⟩ What's your process like?
If someone doesn't have a working process they are either brand new or unorganized. Either way, move on.
The last thing you want is to hire a freelancer who is so unorganized that they can barely remember their own name let alone the project you're working on.
The flip side is the person who has a process that's too time consuming. If you are required to be involved with every little aspect of the project then you're talking with someone who is afraid to make decisions. They lack confidence and it will show in their work. You need to work with a professional who is confident (not arrogant or proud, but confident).
Ask yourself this, "Would you trust a doctor who was always asking your feedback on a procedure? "So, do you concur?"
Now I realize copy writing or graphic design isn't the same as practicing medicine but I think you get the point. The freelancer should be an expert in his or her field and therefore be bold enough to say, "This would work best."