'Event on drag Enter' Inconsistently fires

I have perfected this Drag & Drop inventory system, however, when I drag an item to a slot (usually behind or on top of the initial dragged item) it doesn’t always register, is there some way I can make the ‘collision’ of the dragged item smaller so this doesn’t happen?

is there some way I can make the
‘collision’ of the dragged item
smaller

This is a bit strange as it’s generally about pivot, unless you’re doing some custom stuff like HUD hitboxes. The drag OP gets to choose how pivot is handled on the Dragged:

Image from Gyazo

As can be seen above, the size of the widget does not really matter here. You may need to clarify a bit more.

It worked, thanks!