I live in a very hilly area, and still only ride SS. Some hills tire me out, but I figure I'll do better each time until none of the hills are a problem. If it is an extreme hill I just ride as hard as I can until I have to jump off and walk it. I did just get a prewar with a Bendix 2-spd kickback. I've been enjoying that quite a bit. I had one before but it was a Schwinn wheel I threw on something just to ride for a while. I think it was an s-7 or something and I got rid of it. I've never seen a need for more than 3 gears though. It kind of just makes sense: a gear for flat, one for a slight hill, one for a steep hill. But for now one gear works. I do have different ratios on my bikes though. So if I want an easier ride that day, I take a bike with a closer ratio.