Technical Business Analyst - Custodial Projects

tastylive•Chicago, IL

1d•Hybrid

About The Position

tastytrade is investing in a significant evolution of its clearing and custody infrastructure - a multi-year initiative that spans regulatory licensing, back-office technology, and operational transformation. This work will expand tastytrade's capabilities in clearing, client fund custody, and next-generation product support. The Technical Business Analyst – Custodial Projects will be embedded in this work from day one, sitting at the intersection of regulatory requirements, business operations, and system design. Your primary focus will be understanding the implications of regulatory and operational requirements and translating them into clear, actionable specifications that engineering and product teams can execute against.

Requirements

3–6 years of experience in a business analyst, product analyst, or similar role within financial services, fintech, or a broker-dealer / FCM environment
Demonstrated ability to translate complex regulatory or operational requirements into clear written specifications, process documentation, and system design inputs
Experience working across legal, compliance, and technology teams in a cross-functional environment
Exceptional written and verbal communication - you write clearly, ask sharp questions, and surface ambiguity before it becomes a problem
Proficiency with documentation tools (Confluence, Jira, or equivalent)

Nice To Haves

NFA/CFTC experience is preferred. Candidates with equivalent regulatory experience or other domestic or international frameworks will be considered where they demonstrate strong regulatory acumen and a track record of developing domain expertise.

Responsibilities

Analyze regulatory, compliance, and operational requirements from legal counsel, NFA filings, and clearing agreements — and clearly articulate what they mean for system design and business operations
Develop and maintain process flows, data flow diagrams, and system interaction maps that reflect current and future-state clearing and custody architecture
Investigate gaps between tastytrade's current infrastructure and the target-state Non-Clearing FCM model, surfacing risks, dependencies, and edge cases early
Partner with engineering, product, compliance, and legal to define and validate requirements across each phase of the initiative
Maintain clear documentation of decisions made, open questions, and lessons learned throughout the initiative

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