Cross Market Investigator, Regulation

Cboe Global Markets•Chicago, IL

5d•$72,250 - $89,250•Hybrid

About The Position

Building trusted markets — powered by our people At Cboe Global Markets, we inspire our people to solve complex challenges together because what we do matters. We provide the financial infrastructure that powers the global economy. As a leading provider of market infrastructure and tradable products, Cboe delivers cutting-edge trading, clearing and investment solutions to market participants around the world. We’re building meaningful ways to support professional and personal development while strengthening the trust we’ve earned as a global market leader. Our teams are empowered to share ideas, actively pursue them and bring on a challenge. As champions of internal mobility and access to opportunity, we encourage our people to “go for it” and equip our managers with the training to coach their teams to the next level. We strive to provide employees a safe space to network, share ideas and create opportunities. Role: Cross Market Investigator, Regulation The Cboe Regulatory Division (the “Division”) is actively seeking a highly motivated, technically proficient individual to join our Cross Market Surveillance team. The investigator will conduct real-time and pattern-based surveillance to assist in determinations of potential rule violations of Cboe Options and CFE Futures Exchanges (collectively, the “Exchanges”) Rules, along with other applicable rules and regulations governing Exchange Members and Trading Permit Holders (“TPH”). Work Location: Hybrid role with required in-office presence on designated days each week (specific days will be communicated during the interview process). Office location: Chicago, IL.

Requirements

2+ years of experience in the securities/trading industry (derivatives experience preferred), ideally in surveillance, compliance, or risk.
Python (pandas, numpy; comfort with Jupyter notebooks and reproducible analysis).
Excel (advanced): Power Query, pivot tables, nested formulas, data cleansing, reconciliation.
SQL: ability to write performant queries, joins, window functions, and QA data outputs.
Exceptional analytical and research skills, with the ability to apply both quantitative and qualitative analysis to ambiguous, detail‑heavy problems.
Strong attention to detail and organization; comfortable with tedious, repetitive alert work and thorough documentation that stands up to scrutiny.
Clear and effective communication skills (written and verbal)—capable of distilling complex market activity into concise, structured findings.
Highly proficient in MS Office suite; experience with versioning of analyses and artifacts (e.g., disciplined file management, clear naming, audit trails).
Self‑driven and dependable, able to work effectively and independently with all levels of management and staff; motivated by mission‑critical work that improves market integrity.

Nice To Haves

Experience with relational databases SQL, VBA, or Access for workflow automation.
Experience with SMARTS Trade System Surveillance software.
Preferred data stack exposure: SIGMA, Snowflake, and Big Data SQL environments for large‑scale investigative analysis.

Responsibilities

Conduct surveillance and analysis of order entry and trading activity on the Exchanges to detect potential violations of Cboe and CFE rules and policies, with heavy use of Python (pandas) and advanced Excel (Power Query, pivot tables, complex formulas).
Investigate alerts end‑to‑end: triage, validate, enrich with contextual data, reconstruct timelines, and document detailed findings suitable for review and potential escalation.
Analyze and compile data into meaningful summaries and investigative narratives; maintain organized case files, update working datasets promptly, and make findings accessible to the team.
Contribute to new surveillance processes and operational methodologies, including data pipelines, query logic, and tuning of alert thresholds to address evolving regulatory concerns.
Conduct rule‑based investigations to ensure compliance with Exchanges rules; prepare structured memos that clearly lay out evidence, rationale, and conclusions.
Develop and maintain deep understanding of the Exchanges’ regulatory environment, relevant rules and regulations, market microstructure, technologies and systems, and investigative/examination techniques.
Collaborate with cross‑functional partners, particularly the Options Investigations team, to improve signal quality, share insights, and deliver effective, efficient surveillance outcomes.
Participate in special projects (e.g., backtesting surveillance logic, data quality audits, automation of repetitive workflows, and retrospective reviews).

Benefits

Fair and competitive salary and incentive compensation packages with an upside for overachievement
Generous paid time off, including vacation, personal days, sick days and annual community service days
Flexible, hybrid work environment
Health, dental and vision benefits, including access to telemedicine and mental health services
2:1 401(k) match, up to 8% match immediately upon hire
Discounted Employee Stock Purchase Plan
Tax Savings Accounts for health, dependent and transportation
Employee referral bonus program
Volunteer opportunities to help you give back to your communities
Complimentary lunch, snacks and coffee in any Cboe office
Paid Tuition assistance and education opportunities
Generous charitable giving company match
Paid parental leave and fertility benefits
On-site gyms and discounts to other fitness centers
Paid Time Off