My current gearing is 42/34/24 and 11-32 8spd in back, and I usually ride only using the 42 and 5 highest gears in back. I really don't need too much more at the top end, as anything over 25 mph or so makes it too hard for me to visually process everything, but I've always felt like the gearing was way too low.

As far as the hills go, they pale in comparison to some, but I'm still not in the best of shape, either- and 20 mph headwinds aren't unheard of. I don't know how to find the elevation/topographical info, but if you wanted to look it up, be my guest. Starting point would be Sapulpa, OK 74066 ending at Sand Springs, OK 74063, following the OK 97 corridor.