Transaction Reporting Analyst New Office - Chicago

DriveWealth, LLC; Chicago (IL); Hybrid; USD 70,000 - 90,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Disability insurance

Paid Parental Leave

Wellness reimbursement

Company phone

Personal development allowance

Paid time off

Holidays

Job summary

DriveWealth is seeking a Transaction Reporting Analyst in Chicago to oversee regulatory trade reporting and front-line supervisory reviews. You will investigate exceptions, document findings, and escalate issues per WSPs, ensuring accurate, examiner-ready records across multiple asset classes.

Ideal candidates have 3+ years in compliance/operations, exposure to FINRA reporting, and a strong grasp of SQL and AI-assisted data tools.

Qualifications

• Minimum 3+ years in a compliance, supervision, operations, or analytical role.
• Direct exposure to FINRA trade reporting (CAT/CAIS/TRF/ORF/TRACE) a plus.
• Bachelor's degree in Finance, Business, or related field, or equivalent experience.
• Active Series 7 required; Series 3/4/24 a plus.

Responsibilities

• Perform daily/periodic Level 1 supervisory reviews of assigned exception reports (trade and order exceptions, CAT/CAIS/TRF/ORF/TRACE).
• Investigate flagged items to determine root cause and gather evidence.
• Log reviews and dispositions in the designated system of record.
• Track issues to resolution and verify corrective actions.
• Identify recurring patterns and suggest process, control, or system improvements.
• Maintain examiner-ready records for compliance testing and audits.
• Assist in gathering facts for regulatory inquiries or exams.
• Partner with Engineering and Brokerage Operations to improve monitoring workflows.

Skills

Regulatory reporting

Analytical thinking

Attention to detail

Written communication

Ownership

Education

Bachelor's degree in Finance/Business

Tools

SQL

AI-assisted tools

Job description

DriveWealth is on a mission to make investing easier. We believe that everyone should have the ability to control their financial future, and that access to financial markets should not be limited by geography, wealth, or legacy systems. We are a global B2B financial technology organization dedicated to democratizing access to financial independence around the world. Our mission is realized through an API-based platform, empowering our partners to offer seamless investing and trading experiences to clients worldwide, all from their mobile devices. Our technology provides partners with a modern, extensible toolkit, enabling traditional investment workflows and innovative techniques like fractional share ownership. DriveWealth has evolved into a global platform offering trading of US equities, mutual funds, ETFs, fixed income, and options.

There's never been a better time to build a category-defining business and there has rarely been a team better positioned for this opportunity. Our culture blends the pace and agility of a fintech start-up with the impact, stability, and discipline of Wall Street. We encourage creativity and experimentation while ensuring institutional-grade execution and regulatory compliance in everything we do. Join us and help build the future of global investing!

About the Role

The Transaction Reporting Analyst is a critical role responsible for the operational integrity of DriveWealth's regulatory trade reporting. This role is responsible for performing the Firm's front-line supervisory reviews: working exception reports generated across trading, order handling, and FINRA trade reporting activity; investigating and documenting findings; and escalating issues to the appropriate supervisor or principal in line with the Firm's Written Supervisory Procedures (WSPs).
This is an operational, evidence-driven function. It requires the ability to read and apply the Firm's supervisory procedures, work efficiently through exception queues, spot patterns that need escalation, and maintain clean, examiner-ready records of every review performed. Prior experience with order/trade surveillance systems, exception-based reporting, or retail brokerage operations is highly desirable but not required.

What You’ll Do

• Perform daily/periodic Level 1 supervisory reviews of assigned exception reports (e.g., trade and order exceptions, CAT/CAIS/TRF/ORF/TRACE supervisory report exceptions)
• Investigate flagged items to determine root cause, gather supporting evidence, and reach a documented conclusion
• Clear reviewed items from the queue and log the review, findings, and disposition in the Firm's designated system of record
• Track issues through to resolution and confirm that corrective action was taken and evidenced
• Identify recurring exception patterns and recommend process, control, or system improvements to reduce false positives and close gaps
• Maintain organized, accurate records to support compliance testing, internal audit, and regulatory examinations
• Assist in gathering facts and documentation in response to regulatory inquiries or exams
• Partner with Engineering and Brokerage Operations to improve the automation and reliability of monitoring workflows.

