Venture Capital interview preparation
Sourcing, unit economics, term sheets, cap tables, fund economics and the India venture market. Every question is either traced to a named firm from a public candidate report, or tagged at desk level when we could not trace it — answers lead with the point, then the mechanism, then the limitation.
100 questions, mapped to the firms that asked them
- Questions
- 100
- Traced to a firm
- 31
- Firms
- 12
- Updated
- September 2026
057How many investments should a hundred million dollar seed fund make, and how much do you reserve?Seed fundsIndian venture capital
Say this
Roughly thirty to thirty-five companies with about half the fund reserved for follow-ons. So call it $45m of initial cheques averaging $1.4m for 10 to 15 percent ownership, $45m of reserves, and $10m for fees and expenses over the fund's life.
Then walk it
- Start from the return requirement and work back. A $100m fund needs $300m gross to return 3x net-ish to LPs. If one company produces $200m of that, I need to own enough of it: a $2bn exit with 10 percent retained ownership gives $200m. So the entry ownership target has to survive dilution to 10 percent.
- That fixes ownership at entry around 12 to 15 percent, because three later rounds will roughly halve it unless I follow on. Ownership target, not cheque size, is the primary constraint.
- Then portfolio size. Too few names and you may simply not own an outlier; too many and you cannot own enough of each or spend time on them. Thirty to thirty-five is the conventional band for seed, and the maths behind it is that at roughly a 1-in-20 hit rate for a fund-returner you want at least twenty-five shots.
- Reserves: 50 percent is the standard split at seed and it is the single most consequential construction decision. A fund that deploys 80 percent into initial cheques gets crushed in the winners, because the Series B and C are where the ownership is defended.
- Fees drag, and you should mention it because it catches people out. A 2 percent management fee over ten years is roughly 20 percent of committed capital, though most funds step it down. So the investable capital out of $100m is $80m to $85m, not $100m, and every portfolio-construction number has to be built off the investable figure.
- The India-specific adjustment: at seed in India, cheque sizes of $1m to $3m buy meaningfully more ownership than the same cheque in the Bay Area, so the same $100m fund can run a slightly more concentrated book at higher ownership. The offsetting constraint is exit scale — fewer billion-dollar outcomes means the fund-returner has to come from a smaller pool of candidates.
Where candidates lose it
Giving a portfolio count with no arithmetic behind it. Build it from the fund-return requirement through ownership target to cheque size — that sequence is the answer. And forgetting the fee drag, which makes every construction number 15 to 20 percent tighter than the headline fund size suggests.
Expect next
- What if you could only make ten investments?
- How would that change for a $500m multi-stage fund?
- How do you decide which companies get the reserves?
058When do you decide not to follow on?Early-stage VCSeed funds
Say this
When I would not make the investment cold at the new price. That is the only test, and applying it honestly is hard because I am anchored on my entry price and on not wanting to signal doubt. Sunk cost and signalling are the two forces pushing every follow-on decision the wrong way.
Then walk it
- The discipline: re-underwrite the company from scratch at the new price as if a stranger brought it to me. If I would pass, I pass, and my existing position is irrelevant to that judgement.
- The specific triggers for not following. The team has changed in a way that removes the reason I invested. The market turned out to be structurally smaller than underwritten. The metrics are fine but the shape is wrong — growing revenue with deteriorating retention. Or the price now requires an exit outcome I do not believe in.
- The uncomfortable one: the company is doing fine and will probably return 2 to 3x, but it will never return the fund. In a power-law portfolio that capital is better spent defending the position in a potential outlier. Passing on a healthy company is the hardest call in the job and it is usually right.
- Signalling risk is real and you should address it rather than pretend it is not. If an existing investor does not participate, incoming investors read it as information, and it can genuinely make the round harder for the founder. So the decision has to be communicated early, directly to the founder, with a clear reason — never by going quiet.
- What I would do to make it cleaner: agree the reserve policy in advance at the portfolio level, so the decision is a framework being applied rather than a verdict on the company. And where I can, offer to introduce other investors, which is the honest version of support when I am not writing the cheque.
- One structural caveat: a fund at the end of its investment period with no dry powder has no choice, and everyone in the market knows it. That is a fund-construction failure showing up as a portfolio decision, which is exactly why reserves are set at the start.
Where candidates lose it
Answering only on the company's merits and ignoring signalling risk. It is the thing that makes this decision genuinely difficult, and interviewers want to hear you handle the founder conversation. Also failing to mention the hardest case — the perfectly decent company that cannot return the fund.
Expect next
- How do you have that conversation with the founder?
- What is signalling risk from a multi-stage fund?
- Would you ever follow on just to protect the signal?
Firm tags come from public, anonymous candidate reports on Wall Street Oasis: strong signal, not sworn testimony. Firms are named as the places a question was reported, not as partners of Fin Maverick. Answers are written for this page to show how to think out loud; they are not scripts to recite.
