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The phrase "a pretty bleak" is correct and usable in written English.
It can be used to describe a situation or outlook that is quite negative or hopeless.
Example: "The report painted a pretty bleak picture of the economy for the next year."
Alternatives: "a rather grim" or "a quite dismal".
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I know it's a pretty bleak world.
If the situation prevails, it's a pretty bleak future.
It was a pretty bleak message in that movie.
For comparison, he's showing a slide on Android, which he calls a "pretty bleak story".
"He is offering a pretty bleak, pretty diminished view of austerity Britain.
e360: You've painted a pretty bleak picture of the prospects for the industrial fishing industry in the years ahead.
I think it is a pretty bleak country at the moment.
That suggests a pretty bleak reality for the rest of us.
My background was in the traditional media, which is a pretty bleak place to be.
We offer three ways to improve confidence and increase growth in what otherwise looks like being a pretty bleak year.
"It's going to be a pretty bleak picture we're going to present," Mr. Suozzi 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