How long in business? Start time? If bait is involved, who pays. How long for how much? Can I extend if we do good and how much would the extra be? What kind of gear will we be using? Quality or low end? Snacks and drinks? Supplied or do I bring? In the conversation you'll get a feel for his overall attitude. A real plus as you'll be spending your hard earned and be in the boat all day with him. Does he clean your catch or do you need to come prepared to do so. What are you allowed to keep of what species? These and others will be going through your head while you think it over, write em down. After 3 or 4 contacts I think you'll know who you'll use. And going by yourself can be a real plus too. You'll learn so much and maybe get him do go out of the normal day if something comes up in conversation that catches your interest. Brother and I went and the day slowed for reds, Trout would have been a major relocation and he knew where some good black drum were, so off we went. Call one and get your feet wet and you'll see what I mean.
Creativity is just intelligence fooling around