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Venture Capital Analyst Intern

DRW · Chicago, IL · Campus

Posted Sep 15, 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 fintech or capital markets company you find interesting and why.

What they are checking: Real curiosity about the space the fund invests in.

Tell me about a time you worked on a team project with a tight deadline.

What they are checking: Whether they pull their weight and stay reliable to teammates when time is short and the work is shared.

Tell me about a time you changed your mind after looking at data.

What they are checking: Intellectual honesty, which matters when evaluating companies objectively.

Why venture capital at a trading firm rather than at a traditional fund?

What they are checking: Whether they understand what makes DRW's fund different and why that appeals to them.

What would you do

Prior interns helped portfolio companies with financial models and pitch decks. How would you approach making a pitch deck stronger?

What they are checking: Whether they think about the investor audience and clear storytelling backed by numbers.

You are asked to research a theme like tokenization or market data infrastructure in one week. How would you go about it?

What they are checking: Research method, use of sources and ability to reach a view in a short time.

About the work

Interns underwrite investments based on risk and return fundamentals. How would you think about the risks of an early-stage fintech company?

What they are checking: Whether they can name concrete risks like market, execution, regulatory and funding risk.

Walk me through how you would build a simple revenue model for a subscription software company.

What they are checking: Basic modeling ability with customers, pricing, churn and growth.

What is the difference between early-stage and growth investing?

What they are checking: Understanding that the evidence, metrics and risks differ a lot by stage.

How would you decide whether a startup's market is large enough to be worth investing in?

What they are checking: Ability to size a market from the bottom up rather than quoting a big headline number.

Practice this interview out loud.

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Practice this out loud

The full job description

As published by DRW.

Our formula for success is to hire exceptional people, encourage their&nbsp;ideas&nbsp;and reward their results.  &nbsp; As a&nbsp; Venture Capital Analyst Intern,&nbsp; you will collaborate with the investment team to research key themes and investment opportunities from early stage to growth. The ideal candidate will have meaningful exposure to private company investing and a passion for quantitatively and qualitatively evaluating investment opportunities in the venture capital landscape. This internship will provide meaningful exposure and responsibility to make an impact on a growing team.&nbsp;Prior interns have spent time supporting portfolio companies by assisting with financial models and pitch presentations while also researching new opportunities in the FinTech and capital markets ecosystem.&nbsp;In addition to a summer of meaningful work,&nbsp;you’ll&nbsp;have plenty of time to explore the city with organized social events to make the most of your&nbsp;10 weeks&nbsp;with us.  &nbsp; How you will make an impact…   &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="1" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Underwrite and evaluate investments based on risk and return fundamentals  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="2" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Assist&nbsp;with deal structuring and the evaluation of term sheets, including modeling the economics of deal structures in Excel and the impact on returns  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="3" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Prepare discounted cash flow, competitive&nbsp;market&nbsp;and development model analyses for current and pipeline opportunities  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="4" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Join meetings with current and pipeline company management teams and co-investors  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="5" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Assist&nbsp;in the preparation of pitch decks for pipeline opportunities and follow-on investments in current portfolio companies  &nbsp; What you bring to the team…    &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="6" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Bachelor’s degree in finance, business administration, economics, accounting, or liberal arts graduating between&nbsp; December 2027  and&nbsp; June 2028   &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="7" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> A minimum GPA of 3.5 on a 4.0 scale (or equivalent)  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="8" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Limitless curiosity about business models, competitive&nbsp;dynamics&nbsp;and innovation  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="9" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> An interest in diving deep in more than one investment category, gaining exposure to companies across the financial technology landscape including, but not limited to cryptocurrency, capital markets infrastructure and financial enterprise software  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="10" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Passion for high quality work and the ability to relentlessly pursue continuous improvement  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="11" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> An interest in pursuing personal and professional growth by learning new principles  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="12" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Excellent behavioral and communication skills  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="13" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Familiarity with Microsoft Office — specifically PowerPoint and Excel  &nbsp; <li data-leveltext="" data-font="Symbol" data-listid="13" data-list-defn-props="{"335552541":1,"335559685":720,"335559991":360,"469769226":"Symbol","469769242":[8226],"469777803":"left","469777804":"","469777815":"multilevel"}" data-aria-posinset="1" data-aria-level="1"> Work authorization in the United States without the need for sponsorship About your future team…   &nbsp; DRW Venture Capital&nbsp; is a private investor in financial and enterprise technology. Our team focuses on businesses that will&nbsp;benefit&nbsp;from our engagement beyond capital: as a client, as a liquidity provider, through our review of new products, and through our deep industry&nbsp;expertise. Our portfolio&nbsp;comprises&nbsp;~25 companies including&nbsp;NinjaTrader,&nbsp;OpenFin,&nbsp;BitGo, Pico, Talos and&nbsp;TradingView.    &nbsp; What to expect during the&nbsp;internship…   &nbsp; • Meaningful Work: &nbsp;You’ll&nbsp;primarily focus on a single challenging and wide-ranging research project to complete during your time here, in addition to intensive day-to-day work alongside the investment team. In conjunction, these promote a comprehensive learning experience while providing you with meaningful work experience.  &nbsp; • Community: &nbsp;Throughout the summer, we host a variety of educational,&nbsp;social&nbsp;and team-building activities to foster friendship and camaraderie with your fellow intern class.  &nbsp; • Housing: &nbsp;DRW provides fully furnished apartments&nbsp;located&nbsp;close to the office –making your morning commute as easy as possible.  &nbsp; • Mentorship: &nbsp;You’ll&nbsp;build a professional relationship with an experienced mentor in your field. Mentors and mentees meet to discuss goals, challenges and professional development and explore the city together at our mentor outings. &nbsp; • Education: As technology continues to drive the trading industry forward, both in terms of new products and transaction methods, the future will present us with unique opportunities and challenges. To prepare you for how technology will continue to impact trading’s future landscape, you will complete an options course framed from a developer’s standpoint to help you visualize how your technology solutions will be used in real time. As the trading industry continually evolves, both in terms of new products and transaction methods, the future will present us with unique opportunities and challenges. The annual base salary for this position is $80,000.&nbsp; For more information about DRW's processing activities and our use of job applicants' data, please view our Privacy Notice at https://drw.com/privacy-notice . California residents, please review the&nbsp;California Privacy Notice&nbsp;for information about certain legal rights at&nbsp; https://drw.com/california-privacy-notice . #LI-DNI

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