Haven't lived there in ~20 years, but he should stay in Dallas, tbh... the economy there is in the ter, so it's a bad time.
That said:
1) As long as you accept Diego Maradona as your saint and savior, you'll be fine. (in other words, he'll be fine)
2) A good sized amount of people do speak english, but it's obviously not universal, and some knowledge of spanish is always good.
3) There's a bit of everything. the capital per-se would be more 'conservative', but in term of US politics type of conservative, he'll probably feel that conservative there means center/center-left here in the US.
4) Generally fine. There's a lot of foreigners that go work, travel or study there. That said, there are certain areas of town even the locals avoid, and so he should have somebody local to guide him through that.
5) I can only say Argentina has very fine women. You'll see a whole lot less of the land-whales that inhabit states like Texas, tbh.

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