Full-Time

Operations Manager

Trading & Regulatory Compliance

Tastylive

Tastylive

51-200 employees

Real-time trading insights and education platform

Compensation Overview

$120k - $150k/yr

Chicago, IL, USA

Hybrid

Three days on-site per week required.

Bachelor's

Category
Quantitative Finance (1)
Legal & Compliance (1)

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Requirements
  • 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
Responsibilities
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
Desired Qualifications
  • Experience managing capital charge obligations or regulatory capital reporting at a broker-dealer or Financial Corporation Manager (likely 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

Tastylive is a real-time online financial network that provides live streams, educational content, and actionable trade ideas for options, stocks, and futures. It streams over 100 original segments with more than 20 on-air traders, available seven days a week. The platform blends entertainment with education by delivering practical market insights and strategies from experienced traders. Its goal is to help traders navigate complex markets with confidence through reliable, timely information and ongoing support.

Company Size

51-200

Company Stage

Series C

Total Funding

$1B

Headquarters

Chicago, Illinois

Founded

2011

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Simplify Jobs

Simplify's Take

What believers are saying

  • Tastylive launched intraday margin coverage on June 4, 2026, expanding retail trading access.
  • The July 2026 show calendar stayed active, signaling daily programming and audience retention.
  • Free courses and over 120 segments keep top-of-funnel acquisition cheap and recurring.

What critics are saying

  • FINRA fined Tastytrade $850,000 on July 23, 2026 for best-execution failures.
  • FINRA fined Tastytrade $200,000 on June 2, 2026 for 71 unreported complaints.
  • Tastylive depends on personality-led education; Tom Sosnoff left in September 2025, weakening the franchise.

What makes Tastylive unique

  • Tom Sosnoff and ex-floor traders teach live options tactics seven days weekly.
  • Tastylive combines free streaming, courses, and brokerage distribution across YouTube, Roku, and Apple TV.
  • The brand owns niche credibility in probability-driven options education, not generic market commentary.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Mental Health Support

Commuter Benefits

401(k) Retirement Plan

Gym Membership

Paid Holidays

Paid Vacation

Paid Sick Leave

Wellness Program

Employee Stock Purchase Plan

Performance Bonus

Phone/Internet Stipend

Pet Insurance

Charitable Donation Matching

Flexible Work Hours