I'm with JM. I don't see how there's enough room in a $75 ticket to cover several headliners. I'd go with one, maybe two, and as JM says, scout some of the top local talent who would do the gig for gas money just to get the exposure and to be on the same stage as a big name. Also, in case of major rain, it will be a lot easier to reschedule your headliner--or book another--than with four or five. Also, one big name might allow you to drop your ticket rate. As JD says, in this economy lots of folks might shy away from a $75 ticket.
Know ahead of time who your audience is gonna be--young city adults? Rural? Older, more mature? Depending on what kind of act will have the biggest draw, you might be better off with one of the older country acts--Rickey Skaggs, Ronnie Milsap, Charlie Pride, etc. They might even work for a smaller piece of the gate. Speaking as one of the old dinosaurs, I wouldn't drive 20 miles or cough up $75 for any of the headliners you named.
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Today's Featured Article - Third Brush Generators - by Chris Pratt. While I love straightening sheet metal, cleaning, and painting old tractors, I use every excuse to avoid working on the on the electrics. I find the whole process sheer mystery. I have picked up and attempted to read every auto and farm electrics book with no improvement in the situation. They all seem to start with a chapter entitled "Theory of Electricity". After a few paragraphs I usually close the book and go back to banging out dents. A good friend and I were recently discussing our tractor electrical systems when he stated "I figure it all comes back to applying Ohms Law". At this point
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