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The phrase 'pretty difficult question' is correct and usable in written English.
You can use it when you want to emphasize that a question is difficult. For example: "That's a pretty difficult question; I'm not sure how to answer it."
Exact(4)
It turns out that is a pretty difficult question, even for mathematicians.
"There's a pretty difficult question we have to answer, which is essentially, are we going to be a country which is prepared to work hard in the way that Asian economies are prepared to work hard, in the way that Americans are prepared to work hard?
There's a pretty difficult question that we have to answer, which is essentially: are we going to be a country which is prepared to work hard in the way that Asian economies are prepared to work hard, in the way that Americans are prepared to work hard?
He said: "My wife is Chinese, and if we want this to be one of the most successful countries in the world in 20, 30, 40 years' time, there's a pretty difficult question we have to answer, which is essentially: are we going to be a country which is prepared to work hard in the way that Asian economies are prepared to work hard, in the way that Americans are prepared to work hard?
Similar(56)
That is a difficult question because my life is pretty much the same.
"If you can't get your photograph right, it's pretty difficult to get your policies right as well," Gordon Brown jibed at Prime Minister's Questions.
It's a difficult question.
That's a difficult question.
The difficult question is how.
One difficult question was: Why?
That is a difficult question.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com