Pitching

What questions do investors ask founders?

Short answer

I prepare for questions about the problem, the team, the opportunity, and the evidence behind every claim. Investors typically want to know who needs the solution, why this team can deliver it, and how the proposed investment works. They may ask how the business operates, what risks could affect it, and who supports key functions. The questions depend on the investor's interests and experience, so I learn what matters to that person before the meeting. I keep answers direct, consistent, and tied to information I can verify.

Checklist

  • Identify the investor type and the parts of the opportunity most relevant to them.
  • Explain the problem in plain language, including who experiences it and how they handle it today.
  • Describe the solution and point to evidence that customers or users need it.
  • Explain the team's relevant experience and who owns each important responsibility.
  • Describe the business model and proposed investment structure using current, approved materials.
  • Support claims about performance, customers, team experience, and track record with records you can verify.
  • Prepare for questions about operations, compensation, risks, and service providers.
  • Keep spoken answers consistent with your presentation, written materials, and follow-up.
  • Record questions you cannot answer on the spot, then send a specific answer and supporting material promptly.
  • Organize recurring diligence questions and documents so you can respond accurately each time.

From my talks

"Performance does not market itself; pedigree does not swing all doors wide open."

Capital Raising Book

Common scenario

A founder finishes explaining the product, then an investor asks who runs the operation, what the team has accomplished, and which outside providers support the business. I would map each key claim to the person, record, or document that can support it. If I do not have a verified answer in the meeting, I would say I will check, note the question, and follow up with the relevant material. That keeps the conversation useful and gives the investor a way to assess the answer.

What to do next

  1. List the investor types you plan to approach and write down the questions each is likely to ask. Start with their experience, interests, and decision process.
  2. Draft concise answers about the problem, solution, team, business model, operations, investment structure, and risks. Check each factual claim against your records.
  3. Create a diligence folder with current materials and a master list of recurring questions. Assign an owner to each document and update it when facts change.
  4. Before each meeting, review the investor's stated interests, select the most relevant materials, and prepare three questions of your own about their priorities and process.

Work through it with the investor meeting prep and follow-up checklist. See all pitching questions.

Watch 3 videos

Live Investor Ratings - Hear Investor's First Impressions on a Brand Name and/or 10-Second Pitch

Live Investor Ratings - Hear Investor's First Impressions on a Brand Name and/or 10-Second Pitch

Richard C. Wilson and the Family Office Club hear investors' first impressions of a brand name or short pitch. The session discusses what makes an investment proposition compelling and how clarity and impact can shape investor decisions.

Investor First Impressions: Live Brand & One-Liner Ratings by Active Investors

Investor First Impressions: Live Brand & One-Liner Ratings by Active Investors

Active investors review attendee-submitted brands and one-liners and give feedback on clarity, impact, and uniqueness.

One-Liner Hot Seat Webinar - Live Feedback on Pitches

One-Liner Hot Seat Webinar - Live Feedback on Pitches

The video is a webinar offering live feedback on pitches, specifically one-liners. com.

Richard C. Wilson

About Richard C. Wilson

Richard C. Wilson has run the Family Office Club since 2007. It is the largest investor club in the world by media reach. The 15-person team hosts 30 events a year, including 16 in person, and has hosted more than 340 events since 2007. Richard shares what he has learned on the Centimillionaire Strategies YouTube channel.

Text or WhatsApp Richard at (808) 600-9260 or email Richard@FamilyOffices.com with a question about your raise. More about Richard.

General education only. Not legal, tax or investment advice.