Chicago Board Options Exchange

Investigator

Chicago Board Options Exchange$79K — $102K *
Finance & Insurance
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 2+ years of securities/trading industry experience, preferably in surveillance, compliance, or risk.
  • Proficiency in Python, especially with pandas and NumPy, and comfort with Jupyter notebooks.
  • Advanced Excel skills including Power Query, pivot tables, and complex formulas.
  • Proficient in SQL, able to write and optimize queries for data analysis.
  • Strong analytical skills to manipulate both quantitative and qualitative data for problem-solving.
  • Detail-oriented, with strong organizational abilities for managing case files and documentation.
  • Effective communication skills, capable of summarizing complex findings clearly.

Responsibilities

  • Conduct surveillance and analysis of trading activity to detect violations in exchange rules.
  • Leverage AI analytics and Python for pattern identification in trading data.
  • Investigate alerts from triage to documentation of findings suitable for review.
  • Analyze and compile data into summaries and maintain organized case files.
  • Contribute to enhancing surveillance processes and operational methodologies.
  • Conduct rule-based investigations to ensure compliance and prepare structured memos.
  • Collaborate with cross-functional teams to improve signal quality and operational efficiency.

Benefits

  • Generous paid time off including vacation, personal days, and community service days.
  • Flexible, hybrid work environment with required in-office days.
  • Comprehensive health, dental, and vision benefits, including telemedicine access.
  • 2:1 401(k) match up to 8% immediately upon hire.
  • Employee Stock Purchase Plan with discounts available.
  • Tuition assistance and ongoing education opportunities.
  • Paid parental leave and fertility benefits, enhancing family support.
Full Job Description
Job Description:

Job Description

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.

Duties and 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).

•            Leveraged AI-assisted analytics and Python (pandas, NumPy) to identify patterns in cross-market trading activity, improving surveillance signal quality, reducing manual review time, and accelerating end-to-end investigations.

•            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).

Skills and Experience:

•            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.

•            Preferred data stack exposure: SIGMA, Snowflake, and Big Data SQL environments for large‑scale investigative analysis.

•            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.

•            Extra Credit: Experience with relational databases SQL, VBA, or Access for workflow automation.

•            Extra Credit: Experience with SMARTS Trade System Surveillance software.

Education:

Bachelor’s degree required; economics, business, accounting, finance, statistics, computer science, or related fields (preferred). Advanced degree preferred (e.g., MS in Data Science/Statistics/Economics/Finance, MBA).

Benefits and Perks of working for Cboe Global Markets

We value the total wellbeing of our people – including health, financial, personal and social wellness. We believe standard benefits like health insurance and fair pay are a given at any organization. Still, you should know we offer:

•            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

Some of our associates’ favorite benefits and perks include:

•            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

Salary Ranges (applicable for US locations only)

At Cboe, we are committed to providing a competitive, transparent, and market‑informed total rewards program. The anticipated base salary range for this role is $79,475-$102,850, with actual compensation determined by job‑related factors such as skills, relevant experience, education, internal alignment, and location.

 

 

This role may also be eligible for annual incentive compensation and, where applicable, participation in Cboe's long-term equity programs.

Additional information about Cboe's total rewards program, including benefits and other compensation components, can be found here: Total Rewards at CBOE.​
 


 

Any communication from Cboe regarding this position will only come from a Cboe recruiter who has a @cboe.com email or via LinkedIn Recruiter. Cboe does not use any other third party communication tools for recruiting purposes.

About Chicago Board Options Exchange

The Chicago Board Options Exchange, located at 433 West Van Buren Street in Chicago, is the largest U.S. options exchange with an annual trading volume of around 1.27 billion at the end of 2014. CBOE offers options on over 2,200 companies, 22 stock indices, and 140 exchange-traded funds. The Chicago Board of Trade established the Chicago Board Options Exchange in 1973. The first exchange to list standardized, exchange-traded stock options began its first day of trading on April 26, 1973, in celebration of the 125th birthday of the Chicago Board of Trade. The CBOE is regulated by the Securities and Exchange Commission and owned by Cboe Global Markets.
Learn more about Chicago Board Options Exchange
Industry
Founded
1973

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