Its mostly a "degree" thing.
I'm sure there are many specific variations,but in general,if your load manual shows tests of compressed loads,a little compression is OK.But not much.
Most powder is pretty solid. It doesn't really compress.Your bullets can deform or even get pushed back out to a longer overall length.
Don't forget,with many loads,the bullet intrudes beyond the neck.
I don't use much ball powder.I understand it may clump up if compressed.
A drop tube can help settle more powder in the case.
I'm not the authority,but generally once the powder reaches near the base of the neck,you are USUALLY still OK,but any more? Its diminishing returns.
You won't gain much more,
Powder is all about controlled burn rate via deterrent coatings and granule shape.
Consistent ,repeatable flame space through the charge matters,too.Crushing down the granules does not help much.
IMO,instead of compressing ,use a drop tube.Try a foot long one,on a stand
Then as the powder reaches the base of the neck,call it good.Of course,still follow manual recommendations.
IF, optimistically,you fill the neck with another grain of powder...you might get 50 fps....or 30...
Under what circumstances does that make a noticeable difference?
What is the goal? What are your priorities? Why do you load?
If it is to reach an arbitrary number...that's OK,if its your goal
An undistorted bullet base is critical to accuracy.