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The phrase "a challenge with" is correct and usable in written English.
It can be used when discussing difficulties or obstacles related to a specific task or situation.
Example: "We faced a challenge with the new software implementation that required additional training for our staff."
Alternatives: "a difficulty in" or "an issue regarding".
Exact(60)
We met a challenge with a challenge.
But we have a challenge with Barcelona.
Kind of a challenge with the labeling issue.
That could be a challenge with a suspect offensive line.
Pacing has always been a challenge with Ashton's Cinderella.
But it's a challenge with enormous commercial potential.
A challenge with any such candidate signature is to separate it from that of flare SEPs.
So a lot of times in health care, there's a challenge with wayfinding.
Getting the softest energies is a challenge with a bright optical source.
"I have a challenge with the trolls of Twitter and comments on newspaper articles.
The building has clearly been a challenge, with asbestos having to be removed.
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Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com