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Investor Relations

The Investor Q&A: Answer the Same 40 Questions Once

7 min read
Dariia Vasylieva
Founder, RaiseTalks

Across a hundred investor conversations you will be asked roughly forty distinct questions. Not a hundred. Forty, with minor variations in phrasing.

Most founders answer them ad hoc, from memory, slightly differently each time. Over forty conversations, those small variations become inconsistencies that an investor comparing notes with a colleague will notice. The alternative is to write all forty once, keep them in one place, and never improvise a number again.

Key takeaways​

  • The same forty questions cover the overwhelming majority of what you will be asked.
  • Writing them once removes the single largest source of inconsistency in a raise.
  • The answers belong in your record, not in a document you paste from.
  • Three questions are asked in almost every conversation and almost nobody has a crisp answer ready.
  • Track which questions actually get asked. The pattern tells you where your story is weak.

Why inconsistency costs more than you think​

An investor who hears "about 50 customers" on Tuesday and reads "47 paying, 12 in trial" on Friday does not think you lied. They think you do not know your own numbers, which for an early-stage company is nearly as damaging.

It compounds: two partners at the same firm compare notes, a lead shares the deck with a co-investor, an angel forwards your email. Every inconsistency has multiple chances to surface, and each one costs a small amount of credibility that you never get told about.

Written answers, single source, no improvisation. That is the whole discipline.

The forty questions​

Team (6)​

  1. Who are the founders and what did they do before this?
  2. Why is this team uniquely suited to this problem?
  3. How did you meet and how long have you worked together?
  4. What is the equity split and is it vested?
  5. Who are your first three hires out of this round?
  6. What is the biggest capability gap on the team today?

Product (7)​

  1. What does the product actually do, in one sentence?
  2. What is shipped versus what is on the roadmap?
  3. What does the architecture look like at a high level?
  4. Who owns the IP and is it assigned?
  5. What is your security and data handling posture?
  6. What are your critical third-party dependencies?
  7. What would take a competent competitor six months to replicate?

Market (8)​

  1. Who is the buyer, specifically?
  2. How large is the market and how did you calculate it?
  3. Who are your competitors and how do you differ?
  4. Why now? What changed that makes this possible?
  5. What is your wedge, and what does it expand into?
  6. What does a typical sales cycle look like?
  7. What do customers use today instead?
  8. What is your pricing and how did you arrive at it?

Traction (9)​

  1. How many customers or users, and how do you define them?
  2. What is your revenue, and is it recurring?
  3. What is your growth rate over the last six months?
  4. What is your retention or churn, and over what window?
  5. What are your unit economics?
  6. Which acquisition channels work, and at what cost?
  7. What is your pipeline?
  8. What is your single best customer proof point?
  9. What is the number that best predicts this business working?

Finance and deal (10)​

  1. What is your current burn?
  2. How much runway do you have?
  3. How much are you raising and on what instrument?
  4. What is the valuation or cap?
  5. What does the money buy, in milestones?
  6. Who else is in the round, and is there a lead?
  7. What does your cap table look like, including SAFEs and notes?
  8. What did you raise previously and on what terms?
  9. What does the next round look like and what proves it?
  10. What happens if you raise half of this?

The three nobody has ready​

Question 6: the biggest capability gap on the team. Founders hear this as a trap and answer defensively. It is the opposite. An investor is already forming a view of your gap; naming it first converts their private concern into evidence of self-awareness. "We have no enterprise sales experience, which is what the first hire out of this round is for" is a strong answer.

Question 30: the number that best predicts this business working. This asks whether you know your own leading indicator. Most founders name a lagging one - revenue, users. The strong answer is the thing that moves first: activation rate, time to second purchase, weekly active per account.

Question 40: what happens if you raise half. Tests whether the plan is a plan or a wish. "We hire one engineer instead of three, which pushes the enterprise tier to Q4 and gets us to $35K MRR instead of $60K" shows a founder who has thought about capital allocation. "We would struggle" does not.

Where the answers should live​

Not in a document you copy from. In your structured record, as fields, so that:

  • The number in the deck, the model and the update all come from the same place.
  • An investor can read the answer without asking.
  • Updating it once updates it everywhere.

This is what makes the difference between a question that costs a three-day email round trip and one that costs nothing. Across forty questions and a hundred investors, that arithmetic dominates your timeline, which is the mechanism described in why diligence takes longer.

For the questions genuinely specific to one investor, a lightweight Q&A flow works well: the investor sends a short questionnaire, you answer it once, and the answers are recorded and never re-litigated. Investors on RaiseTalks can send exactly this kind of Q&A link through its Q&A constructor.

Track what gets asked​

Keep a tally. After twenty conversations, the distribution tells you something no single conversation could.

If fifteen of twenty asked about retention, your retention story is not in your materials, or it is there and is not convincing. If eight asked how you calculated your market size, your derivation is not visible. If everyone asks the same clarifying question about your pricing, your pricing section is unclear.

The questions you are asked most often are a map of where your record is weakest. It is the cheapest form of user research available to a founder, and almost nobody collects it.


Frequently Asked Questions​

Roughly forty distinct questions across team, product, market, traction, and finance and deal terms. The full list is above.

Write all forty answers once, keep them in a single source, and put them in your data room so most are answered before being asked.

"What is the biggest gap on your team?" and "what happens if you raise half?" Both test self-awareness rather than performance.

Yes. Every question answered in advance removes a round trip, and round trips are where fundraising time actually goes.



RaiseTalks holds most of the forty answers as structured fields, so every number an investor sees comes from one source. Start your 30-day trial.