • Active licenses: Series 7, Series 63 (or 66), and Series 3 (National Commodity Futures) required; Series 24 preferred.
  • Sound working knowledge of relevant rulebooks and regulations, including FINRA Rules 3110/3310, SEC Rule 15c3-5, NFA Compliance Rules 2-4 and 2-9, CFTC Rules 180.1/180.2, CEA Section 4c(a), the Bank Secrecy Act (BSA), the USA PATRIOT Act, and AML/KYC requirements for broker-dealers and NFA introducing brokers, plus awareness of applicable crypto/digital asset regulatory frameworks.
  • Demonstrated experience writing and filing SARs, including familiarity with FinCEN SAR forms and BSA/AML narrative-writing standards.
  • Experience with surveillance platforms (e.g., NICE Actimize, Nasdaq SMARTS, Eventus Validus, or similar) and blockchain analytical/KYT software; comfort partnering with engineering on custom/in-house surveillance logic, including hands-on experience with data stored on/processed via AWS S3, strongly preferred.
  • Strong SQL and data analysis skills; ability to query large trade/order datasets to investigate alerts and validate surveillance logic.
  • Strong analytical and investigative skills, with the ability to identify suspicious patterns, conduct detailed investigations, and make sound judgments based on available information.
  • Excellent written and verbal communication skills, with the ability to effectively interact with internal stakeholders, regulatory authorities, external parties, and customers.
  • Collaborative and team-oriented approach, capable of working with cross-functional teams and building strong relationships across the organization.
  • Experience with multi-asset class surveillance a strong plus, particularly any exposure to digital assets or novel/event-contract products.
  • Bachelor's degree required; advanced degree or certifications (e.g., CAMS – Certified Anti-Money Laundering Specialist, CFE) a plus.
Responsibilities
  • Design, build, and test surveillance scenarios/alerts across equities, options, futures, crypto, and prediction markets, covering manipulative and abusive trading patterns (e.g., spoofing, layering, wash trading, front-running, marking the close, insider trading, cross-product/cross-market manipulation, uneconomical trading).
  • Tune and validate surveillance thresholds and models; document methodology, coverage, and testing/back-testing results to demonstrate reasonable design under FINRA Rule 3110 and NFA Compliance Rule 2-9.
  • Conduct first- and second-level review of surveillance alerts and customer escalations; investigate potential violations of FINRA, SEC, NFA Compliance Rule 2-4 (Just and Equitable Principles of Trade), CFTC Rules 180.1/180.2, CEA Section 4c(a), and internal policies.
  • Conduct thorough investigations into suspicious transactions or activities, collaborating with Compliance, Legal, and Operations to gather necessary information and evidence.
  • Monitor cryptocurrency transactions and blockchain activity for signs of suspicious or illicit behavior, using blockchain analytical software to satisfy the firm's Know Your Transaction (KYT) requirements and identify potential risks.
  • Draft, review, and file Suspicious Activity Reports (SARs) arising from trade surveillance in accordance with BSA/AML requirements; maintain SAR documentation and related recordkeeping.
  • Report and escalate suspicious activities to appropriate regulatory or law enforcement agencies as required; prepare regulatory reporting and respond to inquiries, exams, and requests for information from FINRA, the SEC, and the CFTC/NFA.
  • Communicate with customers on monitoring and surveillance-related matters.
  • Partner with Compliance, Legal, and Technology teams to define requirements for new or enhanced surveillance tools, including vendor system implementation or in-house build.
  • Maintain and update Written Supervisory Procedures (WSPs) covering trade surveillance, market manipulation, and associated SAR filing across all product lines, including futures-specific procedures required under NFA Compliance Rule 2-9.
  • Monitor for emerging manipulation typologies specific to newer product types (e.g., crypto market abuse, prediction market-specific manipulation such as outcome manipulation or coordinated wash trading).
  • Coordinate with the CAT reporting team as needed to support surveillance investigations that rely on CAT data (CAT reporting itself is owned by a separate team).
  • Track and report key surveillance metrics (alert volumes, false-positive rates, SAR filing statistics, case aging) to senior management and committees.
  • Stay current on regulatory developments across FINRA, SEC, and CFTC/NFA affecting surveillance and AML obligations, and translate them into program and procedural updates.
  • Support general compliance initiatives, including procedural review and ad hoc projects.
Desired Qualifications
  • Series 24 is preferred.
  • Advanced degree or certifications (e.g., CAMS – Certified Anti-Money Laundering Specialist, CFE) a plus.
  • Experience with multi-asset class surveillance a strong plus, particularly any exposure to digital assets or novel/event-contract products.

