Question 1: What is the hardest part about doing the thing that you're trying to solve?
Example 👀:
The problem we're trying to solve:
Website building is hard/intimidating
Question to ask:
"What is the hardest part about building a website from your experience?"
Question 2: Tell me about the last time that you encountered this problem.
This avoids talking about hypotheticals by asking them to tell a story about a real experience that they had. You're also trying to find the context around this problem.