We will probably be there by next year, when we move back to the boat. I am working at building my ability to do hills so that this is feasible in our area (just got back from a short ride on a big to me hill a few minutes ago). It will probably be best to increase distance, as well. Even though he is much better at hills, DH's butt gets sore before mine on our flatter, longer rides. And he has bike shorts!
We moved here three years ago for DH to be able to ride to work. We sold his car immediately and soon upgraded my bike because I had a little three geared folding bike and we live in this weird little dip. You must go uphill to leave the house, but if you go more than 1/4 mile you are going downhill again and will have to bike back uphill again to get home. I can only do it going one direction, the others are too steep/long for me. Every time I get close to being able to do it, I start pushing harder, throw my back out and have to start all over again. NOT THIS TIME!