Tastytrade provides education and trading tools for options and futures through a network that includes live daily content, educational courses, and strategic trade ideas, plus brokerage and exchange services. Users access free beginner courses and more advanced content, follow real-time market analysis, and execute trades on linked platforms. It differentiates itself by combining education, live market commentary, and trading execution in one ecosystem with multiple revenue streams, including a brokerage and simplified futures offerings. Its goal is to empower traders to navigate options and futures markets and improve their trading outcomes.

Company Size

201-500

Company Stage

Acquired

Total Funding

$47M

Headquarters

Chicago, Illinois

Founded

2011

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Simplify Jobs

Simplify's Take

What believers are saying

  • August 2026 Wagl acquisition adds AI-native research, portfolio analysis, and trade execution tools.
  • TradingView integration and Unusual Whales partnership expand distribution to active options traders.
  • Zero Hash crypto expansion and Apex event contracts broaden monetization beyond core options commissions.

What critics are saying

  • July 2026 FINRA fined tastytrade $850,000 for best-execution failures on 2020-2023 equity routing.
  • June 2026 FINRA fined tastytrade $200,000 for 71 unreported customer complaints and weak supervision.
  • IG Group could sunset the tastytrade brand during 2026 integration, disrupting loyal retail traders.

What makes tastytrade unique

  • tastytrade owns options education, brokerage, and tastylive media inside one trader workflow.
  • August 2026 Global Trading Hours make SPX, VIX, XSP, and RUT nearly 24/5.
  • July 2026 Prediction Markets add CFTC-regulated event contracts on macro, crypto, and commodities.

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Benefits

Performance Bonus

Stock Options

401(k) Retirement Plan

Paid Vacation

Paid Sick Leave

Gym Membership

Commuter Benefits

Pet Insurance

Wellness Program

Paid Volunteer Days Off

Growth & Insights and Company News

Headcount

6 month growth

2%

1 year growth

0%

2 year growth

0%
tastytrade
Aug 13th, 2026
tastytrade Continues to Invest in the Future of AI for Active Traders.

tastytrade Continues to Invest in the Future of AI for Active Traders. Published Aug 13, 2026 Updated Aug 13, 2026 Earlier this year, tastytrade placed its conviction on where trading technology is headed, and just as importantly, on the people building it. In May 2026, it acquired the technology and team behind Wagl, an AI-native trading technology company designed to empower active options traders with tools for market research, portfolio analysis, and trade execution. The move represents a significant expansion of tastytrade's AI strategy. Wagl was built from the ground up for the mechanics of equity and options trading, the kind of nuance that generic AI tools tend to gloss over. It's conversational AI combining market data, options analytics, portfolio review tools, and rules-based strategy scoring, purpose-built for options-focused traders who want more information at their fingertips and faster ways to act on it. Bringing in the right team Wagl's co-founders, Alec Baum and Brian Ash, have joined tastytrade to lead the integration and expansion of AI across the organization, and their track record speaks for itself. "We built Wagl to meet traders where they are and increase the breadth of information at their fingertips. Unlike integrations that connect accounts to general-purpose AI models, Wagl's technology was purpose-built for the active trader," said Alec Baum, tastytrade's General Manager of AI Products & Developer API. Alec previously co-founded Optionality and served as its CEO for three years before its acquisition by Lightspeed Financial Services Group, where he focused on options technology and growth. Prior to starting Optionality, Alec learned the ropes of options trading at Susquehanna International Group. He's now leading its AI Products and Developer API work. Brian joins as Principal Engineer, AI Innovation, with more than 15 years of experience founding and scaling software companies. As CTO of Optionality, he worked alongside Alec to deliver trading solutions that hold up in the real world, and he brings deep expertise in software architecture, platform development, and getting complex technical products into traders' hands. Bringing this team in-house means the people who understand this problem most deeply are now building for tastytrade customers directly. What this means for traders tastytrade's goal has always been to help traders research markets, analyze their portfolio, and act on trade ideas with more confidence. Acquiring Wagl and the team behind it moves Tastytrade toward technology that understands options strategy mechanics and real trader workflows at a level beyond what's currently out there. There's a lot of work ahead, and tastytrade will be sharing more as these tools make their way into the platform. For now, the company is excited to welcome Alec and Brian from Wagl, and to keep building the kind of AI that works the way active traders actually think.

