I grew up in North Central Indiana and listened to Bob and Tom on WFBQ-Q95, Indianapolis, from 8th Grade up to the time that I joined the Air Force. They were hilarious back then; but all of their humor was local. Frequent guests included Champ car drivers as B&T were always doing Indy 500 related stuff. The Electric Amish Band was another staple.
Seems as time went by, they got excellent writers, booked lots of comedians that were also appearing on Carson, Leno, and Letterman. I used to have my mom and sister send me Q95 merchandise and B&T CDs. Every year they would put one out during the Indy 500 season and one right before Christmas.
Once they went syndicated, the humor wasn't as good as I remember and most of the humor was interacting with touring comedians that were making the rounds. I could hear a comedian one day on B&T and a few days the same comedian would appear on John Boy and Billy.
Like 'em or not; One thing is for sure...they have had an excellent run.