Jobs › Cboe Global Markets

Senior Investigator

Cboe Global Markets · Chicago, IL · $98,175–$127,050 a year · Full time

Posted Sep 25, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about an investigation you ran from alert to final report. What made your findings hold up?

What they are checking: Whether they build cases with evidence that can survive challenge, which regulators require.

Tell me about a time you found a pattern in data that others had missed.

What they are checking: Whether they have the analytical eye that pattern-based surveillance work depends on.

What would you do

A market participant gives an explanation for their trading that sounds reasonable. How do you test it?

What they are checking: Whether they verify explanations against data instead of accepting or dismissing them by instinct.

How do you manage several open investigations with different deadlines?

What they are checking: Whether they keep cases moving and documented without letting any one go stale.

How do you stay objective when a firm under review is a large, important exchange customer?

What they are checking: Whether they keep regulatory independence regardless of a firm's business value.

About the work

A surveillance alert flags possible wash trading on Cboe Futures Exchange. Walk me through how you'd review it.

What they are checking: Whether they know how to check beneficial ownership, order patterns and intent before concluding a violation.

How would you tell the difference between spoofing and legitimate order cancellations?

What they are checking: Whether they understand the intent element and the pattern evidence that separates manipulation from normal trading.

How do you write an investigation report that a disciplinary committee can rely on?

What they are checking: Whether they write clear, factual reports that tie each finding to a specific rule.

What do you know about how a swap execution facility differs from a futures exchange for surveillance purposes?

What they are checking: Whether they understand the SEF side of this role and its different trading protocols.

How do CFTC requirements shape the work of an exchange's regulatory division?

What they are checking: Whether they understand the self-regulatory obligations behind the role.

What tools or queries do you use to analyze large volumes of order and trade data?

What they are checking: Whether they can work hands-on with trade data rather than relying only on canned reports.

Practice this interview out loud.

Offer builds a real interview for this exact role at Cboe Global Markets from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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The full job description

As published by Cboe Global Markets.

Job Description: 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. Location Overview Cboe HQ  is located in  the historic Old Post Office  district,  it’s a landmark that blends classic architecture with modern amenities. The building features expansive spaces with  high ceilings  and large windows, offering an abundance of natural light and panoramic views of the  city  skyline and the Chicago River. With its prime location in the heart of downtown, the OPO Building provides easy access to major transportation hubs, including Union Station and multiple CTA lines, making it convenient for commuters. The building is home to a variety of amenities, including restaurants, a fitness center, and collaborative workspaces, creating a vibrant and dynamic work environment in one of Chicago's most iconic areas. PLEASE NOTE: To support strong partnership and team connection, this role follows a four day in office work model. Our Team: The Cboe Regulatory Division is responsible for the oversight of the markets for which it has regulatory responsibility and market participants. The Division endeavors to achieve this goal through effective and efficient surveillance, examination, and investigative programs aimed at detecting and disciplining or preventing violative or otherwise inappropriate behavior. The Division is actively seeking a highly motivated individual to join our options investigations team and perform investigative activities to assist in determinations regarding possible violations of Cboe , Cboe C2, Cboe BZX, and Cboe EDGX Options Exchange (collectively, the “Exchanges”) Rules and other applicable rules and regulations governing Exchange Members and Trading Permit Holders (“TPH”). Options Investigators in the Division are responsible for conducting focused investigations of trading activities on the Exchanges to detect possible violations of Exchange Rules, By-Laws, and interpretations and policies, and the SEC rules and regulations thereunder, or other improper activities. Your responsibilities will be • Independently manage investigations from inception to conclusion and completing investigation steps in a timely manner that meet expected guidelines • Build and maintain a thorough understanding of the Exchanges trading and regulatory environments, as well as the broader securities industry, in areas such as markets, products, relevant rules and regulations, technologies and systems, processes and operational methodologies, and investigative techniques, while contributing to the creation of new investigative processes that address potential regulatory concerns • Evaluate and analyze matters to identify potential violations as well as the types of evidence, including data and information, necessary to determine whether the activity in question was violative or otherwise improper via thorough research, collection of evidence and fact-finding • Evaluate and analyze evidence to conclude sufficiency with respect to suspected violations through case law and/or precedent to determine whether non-disciplinary or disciplinary actions are warranted . Recommend appropriate disposition to management for review. • Prepare investigative reports detailing findings in a clear, cohesive manner supported by factual evidence and analysis. Utilize Division guidelines for style and form; present work that is complete and requires minimal revisions. • Assist in taking on-the-record testimonies, as required • Present case information to management and Enforcement committees, including formal disciplinary proceedings • Professionally interact with internal regulatory staff and external contacts, such as Members, other Self-Regulatory Organizations, and the SEC • Collaborate and communicate with cross-functional teams, particularly the Options Surveillance and Enforcement team to enhance or create solutions • Actively participate in team projects, discussions and problem solving • Actively participate in training/continuing education opportunities and meetings The ideal candidate has • Bachelor's degree required , Economics, Business, Accounting, Finance, or related field preferred. • 5 years of Industry experience is required • Strong affinity with financial markets • Highly self-motivated and driven • Excellent communication and teamwork skills • Exceptional written, analytical, and research skills • Strong organizational and planning skills • Must be proficient in MS-Office suite, including Excel • Experience in a regulatory, compliance, and/or legal environment is preferred 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 • 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 More About Cboe Global Markets We’re reimagining the future of the workplace by focusing on what matters most, our people. Our journey is an inclusive one. We’re investing deeply in leadership programs and career development initiatives that ensure everyone has an equal chance to succeed. We work with purpose, solving problems with ingenuity, collaboration, and a lot of passion. We’re an engaged and excited team connecting markets across borders and embracing growth in all its forms to achieve incredible outcomes. Learn more about life at Cboe on our website and LinkedIn . Equal Employment Opportunity We're proud to be an equal opportunity employer do not discriminate against any employee or applicant for employment based on any legally protected characteristic, including race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, genetic information, or veteran status. We are committed to fostering a workplace where all individuals are valued and respected. #LI-CP2 This position is not eligible for visa sponsorship. Candidates must be legally authorized to work in the United States without the need for employer sponsorship now or in the future. 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 $98,175-$127,050, 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.

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