Well, I'm ETSing out of active duty from the Army very soon and will be headed back home to Evansville on terminal leave here in a couple weeks.
I've done some wheeling in the Pacific Northwest (my current location) and I'll be hitting the SW Indiana area soon. So far I've found RedBird, Haspin Acres, and Badlands Offroad parks through some google searching, but if anyone knows of any official or unofficial wheeling spots closer to Evansville give me a holler. I've wheeled Evans Creek ORV Park and the Capitol Forrest area here in WA.
I've done all my own work to the Jeep since picking it up and I roll without a rear seat. I'm pretty much a mobile Jeep repair shop.
I have just as much fun wheeling as I do tinkering on Jeeps and being designated to winching duty. My Jeep is my DD so I don't get too wild on the trails, but instead watch others break. Then I get to have fun tinkering on their rigs and not mine.