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The phrase "should be whether" is correct and usable in written English.
It is used to introduce a question about which option is best or appropriate. For example: "The decision we have to make should be whether we should stay in this job or look for new opportunities."
Exact(60)
The only judgment, she insists, should be whether the model works.
Besides the highest price, your greatest concern should be whether the buyer is assured of financing.
So it should be, whether you're breakfasting for business or pleasure.
The first decision should be whether to plant an evergreen hedge or a deciduous one.
The question should be whether Puerto Ricans want to be U.S. citizens.
The real measure of success should be whether these changes will save future lives.
Ryan's first concern should be whether the secondary can handle it.
The first question on everyone's mind should be whether any existing laws were broken.
One vital measure should be whether the most promising and talented people entering the profession choose to attend journalism school.
The government is showing how it should be; whether and how it can work is a different story.
"The ultimate inquiry should be whether consumers are better off as a result of Google's actions," he said.
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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