Takeaways:

Some questions to ask:

  1. What is the hardest part about doing the thing that you're trying to solve?

    Start of an open ended conversation

  2. Tell me about the last time that you encountered this problem?

    Specifics of the context in which they are. Use this to even think about product

  3. Why was this hard?

    Helps to identify the real problem. This is the real - “why”. Potentially your marketing proposition to the customer.

  4. What, if anything, have you done to try to solve this problem?

    Indicates that this is a real problem that they are investing time solving it

  5. [Tactical] What don't you love about the solutions that you've already tried?

Relevant Link:

https://www.youtube.com/watch?v=MT4Ig2uqjTc&ab_channel=YCombinator