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The phrase "a tricky question to ask" is correct and usable in written English.
You can use it when referring to a question that is difficult to answer or may lead to a complicated discussion.
Example: "When discussing sensitive topics, it's often a tricky question to ask whether someone feels comfortable sharing their opinion."
Alternatives: "a challenging question to pose" or "a difficult question to raise".
Exact(2)
It's a tricky question to ask, but have there been any parallels?
So I don't know, it's a tricky question to ask because if you're going to ask me, you've got to ask everyone".
Similar(58)
It's a somewhat tricky question to ask since rebellion against the unpopular government of Viktor Yanukovych unfolded in distinct phases with constituencies often pushing conflicting agendas.
That's sort of a tricky question to answer.
Wow, that's a tricky question to answer.
"That's a big question to ask".
It's a difficult question to ask.
That's a great question to ask.
Make a list of question to ask.
Create a question to ask the group.
Prepare a list of questions to ask.
More suggestions(2)
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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