Most customer interviews fail quietly.
Not because users lie—but because founders ask the wrong questions.
Why Interviews Go Wrong
Founders often seek affirmation:
- “Would you use this?”
- “Does this sound useful?”
- “What do you think?”
These questions invite politeness, not truth.
People are generous with opinions and conservative with behavior.
What Insight-Producing Interviews Look Like
Effective interviews focus on:
- Past behavior, not future intention
- Specific incidents, not general attitudes
- Workarounds, not preferences
Good questions include:
- “Tell me about the last time this happened.”
- “What did you do immediately after?”
- “What did you try before that?”
These reveal cost, frequency, and urgency.
Listen for These Signals
Strong signals:
- Emotion (frustration, anxiety, relief)
- Money spent
- Time wasted
- Repeated hacks or manual processes
Weak signals:
- Compliments
- Feature suggestions
- Hypotheticals
Founder Discipline
Do not pitch.
Do not correct.
Do not defend.
Your job is not to persuade—it is to observe.
A founder who talks too much during interviews learns nothing new.

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