31 Investor Questions Startups Should Be Prepared to Answer

Team

1. What holes do you have in your team and how do you plan to fill them?
2. What do you envision your role(s) to be going forward?
3. Why are you the right CEO (or other role you hold)? Do you plan to continue in that role in the future?
4. If you could write your own job description, what would it say? What key job functions are you most passionate about?
5. What makes you and your co-founder(s) good partners? Are there common themes or topics around which you tend to disagree?
6. How do you balance your personal and working relationship with your co-founder(s)?

Passion and Commitment

7. Why do you care about this?
8. Have you invested your own money? If not, why not?
9. How much have you been paying yourself and what is your projected salary?
10. Are you working full-time on this?

Finance and Operations

11. Do you have a lead investor?
12. Can you tell me what other investors have committed or expressed interest?
13. What affects your margins and how do you expect this to change over time?
14. What is your exit strategy?
15. If it is acquisition, who are likely acquirers? What acquisitions have they made recently? Of what kinds of companies? At what multiples?
16. What kind of a return should I expect on my investment?
17. If money and resources were not barriers, what are three improvements you would make to your business?
18. If money and resources were not barriers, what team members would you add?
19. How do you plan to manage the shift from a small business to a scalable company?
20. How much demand can you currently handle and what would it take to scale up?
21. If you raised more money, could you grow faster? Why? How?

Market and Competition

22. How big is your addressable market and how did you determine that?
23. What prevents others from copying you?
24. Your current competitors have more money and resources. What prevents your current or potential competitors from pivoting and doing the same thing?

Other Frequently Asked Questions

25. What questions should I be asking?
26. If you were an investor considering an investment in your company, what is the biggest hesitation you would need to overcome?
27. If you were your own mentor, what’s the most important advice you’d give yourself?
28. What questions do you have for me?
29. What do you enjoy most about the day-to-day management of the business? What do you enjoy least?
30. What gets you out of bed in the morning?
31. What keeps you up at night?

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