Hi Hagey,
One of the things that's a major roadblock in my situation is that I do not want my future children raised in the JW religion. I know that's not very open-minded, but I truly believe that that is not a good thing for them to be exposed to until they're mature. Spend more time lurking on this board and you will understand why.
If it was just my girlfriend going to the meetings and not the kids, I would be OK, but she insists that any future children be raised "in the truth." It is a very sticky issue that in the long run can cause an immense amount of pain.
Since our situations are quite different (after reading your answers to my questions), I can only say that you should make sure that you both understand what things are going to be like down the road, and that due to the nature of the WTS, that could change at any moment.
If you can get into a situation like Cygnus, I'm sure that's nice work if you can get it!! :)
Jer.