I agree, don't bother with the guide. With a little knowledge you can do it yourself.
BTW, if you're near Bloomington, the Hilly 100 is great training! I think I rode that the first time when I was 7 or 8 (well, the first day anyway) so maybe your 7-year old would like it!
Also a note of caution - once you see "The Mountain" you will probably NOT want to go back to Indiana... I know I didn't!