tastytrade
Aug 10th, 2026
tastytrade launches Global Trading Hours: overnight index options Trading built for active traders.

tastytrade launches Global Trading Hours: overnight index options Trading built for active traders. Published Aug 10, 2026 Updated Aug 10, 2026 SPX, VIX, XSP, and RUT options now trade nearly 24 hours a day, five days a week on tastytrade. CHICAGO, IL - August 10, 2026 / Business Wire - tastytrade, the online brokerage firm created by traders for self-directed investors, announced full support for Cboe Global Trading Hours (GTH), giving customers real-time access to S&P 500 Index (SPX), Cboe Volatility Index (VIX), Mini-SPX (XSP), and Russell 2000 Index (RUT) options well beyond the regular trading session. Eligible index options now trade in Cboe's Global Trading Hours session, which runs overnight from 8:15 p.m. ET to 9:25 a.m. ET - Sunday evening through Friday morning - and the Curb session, 4:15 to 5:00 p.m. ET Monday through Friday, in addition to regular trading hours. The offering is built for event-driven trading. Economic releases such as CPI and PPI reports land before the market opens, and international news can move US markets all the same. With Global Trading Hours offering close to 24-hour trading sessions, tastytrade now provides its customers with the opportunity to act the moment news breaks with extended trading hours, not the morning after. It also extends the instruments tastytrade's core customers already rely on for hedging, macro positioning, and volatility trading. tastytrade is also preparing for the next phase of extended-session trading for single stock options, with the goal of offering access on day one, bringing around-the-clock trading to earnings season for the first time. "Institutional traders have always had access to the overnight session, and we're putting that same capability in the hands of the active retail traders who will actually use it," said Pete Mulmat, Head of Brokerage, tastytrade/IGNA. "Our customers are already among the most engaged index options traders anywhere. XSP is a top 10 product on our platform while it sits outside the top 40 industry wide." The launch comes as overnight activity accelerates. According to Cboe, GTH volume has set records in consecutive months, recently accounting for more than 4% of total SPX options volume, up sharply from roughly 3% just months earlier. GTH works exactly like the regular session on tastytrade's platform, using the same order ticket and the same workflow on desktop and mobile, with limit orders and dedicated time-in-force options (Global Hours and GTC Global Hours). tastytrade's education and live financial network affiliate, tastylive, covers trading and managing SPX in the GTH session every weekday morning from 7:30 to 8:30 a.m. CT, in real time before the open. Dedicated GTH programming and a webinar series will follow across tastylive and YouTube. GTH is available now on all tastytrade platforms for SPX, VIX, XSP, and RUT options. For more information, visit tastytrade.com/global-trading-hours. Options involve risk and are not suitable for all investors. Please read Characteristics and Risks of Standardized Options before investing in options. Trading during extended hours involves additional risks, including but not limited to reduced liquidity, increased volatility, wider bid-ask spreads, and the potential impact of news released outside of regular market hours.

Casino.org
Jul 27th, 2026
tastytrade forges into prediction markets, focusing on traders, not bettors.

