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"considering whether to" is a grammatically correct phrase and is often used in written English.
It is typically used when making decisions and can be used to introduce a sentence. For example: "Considering whether to go to the beach, I decided to stay home and read a book."
Exact(60)
Now, legislators are considering whether to relax their funding rules.
Prosecutors said they were considering whether to retry the sentencing.
The trust is considering whether to refile the case.
Japan, Italy and Canada are considering whether to contribute.
Government lawyers said they were considering whether to appeal.
The judge is considering whether to extend it.
Britain is still considering whether to send thousands more troops.
The plaintiffs said they were considering whether to appeal.
Jordan is also considering whether to resume passenger service.
The F.D.A. is considering whether to change its standard.
Two federal judges are considering whether to allow any challengers.
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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