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He's here, he should apply for the temp residence/work visa ASAP, yesterday. If he has to leave it will be months to get back in legally, even if married.
I think you maybe romanticizing the amount of perks, the "all kinds of crap" garnered by illegal immigrants. I belive they also risk deportation as illegals, its just less of a hike, so it's less of a hassle I suppose. Also, there's the messy business of kids caught in it.
As for "get medical"...I dont think your fella would be turned away from the emergency room, either. And if he was 8, I bet he could get a seat in the local public school, at least for a while. if he had his shots.
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