You Bring

• Minimum 3+ years of experience in a compliance, supervision, operations, or analytical role, preferably at a broker-dealer or other financial services firm
• Direct exposure to FINRA trade reporting (CAT/CAIS/TRF/ORF/TRACE), SEC Rule 605 and 606 reporting or equivalent regulatory transaction reporting is a plus.
• Demonstrated background handling regulatory reporting across diverse asset classes, such as Equities, Options, Fixed Income, Futures, and Crypto, is highly desirable.
• A track record of ownership and disciplined execution in high-stakes, deadline-driven environments.
• The ability to prioritize effectively and know when to elevate versus resolve independently.
• Strong written communication skills — able to document findings and escalations clearly and defensibly
• Impeccable integrity, sound judgment, high attention to detail and a deep respect for risk, control, and regulatory obligations.
• Bachelor's degree in Finance, Business, or a related field, or equivalent professional experience.
• Experience with SQL, AI-assisted tools (e.g., using AI to summarize, triage, test, or draft first-pass analysis of exception data), or other technical/data skills is a strong plus and will be weighted favorably
• Active Series 7 required
• Series 3, 4, 24 (or willingness to obtain) is a plus

Location

This role is open to candidates in the following location: Chicago, Ilinois - Hybrid

• This role is expected to come into the office on a cadence set by the Hiring Manager/Team.
• If you're not based in the location listed above, this role is not a fit, and we cannot accommodate remote work outside these locations.
• Applicants must be authorized to work for any employer in the U.S. DriveWealth does not sponsor or take over sponsorship of an employment visa at this time.

Pay Range: $70,000 – $90,000 USD

Working at DriveWealth

We do our best work when we're in the same room. To maintain the speed our partners expect, our New York, Chicago, and Lithuania teams work in office on a hybrid schedule. We've found that being physically side-by-side is the only way to solve complex problems in real-time and stay truly accountable to the products we ship. When you're here, you're working directly with the people making the decisions.

To support that work, we provide competitive compensation, equity, and a 401(k) match. We also offer Medical insurance, Dental insurance, Vision insurance, Disability insurance, and Paid Parental Leave, along with a wellness reimbursement, a company-provided phone, and a personal development allowance. Finally, we value the time you spend away from the office with generous Paid Time Off (PTO) and observed holidays.

Work Authorization

Applicants must possess the legal right to work in the country where the position is located at the time of application. DriveWealth requires all employees to provide original documentation verifying their work authorization on or before their first day of employment.

For US-based roles: Applicants must be currently authorized to work in the United States on a full-time basis without the need for current or future visa sponsorship. DriveWealth does not provide visa sponsorship or support for employment authorization, including transfers, at this time. Offers of employment are strictly contingent upon an individual’s ability to secure and maintain the legal right to work at the Company.

How We Think About AI

We leverage AI to work smarter and move faster. We seek AI-curious talent who are proactive about using emerging tools to increase signal quality, reduce friction, and improve outcomes to deliver products faster, provide better service to our partners, and to streamline processes. Your ability to leverage our internal tools and technology to drive results is as important to us as your core domain expertise.

Compensation

Pay is generally based on the level, complexity, responsibility, location, and job duties/requirements of the specific position. We then source candidates with the requisite skills, expertise, education, training, and experience. If you are selected for an interview, please feel welcome to speak to a recruiter about our compensation philosophy and other available benefits. This role is eligible for base, bonus, equity, 401(k) match, and heavily subsidized benefits and perks.

To build technology and products that are used and loved by people and solve real-world problems, we need to build a team with many different perspectives and experiences. We are an equal opportunity employer. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We encourage candidates from all backgrounds to apply.