Full-Time

Senior Manager

Fraud Investigations

tastytrade

tastytrade

201-500 employees

Educational platform for options and futures

Compensation Overview

$120k - $180k/yr

+ Performance Bonus + Stock Purchase Options

Chicago, IL, USA

Hybrid

Three days on-site per week required.

Category
Legal & Compliance (1)
Required Skills
Series 7
Product Management
A/B Testing
Data Analysis

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Requirements
  • At least 7 years of fraud risk experience, including at least 3 years owning or leading a fraud function at a fintech, payments company, or digital brokerage.
  • A track record of hiring and developing fraud analysts.
  • Deep knowledge of automated clearing house fraud vectors, account takeover, and first-party fraud mechanics.
  • Experience with fraud analytics and data.
  • Strong vendor evaluation and management skills, including selecting, implementing, and replacing fraud tooling.
  • Experience defining key performance indicators and a fraud budget.
  • Ability to work cross-functionally with product, engineering, compliance, and legal while maintaining a position during conflicting-priority discussions.
  • Comfort operating in ambiguity and building structure where little exists.
  • Willingness to obtain Series 3, Series 7, and Series 63 or Series 66 licenses if not already held; tastytrade will sponsor and support the licensing process.
Responsibilities
  • Define tastytrade’s fraud taxonomy, risk philosophy, control framework, escalation protocols, and documentation.
  • Partner with the business to define the firm’s fraud risk appetite and translate it into a measurable fraud budget and key performance indicator framework; own reporting to senior leadership.
  • Design and document the escalation path for suspicious activity report filing decisions between the team and the anti-money laundering Officer.
  • Build and maintain the fraud universe map, including relevant vectors, where they occur in the customer journey, and current mitigation coverage.
  • Manage the fraud budget and headcount plan, including tooling and vendor spend.
  • Take strategic ownership of all fraud vectors across the customer lifecycle from account opening, funding, trading, and withdrawal.
  • Drive fraud investigations to resolution, coordinating with relevant internal and external partners.
  • Define and own the monitoring and detection strategy; evaluate potential vendors and partner with Product and Technology to ensure appropriate fraud-risk tools are in place.
  • Hire, build, and manage the Fraud Risk team; define role scopes, escalation authority, and relationships with Customer Support, Compliance, and Margin & Risk teams.
  • Own headcount planning and support incremental requests with demonstrated business value and strategic alignment.
  • Build the frontline escalation protocol with structured intake, defined triggers, and feedback loops.
  • Develop Fraud Investigator case playbooks and the settlement agreement process.
  • Build measurement infrastructure including labeled fraud data, false-positive-rate tracking, A/B testing capability, and trend analysis.
  • Own the fraud incident taxonomy and conduct retroactive recoding of existing records.
  • Evaluate alert calibration across active alert types, retire ineffective controls, and implement missing controls.
  • Deliver monthly reporting on fraud program performance to senior leadership and IG Group in partnership with the Enterprise Risk Manager.
  • Serve as the decision maker on fraud control changes and partner with Product and Technology to design fraud controls into new product launches.
  • Coordinate with Compliance and Margin & Risk teams on shared surveillance boundaries and escalation.
  • Advise Chief Compliance Officers on the fraud program’s interface with anti-money laundering compliance obligations.
Desired Qualifications
  • Knowledge of Bank Secrecy Act and Financial Crimes Enforcement Network regulations and suspicious activity report requirements, Financial Industry Regulatory Authority Rules 3310 and 3110, National Automated Clearing House Association rules, Securities and Exchange Commission Rule 15c3-3, and net capital rules.
  • Certified Fraud Examiner certification.
  • Demonstrated experience building or materially scaling a fraud program.

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.