Where does your wife fit in here?
If she is onboard with your yearnings, has a decent job, and is willing to work full time while you work part time, more than half the battles won.
First though, I'd suggest you take that leave of absence and find out what it's like to live on the road for several months. You'd then have a more realistic perspective on just how bad your touring bug is and how your wife handles your being gone. You could then adjust your life style plans accordingly. All you've been able to do so far is tip toe into the water.
Last edited by Cyclebum; 11-12-10 at 07:08 AM.