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The phrase "a headache of" is correct and usable in written English.
It can be used to describe a situation or problem that is particularly troublesome or annoying.
Example: "Dealing with the constant delays in the project has become a headache of epic proportions."
Alternatives: "a source of frustration" or "a major hassle".
Exact(15)
Somewhere on the edges you were, but we couldn't come together, and all was a headache of difficulties and distances.
Michael Timlin might be sporting a headache of a different kind in the morning after firing Southend United to Wembley.
If the suits are successful, they could also bring a headache of liability to satellite and Internet radio services.
In fact, in terms of retail sales per square foot, the mall, an aging urban anomaly with a headache of a parking situation, is one of the busiest in the United States, doing roughly twice the business of the average American mall and drawing 21 million shoppers annually.
Founder Matt Tillman decided to tackle international logistics after running into a headache of his own while planning a road trip over the Pan-American Highway.
Most tourists, however, cannot take the bus across the border – and even for those who can, getting permission is a headache of paperwork and bureaucracy.
Similar(44)
Biden also has been something of a headache for Obama.
These aren't controlled by the party leadership, and they give some of us a headache most of the time.
"They don't have a headache because of some political problem or the concentration of power.
It used to be that a major headache of delivering a presentation was the responsibility of planning for the projector.
He reported a headache, lack of appetite, and vomiting but no cough or respiratory distress.
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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