Leading Questions

Questions phrased so that the answer you hoped for is the easiest one to give — which makes the answer worthless as evidence.

Why does Leading Questions matter?

This is the single most common way founder research produces confident, wrong conclusions. The damage is not that you get no information; it is that you get information that feels like validation, and then you build on it. A month of interviews conducted with leading questions is worse than no interviews, because it converts a hypothesis into a belief without ever testing it.

What does Leading Questions look like in practice?

"Do you find scheduling frustrating?" invites a yes — being agreeable is easier than explaining that it is fine. "How many times did scheduling go wrong last week?" invites a fact, and "none that I noticed" is a real answer you can act on. The tell is simple: if you can predict the answer before asking, the question is not doing any work.

What are the common mistakes with Leading Questions?

  • Describing the problem before asking whether they have it.
  • Asking yes/no questions where yes is the polite answer.
  • Following up only on answers that support the hypothesis, which turns a good interview into a bad one halfway through.
  • Interviewing friends and investors, who are the most likely to be encouraging and the least likely to be customers.

Related concepts

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