When In Doubt, Ask Questiond

 This is something that has helped me immensely as an artist. When I don't have a full understanding of an issue, I begin the process of finding solutions by asking questions. It doesn't matter if I'm stuck with a painting. I ask questions. What is the value structure? What shapes make up the composition? Where is my light source?

It doesn't matter if I'm having trouble with a client. I also ask questions to get a better understanding of the situation. What are the deadlines? What is your budget for the project? What are the deliverables you expect upon the completion of the project?

Asking questions doesn't make you look dumb and inexperienced, rather it helps you to acquire the necessary information you need to tackle the problem. It shows that you want clarity on the situation. And there's nothing wrong with that.