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Senior Underwriting Associate

Robinhood · Chicago, IL · Brokerage Operations - RHF

Posted Oct 3, 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 a deal where something went wrong close to pricing. How did you handle it?

What they are checking: Whether they stay steady and organized when deal timelines get compressed.

Describe how you've worked with bankers, legal and compliance during a deal.

What they are checking: Whether they coordinate many parties under deadline pressure without dropping details.

Which FINRA registrations do you hold, and how have you used them in your work?

What they are checking: Whether their licensing and experience match the registered role the posting describes.

What would you do

As the registered representative, a regulator asks for records on a recent offering. How do you respond?

What they are checking: Whether they take regulatory engagement seriously and know how to produce accurate records promptly.

How would you set up daily processing for a new underwriting capability that doesn't exist yet?

What they are checking: Whether they can build procedures and controls from scratch while the business grows.

A colleague wants to bend an allocation rule for a large customer. What do you do?

What they are checking: Whether they hold firm on compliance even when there is business pressure.

About the work

Walk me through the lifecycle of a firm-commitment IPO from the underwriter's side, from pricing through settlement.

What they are checking: Whether they understand deal mechanics and the risk an underwriter takes on when it commits capital.

How does retail distribution of new issues work, and what compliance controls matter most?

What they are checking: Whether they know the rules around allocation, suitability and communications when selling new issues to retail investors.

What do FINRA Rules 5130 and 5131 cover, and how would you build controls around them?

What they are checking: Whether they know restricted-person and allocation rules that govern IPO distribution.

What does the syndicate settlement and stabilization process look like, and where do errors usually happen?

What they are checking: Whether they have hands-on knowledge of the back-end of a deal, not just the front-end execution.

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The full job description

As published by Robinhood.

Join us in building the future of finance. Our mission is to democratize finance for all. An estimated $124 trillion of assets will be inherited by younger generations in the next two decades. The largest transfer of wealth in human history. If you’re ready to be at the epicenter of this historic cultural and financial shift, keep reading. About the team + role We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards.  Robinhood is building out its firm-commitment underwriting capability to manage and co-manage IPOs and follow-on equity offerings, while continuing to operate an established distribution channel that brings new issues to Robinhood's retail customers. This role is the firm's registered representative across both functions — overseeing firm-commitment underwriting activity and the distribution of new issues to retail customers — responsible for daily processing, compliance controls, and regulatory engagement across the end-to-end lifecycle of a deal. You will guide deal execution from due diligence through pricing, allocation, and settlement on the underwriting side. You'll ensure all activity meets regulatory and internal standards across both sides of the deal. This role partners closely with Compliance, Finance, and Trading Operations to support successful execution while maintaining strong supervisory practices. This role is based in our Chicago, IL, Denver, CO, Lake Mary, FL, or New York, NY office(s), with in-person attendance expected at least 5 days per week. At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams.  What you’ll do • Serve as a delegate principal under FINRA Rule 3110, maintaining Written Supervisory Procedures and approving key stages of each offering • Assist with supervising the firm's participation as a distribution participant on new-issue offerings, including allocation methodology, communications standards, and fair-dealing practices under FINRA Rules 5130 and 5131 • Serve as subject-matter expert for the selection, build, or buy decision on the firm's underwriting operations stack • Oversee operational execution of firm-commitment underwriting from due diligence through settlement, including syndicate activity and co-manager arrangements • Partner with Compliance, Finance, and Operations to ensure accurate reporting, regulatory filings, and readiness for review What you bring • You hold FINRA Series 79 licenses (Series 24 strong preferred as well) • You have 4–7 years of experience in equity underwriting operations, investment banking compliance, or capital markets • You demonstrate knowledge of FINRA Rules 5110, 5130, 5131, and 3110 in practical application • You have experience supervising retail distribution of new issues or selling-group activity — or equivalent exposure to allocation governance and communications supervision • You bring strong experience in compliance operations, reporting, and supervisory program management What we offer • Challenging, high-impact work to grow your career. • Performance-driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching. • Best-in-class benefits to fuel your work, including 100% paid health insurance for employees with 90% coverage for dependents. • Lifestyle wallet — a highly flexible benefits spending account for wellness, learning, and more. • Employer-paid life & disability insurance, fertility benefits, and mental health benefits. • Time off to recharge including company holidays, paid time off, sick time, parental leave, and more! • Exceptional office experience with catered meals, events, and comfortable workspaces. In addition to the base pay range listed below, this role is also eligible for bonus opportunities + equity + benefits. Base pay for the successful applicant will depend on a variety of job-related factors, which may include education, training, experience, location, business needs, or market demands. The expected base pay range for this role is based on the location where the work will be performed and is aligned to one of 3 compensation zones. For other locations not listed, compensation can be discussed with your recruiter during the interview process. Base Pay Range: Zone 1 (Menlo Park, CA; New York, NY; Bellevue, WA; Washington, DC) $149,000 — $175,000 USD Zone 2 (Denver, CO; Westlake, TX; Chicago, IL) $131,000 — $154,000 USD Zone 3 (Lake Mary, FL; Clearwater, FL; Gainesville, FL) $116,000 — $137,000 USD Click here to learn more about our Total Rewards, which vary by region and entity. If our mission energizes you and you’re ready to build the future of finance, we look forward to seeing your application. AI Usage Disclosure: Robinhood uses artificial intelligence (AI) tools to support parts of our recruiting process. These tools enhance the efficiency and consistency of our hiring process; however, all hiring decisions are made by our hiring teams. Robinhood provides equal opportunity for all applicants, offers reasonable accommodations upon request, and complies with applicable equal employment and privacy laws. Inclusion is built into how we hire and work—welcoming different backgrounds, perspectives, and experiences so everyone can do their best. Please review the  Privacy Policy for your country of application.

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