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The phrase "a difficult situation that" is correct and usable in written English.
You can use it when describing a challenging circumstance that requires attention or action.
Example: "She found herself in a difficult situation that required immediate resolution."
Alternatives: "a challenging scenario that" or "a tough predicament that".
Exact(17)
"Just because it is a difficult situation, that doesn't mean we don't have answers to it," he said.
"At this very moment, Taiwan faces a difficult situation that requires its leaders to shoulder the burdens without hesitation.
"You don't need to use your imagination to realise what a difficult situation that was," Marshall said.
General Manager Tim Purpura said, "We're in kind of a difficult situation that involves the ability of the player, the rights of the club and also what he means to this franchise and this city".
Croatia claimed that the territory belongs to Serbia but Serbia doesn't want to rule over it, a difficult situation that has lasted for more than twenty years.
Arnold Rosen can't resist talking about current events at dinner, and he's unknowingly making a difficult situation that much more tense.
Similar(42)
Coach Eric Taylor and his wife Tami quietly and realistically grapple with and work through a very difficult situation that would change their marriage if they let it; one that would have most television couples ranting and raving and weeping and screaming like lunatics.
Labour councillor Leigh Bramall said: "We are in an extremely difficult situation that is frustrating for the council, because although technically we make the decision on planning applications, our hands are tied by the stringent planning laws set out by the government.
Knowing what to expect can help you prepare for any difficult situations that may arise.
"He walked into a very difficult situation that he put a lot of effort into to try to make it work," Dombrowski said.
Buttafuoco, speaking during a conference call, described what happened at Vermont as a very difficult situation that, unfortunately, exists on many college campuses.
More suggestions(15)
a difficult time that
a difficult turnaround that
a difficult childhood that
a difficult stretch that
a difficult job that
a difficult task that
a difficult course that
a difficult season that
a difficult month that
a difficult enterprise that
a difficult environment that
a difficult balance that
a difficult week that
a difficult convalescence that
a difficult economy that
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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