1. Is Penn at all generous with their aid? Penn is tremendously expensive compared to Pitt.
2. If I were to wait until my husband is done with residency, what type of jobs or activities would be help me remain a competitive candidate for law school? Apart from two years as a TA and various service projects I don't have any significant work experience.
3. Have any of you been in a similar situation, or have you known someone in a similar situation?
1. It depends on your numbers. Good numbers [for their HIGH standards] = lots of money, maybe even full-ride.
2. Do anything, it does not matter; what really matters the most are your LSAT and GPA. But since you are interested in law, why not work in that field so that you can gain more practical experience and see if it's something you'd really enjoy?
3. Yes. I waited for my wife to be done with her PharmD and subsequent residency. I think it all worked out much better for us, as a couple, in the long-run. I don't find this long-distance thing very positive for marriages; married couples, after all, get married to be together.
If you do wait, and I think you should, make it clear to your husband that you are taking a hit for the team. Next time, he needs to sacrifice something for you so that you can go law school where you want.