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Q: to whom do I give this money? A: to him, give the money to him

Never will you ever say, “give the money to he”

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That's not a substitution, though. One might be tempted to think that if the answer is "to him" that the question must have "whom." but you can't rightly ask "whom was awake last night?" The answer could be "Him!"

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Wrong again. The answer can never be him. You can’t say, “him was awake last night”. You say, “he was awake last night”. So the question can never be, “whom was awake”, it would always be, “who was awake last night?”

You are thinking in the shortened one word answers, but forgetting what they are shortened from. If someone asks, “who punched that big hole in that wall?”, you cannot say, “him did”. You say, “he did”, or even shortened further to “he”, if you are an extra lazy non white.

You might wanna go back to elementary school, dear fagguete

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Wrong again. The answer can never be him.

Oh, I get it:

Proper English

Q: Who was awake last night? A: He.

Improper English:

Q: Who was awake last night? A: Him.

Thanks, man.

You are thinking in the shortened one word answers, but forgetting what they are shortened from.

They are not shortened, they are pronouns. Pronouns take the place of nouns. It's a substitution, not an abbreviation.

Q: Who punched that big hole in the wall? A: Bob

is the linguistically the same as

Q: Who punched that big hole in the wall? A: Him (pointing at Bob)