Yo esperaba que él se recuperaría.

English Translation

I had hoped that he would recover.

I’m more used to seeing the past subjunctive (here: recuperara) after esperaba que.

They’re both valid, but ‘recuperara’ makes the ‘esperaba’ sound more like ‘hoped’ and ‘recuperaría’ makes it sound more like ‘expected’, if that makes sense.

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That makes a lot of sense. In this case, given that the English translation uses hoped, I think recuperara would have been better.

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