- Is the founder formidable, where a formidable founder is defined as “one who seems like they'll get what they want, regardless of whatever obstacles are in the way"?
- How big is the current or future market?
- Why now?
- Can the founder convince themselves of the large opportunity and in turn convince investors of the same (concisely)?
- Is the team passionate, unique, and one that I want to work with for a decade?
- Is the problem worth solving and does the team have a deep understanding of it?
- Does the product POV make sense to me?
- Does the founder have grit?
- Does the founder have a growth mindset?
- Is the market giant (or growing) and does the founder dream big?
- [Bonus!] Is the founder a good storyteller?
- Why now?
- What is the founder's earned secret?
- Is it a networks-driven business?
- What is anomalous?
- What “secret" is the company predicated on?
- What could this be?
- Could this be one of the most important companies on the planet?
- What is the accumulating advantage?
- Can the founder attract the talent requisite to achieve the vision?
- Why do we have a comparative advantage?