I have a difficult case to deal with.

我遇到一件难对付的事情。

youdao

What a difficult case I must have been to this young teacher!

是一个艰难的情况下，我一定是对这位年轻的老师！

youdao

It can be difficult for public figures to win a libel case.

公众人物要赢得诽谤诉讼是有难度的。

《柯林斯英汉双解大词典》

Others disagreed. In any case, it was not a good time to argue it was the Great Depression, and times were difficult.

VOA: special.2009.12.29

Now let's imagine a somewhat more difficult case.

现在想象一下,一个更加复杂的问题。

耶鲁公开课 - 死亡课程节选

Bedfordshire Police said it had been "a difficult case" because it had taken time to encourage key witnesses to make formal statements.

BBC: Delaney Brown death: Kyle Beckford guilty of murder

But the authors acknowledge it is a difficult case to make.

BBC: Python skin trade worth a billion - and often illegal

With weak evidence and a difficult case, they pressured KPMG in effect to indict itself, go into deferred prosecution mode, and participate in the case against individual defendants.

FORBES: Justice 'Deferred'