How often do you talk to your users? and What's the most interesting question do you ask?

I have product support where I personally sit and answer questions. I think it's important for us.

The most interesting question is often the simplest one: "Why?" While user feedback can sometimes be superficial, asking why can help you uncover deeper issues, needs, pains, or gains. For example, asking questions like "Why do you think this service would be useful?" or "Why are you looking for a product like this?" can help you create user stories and better understand your customers' motivations. Similarly, asking "Why are you (not) using other competing products?" can provide valuable market insights. But don't stop at just asking "Why?" Use it to add additional context and dive deeper into existing questions to get even more value from them. By asking the right questions and digging deeper into the answers, you can gain a more thorough understanding of your users' needs and preferences, and use that information to create better products and services.

If you're validating assumptions, speak to them as early as possible and at least twice weekly.