Here's one that's not hypothetical that came up today... (OP, since your example was hypothetical, I don't feel like I'm derailing, but if you prefer me to take my question to a new thread, I won't be offended!)
DH is pursuing a job offer that would take us to Germany. It's a fabulous, hard-to-come-by opportunity for him career-wise, would make a big difference to us financially (we're struggling a lot right now) and how cool would it be to live in Europe? Especially because my sister and her family live in France.
But in Germany it is illegal to homeschool. As in--they prosecute parents who do it, even ex-pats. DS (7 y/o) does not want to be forced to go to school, even after we discussed looking into Waldorf or Montessori or some other type of school that would be as close as possible to homeschooling (though it's hard to find something very close to unschooling that is also conducted in English). He just flat out doesn't want to go. He feels that it would be scary enough moving to a different country without the stress of having to adjust to school. He would love to live in Europe if he could continue homeschooling, but is worried that he won't get to experience anything if he has to spend all his time in school.
DH had me look up the possibility of living in a bordering country and commuting, but as far as I can see, the closest commute would still be 2 hrs.
This only came up today, and there's no guarantee that DH would get the job (though they approached him, so it's a real possibility), but I can already see this will be a huge challenge if he does get it.
For now, all I can think to do is keep talking about it, keep in check my tendency to try to extract agreement from DS, and see if in the next few months something comes up that will help us out... I really don't want to force DS to go to school! But DH is feeling really stuck here and this offers him a nifty way out of his rut, along with the other reasons I gave. He's tried finding other opportunities, but with the economy they're hard to come by.
What would you RUers do?