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Discover Ludwig"whether he should" is a correct and usable expression in written English
It can be used to ask a question about the choice someone needs to make, e.g. "John had to decide whether he should take the job in San Francisco or stay in Seattle."
Exact(60)
Doesn't know whether he should marry her.
It will then be decided whether he should have surgery.
He briefly wondered whether he should trample over Stewart.
The question is whether he should do so.
Even some political allies have wondered whether he should remain.
Pettitte himself seemed torn on whether he should have responded.
He wonders whether he should use it in the movie.
He asks the crowd whether he should challenge.
The question isn't whether he should be disarmed.
He often wonders whether he should have stuck with medicine.
"We need to be focused on the team, not whether he should be out or whether he should be here.
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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