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Discover LudwigThe phrase "pressed him to" is correct and can be used in written English.
It is typically used to convey the idea of putting pressure on someone to do something or convincing them to do something. Example: "His friends pressed him to try bungee jumping, even though he was afraid of heights."
Exact(58)
"We pressed him to get a buyer".
Sanger pressed him to be sure.
The media pressed him to apologise.
Mr. Dimon pressed him to stay on as financial chief.
MR. JUNGER'S parents never pressed him to become more mainstream.
Both of us pressed him to answer the question.
Then his agent pressed him to write a book proposal.
Finally, it was Laura Bush who pressed him to stop dwelling on it.
European leaders in particular pressed him to take a firmer line against Syria's president, Bashar Assad.
She also pressed him to spend more to get what they really wanted.
The defense, undeterred, pressed him to meet the young suspect, and Gunaratna eventually agreed.
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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