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The phrase "a main challenge when" is correct and usable in written English.
It can be used to introduce a specific difficulty or obstacle encountered in a particular situation or context.
Example: "A main challenge when implementing new technology is ensuring that all employees are adequately trained."
Alternatives: "a primary obstacle when" or "a significant difficulty when".
Exact(3)
A main challenge when using these new applications is the demonstration of reliable long-term performance.
Explaining the pain is always a main challenge when introducing a new product – no one really wants to hear what's wrong with the way they work now.
A main challenge when valuing landslide risk economically lies in distinguishing it from the standard road accident risk of having a collision or running off the road.
Similar(57)
The main challenge when you develop a free app like Happn is to make people open the app again.
The main challenge when creating the transformLead element was defining a method for storing equations.
The main challenge when controlling agricultural machinery is the biological variability of the incoming crop.
Blowout: The main challenge when dining at La Cabane des Praz is keeping your eyes on your plate as the stunning views of Mont Blanc vie for your attention.
The main challenge when imaging the mouse hearts is to achieve spatial resolution and noise levels that permit resolving the millimetre-thick murine myocardial wall.
The main challenge when performing this task is to correctly and accurately specify the homologous point pairs used in 3D transformation when both data sets characterise different accuracy, density and content.
That's the main challenge when it comes to education, because today the middle classes are struggling harder than before to send their children to college and every two student out of three begin their career with the heavy burden of a student loan.
The main challenge when studying rare variants is that robust statistical inference of their effects in case-control studies requires a large amount of sequencing data.
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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