Learn what "he's usually pretty hard to understand" means, when people say it, and how to use it naturally in English.

This means the speaker thinks the person speaks unclearly or is difficult to follow.
From The Crown, Episode 14
A speaker is saying that another person is hard to understand when they speak.
Use this when describing someone’s speech, accent, or way of explaining things. It can sound polite enough in neutral contexts, but avoid it if you may offend someone.
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