If this gets serious, a "real" engineer will end up using the FCC web site which has good days and bad days. An "easy" way to start is use the Radio-Locator "find unused frequencies" for Waycross (or where ever) then at the bottom of the city page use # 3 set for 150 miles and the frequency. See if anyone is on that channel. I am assuming you want a class A FM. The commission has spacing requirements and A to C is 226 KM on channel.Then go to FCC.gov and use the FM query for that channel for any state with in 150 miles to make sure there isn't a licensed but silent station that RL never shows. Then go up and down one channel on RL set for 100 miles and see who is close and what class they are. Again you have to go to the FCC site for stations licenced but not on air. Then go 2 and 3 channels out set for 50 miles and check for offending stations then check with the FCC site again. In FM the class A spacing for on channel A to C is 226 KM, A to C1 is 200Km, A to C2 is 166 KM ect. There is a chart on the FCC site that lists the different class combinations. I assume the folks that do this for a living have a computer program that does this.
If you can get a FM translator, basically just stay out of the 40 db of existing stations and you might make it work. Assuming there aren't any IF issues.