tastytrade forges into prediction markets, focusing on traders, not bettors. Posted on: July 27, 2026, 12:59h. Last updated on: July 27, 2026, 01:00h. Key points. * tastytrade unveiled its prediction market today * The brokerage firm is focusing on cryptocurrency and financial derivatives, not sports event contracts * It's partnering with Apex Fintech Solutions tastytrade, an options brokerage house well-known to sophisticated retail traders, launched its prediction market platform today with an emphasis on various financial derivatives. Known as "Prediction Markets," the tastytrade offering is supported by Apex Fintech Solutions and is the first brokerage firm to use Apex's Futures Clearing Merchant (FCM) infrastructure. In prediction markets, an FCM is essential because the entity is a regulated conduit between the customer and the exchange. FCMs custody customer funds, manage collateral and serve other compliance functions. The tastytrade platform is regulated by the Commodity Futures Trading Commission (CFTC), which oversees prediction markets in this country. Traders can access tastytrade's yes/no offering on a 24/7 basis directly from the tastytrade platform, but event contracts will be traded in what the company described as "segregated accounts." tastytrade focusing on finance. With its event contract platform, tastytrade is staying in its lane, focusing on financial derivatives that are in the wheelhouses of its client base. The company is offering yes/no derivatives on instruments such as equity indexes, Treasury yields and volatility gauges as well as on major economic data reports, including the Consumer Price Index (CPI), nonfarm payrolls and GDP. The brokerage house is also offering event contracts on several of the largest digital currencies, including Bitcoin, Ethereum, Solana and XRP. That's a potentially shrewd move because cryptocurrency is one of the fastest-growing non-sports segments in the prediction market industry. The platform also features yes/no derivatives on some of the most widely traded commodities, such as copper, crude oil, gold, natural gas and silver. No sports on tastytrade prediction market. To some industry observers and traders, tastytrade's exclusion of sports event contracts may be noteworthy, but it's a smart move when considering it is those derivatives that have the broader prediction market industry in legal and regulatory crosshairs across the U.S. Plus there's evidence of brokerage firms and exchange operators finding success with yes/no derivatives while leaving sports out of the equation with Interactive Brokers (NASDAQ: IBKR) standing as one prime example. As for tastytrade, it has the potential to be a legitimate competitor in the non-sports side of the prediction market industry as it has, by one estimate, approximately 500,000 customers. Another estimate indicates the average account balance is $12,000. Todd Shriber is a senior news reporter covering gaming financials, casino business, stocks, and mergers and acquisitions for Casino.org. Todd got his start in financial markets as a reporter with Bloomberg News. Later, he became a trader at a Southern California-based long/short hedge fund, where he specialized in the trading sector and international ETFs leading up to and during the financial crisis. He joined Casino.org in 2019. Currently, Todd analyzes, researches, and writes on ETFs for various web-based publications and financial services firms. Shriber has been featured and quoted in Barron's, CNBC.com, and The Wall Street Journal. His work can also be found on Benzinga, ETF Daily News, ETF Trends, MarketWatch, Fox Business, and Nasdaq.com. He currently resides in Las Vegas, where he enjoys golf and taking his black lab to the dog park. He's also an avid sports fan and likes to wager on college football and the NBA. You can also find him at the three-card poker and roulette table, even though he knows better. Contact Todd at [email protected].

Deltaray
Oct 18th, 2025
MesoLive v2.0 - TastyTrade Integration and Paper Trading Upgrades

MesoLive v2.0 - TastyTrade integration and Paper Trading upgrades. Deltaray group is excited to announce MesoLive v2.0, headlined by full TastyTrade brokerage support, enhanced Paper Trading capabilities, and stability/performance improvements across the stack. New brokerage: TastyTrade. MesoLive now integrates with TastyTrade for live trading. TastyTrade being the second, fully supported brokerage alongside Interactive Brokers. * TastyTrade API for Position Entry/Adjustments/Exit and Tracking * dxLink market data + improved strike selection * Dual-data connectivity with IBKR / TWS for increased reliability and redundancy MesoLive agent for macOS. * Recommended for users who prefer a native experience on macOS * Works with both Interactive Brokers and TastyTrade * Docker remains available for macOS, Linux, and Windows users Paper Trading: more power, better parity. Deltaray group has added Schwab as the third (2.5th) supported broker for Paper Trading accounts and improved parity with live trading: * Use your IBKR or TastyTrade connection for live market data in Paper account * Build, adjust and exit multi-leg positions smoothly with ToS Order-Strings * Leg groups to support complex trade structures * Use its generic Paper-based workflow to trade with Other Brokers manually Under the hood. A selection of changes users benefit from in daily use: * API and automation: Deltaray group is in the testing phase of MesoLive API to enable full trade automation for FundPro customers. * Reliability: race-condition fixes during simultaneous builds, reconnect improvements, Strike Selection improvements for OTM options * Platform: .NET 10 upgrade; order entry UI refinements; position history/leg assigner fixes Coming soon. * Rhino trade: A Classic Strategy by Brian Larson and Bruno Voisin similar to Amy Meissner's A14, Time Flies Spread, BWB-CD / BWB-Cal from Trading Dominion * MesoSim 3.0: * Option Valuation Model (Black-Scholes-Merton) with a solver, enabling: * Break-even calculations for calendar spreads * Min / Max values and locations of Greeks for complex positions * and more * Timing functions to explore Seasonal Patterns * Strategy Definition cleanup and enhancements * MesoLive API * Enable FundPro customers to build fully automated trading systems Starting 8 December, pricing for both MesoSim and MesoLive will increase. Existing subscribers are not affected.

PeakBot
Apr 15th, 2025
(pricing for other brokers below)

tastytrade, Inc. ("tastytrade") has entered into a Marketing Agreement with PeakBot ("Marketing Agent") whereby tastytrade pays compensation to Marketing Agent to recommend tastytrade's brokerage services.