Hey, I know someone who did both OF and RAGBRAI last year. He said the OF was way way different from Iowa, because there were lots of miles with no services, no towns all decked out and waiting for you to pass through, just not the same atmosphere.
I'd just be prepared to carry yourself along without any help for many miles. I think they went west to east last year, through the panhandle, so this year might be different. I'd check it out carefully, though.
*Okay, I was wrong, they went south to north. It doesn't change his perspective, though. Also, I think RAGBRAI attracts many more riders, and Freewheel has only about 1000. That could contribute to a lonely feeling.
Karen