It depends on the industry and the level of the conversation. If you're in a specialized field in which as CTO you are not an expert, and you're speaking with

It depends on the industry and the level of the conversation. If you're in a specialized field in which as CTO you are not an expert, and you're speaking with a competitor or at least someone else in the field, a detailed interview can offer quite a bit of information. It can be used to validate your approach, your tech stack, etc... Of course typically when you play that game you don't actually admit that you're not hiring and you're running out of cash.