Chris has progressed from being a "flatlander" to handling 25-30 mile rides, including being able to ride up Lookout Mountain, a popular 4.5 mile climb. http://303cycling.com/Lookout-Mountain-Hill-Climb-Bike-Ride
Only problem was, he was using FLAT pedals. These clipless pedals and SIDI Dominator shoes should do the trick until he's ready for his next bike purchase!